Title: Jackson Square in Old Town Key West - Tours and Activities | Expedia.ca

  

[Jackson Square Hotels](https://expedia.ca/Jackson-Square-Hotels.0-l6249254-0.Travel-Guide-Filter-Hotels)[Jackson Square Car Rentals](https://expedia.ca/Car-Rentals-In-Jackson-Square.d6249254.Car-Rental-Guide)[Old Town Key West Vacations](https://expedia.ca/Old-Town-Key-West.d553248635976481920.Destination-Travel-Guides)

# Jackson Square Tours and Activities

![Jackson Square showing an administrative building and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/64000/64075-Jackson-Square-Key-West.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Jackson Square which includes heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/64000/64076-Jackson-Square-Key-West.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Jackson Square which includes heritage elements and an administrative building](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63885-Jackson-Square-Key-West.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Jackson Square showing street scenes and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/64000/64082-Jackson-Square-Key-West.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Jackson Square which includes art and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/64000/64074-Jackson-Square-Key-West.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

## Visit Jackson Square

Activities

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* * *

## Plan a trip to see Jackson Square

Price found within the past 48 hours. Click for updated prices.

![Fitch Lodge - Key West Historic Inns](https://images.trvl-media.com/lodging/2000000/1400000/1397700/1397643/76c68788_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fitch Lodge - Key West Historic Inns

Key West Historic District

CA $1,412

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Key West (EYW)

8.8/10 Excellent! (484 reviews)

Property has a very cozy feel Very nice lobby area breakfast was cute and fun. Parking is very limited. Flash flooding made it a tad bit difficult to reach out room.

Reviewed on Aug 24, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YEG&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1397643&paandie=true&dealMarker=HVTih_1ygBZ88NtdqF46_7mPFxgb4Nez_D4aDoYDl33_bW5zp4aV-wEkvTzCRQHg)

![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Winslow's Bungalows - Key West Historic Inns

Old Town Key West

CA $1,578

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Key West (EYW)

9.2/10 Wonderful! (1,005 reviews)

Such a nice quaint comfortable place to stay, relaxing walk to the middle of everything in Kay west but a relaxing escape when needed. Staff, professional, kind, and extremely helpful enhancing our visit experience. Highly recommend and special mention to front desk crew Sonya and Lemi, so professional and helpful.

Reviewed on Oct 10, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YEG&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=529611&paandie=true&dealMarker=HVTih_1ygBZ88NtdqF46__PnoDMHl9xoHvX2LtE_IzA4DO6mslWfSy-OGQOiCbzS)

![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Beach House, Key West

CA $1,587

per person

Nov 30 - Dec 6

found 5 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Key West (EYW)

9.4/10 Exceptional! (1,025 reviews)

The 2 bedroom villa was great. It was spacious and comfortable. The master bathroom was a dream! I also enjoyed the screened in balcony with a view of the ocean and pool. I highly recommend this place!

Reviewed on Sep 30, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-30/2025-12-06/?FromAirport=YHM&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=857962&paandie=true&dealMarker=wKCXPvtvXCsH1VgL3H2Qs485XMw81VRykm8uEs72Xs2OViZRz8mcmo3CxX0i4HjW)

### Tours & day trips

[See all 156 activities](https://expedia.ca/things-to-do/search?&rid=6249254&location=Jackson+Square&filter.categories=ToursDayTrips)

![Key West Express Day Trip from Miami](https://mediaim.expedia.com/localexpert/263317/3a11b2d6-17f2-412d-af8b-373f634c42e1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Express Day Trip from Miami

12h 15m

8.6/10

390 reviews

Free cancellation available

CA $107

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-express-day-trip-from-miami.a263317.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar](https://mediaim.expedia.com/localexpert/599857/aefdb7f1-206a-4531-bc6a-78614e1a0f10.jpg?impolicy=resizecrop&rw=500&rh=280)

### Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

16h 30m

8/10

16 reviews

CA $111CA $81

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/day-trip-to-paradise-from-miami-key-west-tour-with-snorkelling-open-bar.a599857.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Full Day Trip in Key West from Miami](https://mediaim.expedia.com/localexpert/599608/0a5f7b52-4c57-40ec-80e7-716ee9b4b224.jpg?impolicy=resizecrop&rw=500&rh=280)

### Full Day Trip in Key West from Miami

16h 30m

6/10

6 reviews

CA $111CA $81

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/full-day-trip-in-key-west-from-miami.a599608.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Miami to Key West Day Trip with Activity Options](https://mediaim.expedia.com/localexpert/1344154/05481738-69bd-45c0-84d0-78a7d7dfffc1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Miami to Key West Day Trip with Activity Options

15h

8.4/10

25 reviews

Free cancellation available

CA $55

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/miami-to-key-west-day-trip-with-activity-options.a1344154.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Day Trip & Glass Bottom-Boat Tour from Miami](https://mediaim.expedia.com/localexpert/285065/2933e6b0-eb8a-417e-bdb5-6050489ac020.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Day Trip & Glass Bottom-Boat Tour from Miami

12h

5/10

27 reviews

Free cancellation available

CA $181

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-day-trip-glass-bottom-boat-tour-from-miami.a285065.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Day Trip from Fort Lauderdale](https://mediaim.expedia.com/localexpert/349210/0720a608-184f-4d68-81cd-14211d663799.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Day Trip from Fort Lauderdale

15h 15m

8.6/10

67 reviews

Free cancellation available

CA $157

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-day-trip-from-fort-lauderdale.a349210.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Snorkel Adventure at Coral Reef](https://mediaim.expedia.com/localexpert/191569/63a0da09-6295-405d-8a01-7db09d0745a6.jpg?impolicy=resizecrop&rw=500&rh=280)

### Snorkel Adventure at Coral Reef

3h

8.6/10

130 reviews

Free cancellation available

CA $77

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/snorkel-adventure-of-coral-reef.a191569.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour](https://mediaim.expedia.com/localexpert/5210842/5976b681-8e86-4088-9b81-d36100c5f7b1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour

5h

9.6/10

14 reviews

Free cancellation available

CA $196

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/half-day-key-wests-ultimate-sandbar-adventure-with-mangrove-kayak-eco-tour.a5210842.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Miami: Key West day trip with optional boating activities](https://mediaim.expedia.com/localexpert/1378740/08d3ef6c-82b0-4ff3-bedc-5f957553453c.jpg?impolicy=resizecrop&rw=500&rh=280)

### Miami: Key West day trip with optional boating activities

15h

6/10

5 reviews

Free cancellation available

CA $83

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/miami-key-west-day-trip-with-optional-boating-activities.a1378740.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Half-Day Fishing Charter](https://mediaim.expedia.com/localexpert/5299343/7451f534-fa0a-4441-bee5-a3e8539ab191.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Half-Day Fishing Charter

5h

9/10

17 reviews

Free cancellation available

CA $143

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/half-day-fishing-tour-in-key-west.a5299343.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

### Wildlife & nature

[See all 49 activities](https://expedia.ca/things-to-do/search?&rid=6249254&location=Jackson+Square&filter.categories=WildlifeNature)

![Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast](https://mediaim.expedia.com/localexpert/585220/33764975-3db8-4de6-a174-18e4cf9a40c6.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

3h

9.2/10

134 reviews

Free cancellation available

CA $70

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/morning-reef-snorkel-with-unlimited-mimosas-breakfast.a585220.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour](https://mediaim.expedia.com/localexpert/5210842/5976b681-8e86-4088-9b81-d36100c5f7b1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour

5h

9.6/10

14 reviews

Free cancellation available

CA $196

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/half-day-key-wests-ultimate-sandbar-adventure-with-mangrove-kayak-eco-tour.a5210842.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Half-Day Fishing Charter](https://mediaim.expedia.com/localexpert/5299343/7451f534-fa0a-4441-bee5-a3e8539ab191.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Half-Day Fishing Charter

5h

9/10

17 reviews

Free cancellation available

CA $143

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/half-day-fishing-tour-in-key-west.a5299343.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Afternoon At The Reef Snorkelling Adventure with Open Bar!](https://mediaim.expedia.com/localexpert/587053/54666c36-0979-4755-bcfd-1df49670de5a.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Afternoon At The Reef Snorkelling Adventure with Open Bar!

3h

9/10

76 reviews

Free cancellation available

CA $74

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-afternoon-snorkel-with-open-well-bar.a587053.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West's Dolphin Watch & Snorkel Tour – An Unforgettable Eco-Adventure](https://mediaim.expedia.com/localexpert/191577/ed369079-e4ef-4a29-85d1-0995f06af497.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West's Dolphin Watch & Snorkel Tour – An Unforgettable Eco-Adventure

3h

8.6/10

43 reviews

Free cancellation available

CA $121

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/dolphin-watch-snorkelling-tour.a191577.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Morning Catamaran Snorkel with Mimosa's and Gourmet Breakfast](https://mediaim.expedia.com/localexpert/191553/589a2db9-41a0-4672-9843-7cf955834d32.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Morning Catamaran Snorkel with Mimosa's and Gourmet Breakfast

3h

8.6/10

106 reviews

Free cancellation available

CA $63

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/morning-key-west-reef-snorkel-catamaran-sail.a191553.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Dolphin Watch & Snorkel Combo With Unlimited Beer & Wine](https://mediaim.expedia.com/localexpert/588436/5accaab1-e6ca-48f8-a46b-01d1f2701e97.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Dolphin Watch & Snorkel Combo With Unlimited Beer & Wine

3h

8.8/10

28 reviews

Free cancellation available

CA $91

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-dolphin-watch-snorkel-combo.a588436.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour](https://mediaim.expedia.com/localexpert/871719/a6166402-5f03-40af-8190-7e15d45b8798.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour

3h 30m

9.8/10

26 reviews

Free cancellation available

CA $168

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/island-adventure-eco-tour.a871719.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Afternoon Key West Reef Snorkel & Catamaran Sail w/ Open Bar](https://mediaim.expedia.com/localexpert/509396/5395da13-64fe-47ec-a21b-47cb58b7b791.jpg?impolicy=resizecrop&rw=500&rh=280)

### Afternoon Key West Reef Snorkel & Catamaran Sail w/ Open Bar

3h

9/10

11 reviews

Free cancellation available

CA $95

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/afternoon-key-west-reef-snorkel-catamaran-sail.a509396.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Rum & Reggae: Snorkel & Sunset Sail Combo](https://mediaim.expedia.com/localexpert/191571/36bcc364-ce77-4331-a7d9-4330818bfbfa.jpg?impolicy=resizecrop&rw=500&rh=280)

### Rum & Reggae: Snorkel & Sunset Sail Combo

3h

8.8/10

113 reviews

Free cancellation available

CA $84

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/rum-reggae-snorkel-sunset-sail-combo.a191571.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

### History & culture

[See all 45 activities](https://expedia.ca/things-to-do/search?&rid=6249254&location=Jackson+Square&filter.categories=HistoryCulture)

![Key West Day Trip & Glass Bottom-Boat Tour from Miami](https://mediaim.expedia.com/localexpert/285065/2933e6b0-eb8a-417e-bdb5-6050489ac020.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Day Trip & Glass Bottom-Boat Tour from Miami

12h

5/10

27 reviews

Free cancellation available

CA $181

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-day-trip-glass-bottom-boat-tour-from-miami.a285065.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Conch Tour Train](https://mediaim.expedia.com/localexpert/191535/9b448a2f-ece5-45c7-be77-f9172888dc8f.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Conch Tour Train

1h

8.8/10

133 reviews

Free cancellation available

CA $63

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-conch-tour-train.a191535.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![The Dark Side of Key West Adults Only Walking Tour](https://mediaim.expedia.com/localexpert/44644109/bbc1a777-f5eb-4976-8195-fee9056c0516.jpg?impolicy=resizecrop&rw=500&rh=280)

### The Dark Side of Key West Adults Only Walking Tour

1h 30m

8/10

3 reviews

Free cancellation available

CA $49

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/the-dark-side-of-key-west-adults-only-walking-tour.a44644109.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Haunted Tour : Ghosts & Gravestones](https://mediaim.expedia.com/localexpert/329630/2026f348-b14f-4483-b492-b38853a4ef47.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Haunted Tour : Ghosts & Gravestones

1h

8.6/10

70 reviews

Free cancellation available

CA $56

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-haunted-tour-ghosts-gravestones.a329630.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Shipwreck Treasure Museum Tickets](https://mediaim.expedia.com/localexpert/191533/0194ef1a-54dc-4244-9dae-801c2ad37537.jpg?impolicy=resizecrop&rw=500&rh=280)

### Shipwreck Treasure Museum Tickets

9h

7.6/10

13 reviews

Free cancellation available

CA $27

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/shipwreck-treasure-museum-tickets.a191533.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Jimmy Buffett Tour](https://mediaim.expedia.com/localexpert/4142449/2f2e90f4-57be-4456-957f-e67dc5e966a7.jpg?impolicy=resizecrop&rw=500&rh=280)

### Jimmy Buffett Tour

1h 30m

10/10

3 reviews

Free cancellation available

CA $111

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/jimmy-buffett-tour.a4142449.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC](https://mediaim.expedia.com/localexpert/47184349/b05e98f3-8065-46a3-9634-d8de6c7a2711.jpg?impolicy=resizecrop&rw=500&rh=280)

### Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC

8h

Free cancellation available

CA $5,417

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/dry-tortugas-national-park-day-trip-by-luxury-boat-axopar-37-xc.a47184349.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Craft Cocktail Crawl](https://mediaim.expedia.com/localexpert/1343979/c4ad3835-0ee8-4e91-b822-6e281ebcf542.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Craft Cocktail Crawl

3h

9.6/10

8 reviews

Free cancellation available

CA $131

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-craft-cocktail-crawl.a1343979.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Harry S. Truman Little White House Tour](https://mediaim.expedia.com/localexpert/246139/ffacb806-5c32-4d4b-81e6-9d29bc3903d1.jpg?impolicy=resizecrop&rw=500&rh=280)

### Harry S. Truman Little White House Tour

1h 15m

9.8/10

26 reviews

Free cancellation available

CA $36

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/harry-s-truman-little-white-house-tour.a246139.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West day trip](https://mediaim.expedia.com/localexpert/49923813/5d26fe5d-78ed-47d3-8935-ebf4871b431b.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West day trip

14h

Free cancellation available

CA $99CA $79

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-day-trip.a49923813.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

### Private & custom tours

[See all 33 activities](https://expedia.ca/things-to-do/search?&rid=6249254&location=Jackson+Square&filter.categories=Privatecustomtours)

![Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC](https://mediaim.expedia.com/localexpert/47184349/b05e98f3-8065-46a3-9634-d8de6c7a2711.jpg?impolicy=resizecrop&rw=500&rh=280)

### Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC

8h

Free cancellation available

CA $5,417

includes taxes & fees

per adult\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/dry-tortugas-national-park-day-trip-by-luxury-boat-axopar-37-xc.a47184349.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West: 4-Hour Private Sandbar Cruise on a Tiki Bar Boat](https://mediaim.expedia.com/localexpert/44635918/3d52beba-8054-4e50-9222-16b16b415ef6.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West: 4-Hour Private Sandbar Cruise on a Tiki Bar Boat

4h

10/10

1 review

Free cancellation available

CA $791

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/key-west-4-hour-private-sandbar-cruise-on-a-tiki-bar-boat.a44635918.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West’s Old Town Treasures: A Self-Guided Audio Tour](https://mediaim.expedia.com/localexpert/5153240/66c357be-7a29-4724-a1f9-cd4f27e79e57.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West’s Old Town Treasures: A Self-Guided Audio Tour

2h

Free cancellation available

CA $21

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-wests-old-town-treasures-a-self-guided-audio-tour.a5153240.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West: Private Florida Keys Sandbar Tiki Boat Cruise](https://mediaim.expedia.com/localexpert/44508897/027b6a07-e05f-4b52-a7e6-e4f8a18fd8b7.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West: Private Florida Keys Sandbar Tiki Boat Cruise

4h

Free cancellation available

CA $792

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/key-west-private-florida-keys-sandbar-tiki-boat-cruise.a44508897.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Private Sandbar Adventure in Key West Backcountry](https://mediaim.expedia.com/localexpert/47135631/383d7d0b-4397-4483-8bd0-3dfea7e87907.jpg?impolicy=resizecrop&rw=500&rh=280)

### Private Sandbar Adventure in Key West Backcountry

3h

Free cancellation available

CA $736

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/private-sandbar-adventure-in-key-west-backcountry.a47135631.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Marathon: Private Cable or Cable Kiteboarding Session](https://mediaim.expedia.com/localexpert/49206825/570dd764-a277-46ff-8f12-e8080eb09f71.jpg?impolicy=resizecrop&rw=500&rh=280)

### Marathon: Private Cable or Cable Kiteboarding Session

1h+

Free cancellation available

CA $249

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/marathon-private-cable-or-cable-kiteboarding-session.a49206825.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Smartphone guided Ghost Walking Tour App/GPS/EMF Reader](https://mediaim.expedia.com/localexpert/4867509/0e929ca4-9623-48ee-bf33-e2ebdced8ed0.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Smartphone guided Ghost Walking Tour App/GPS/EMF Reader

55m

Free cancellation available

CA $14

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-wests-self-guided-ghost-walking-tours-smartphone-navigated-on-walkntours.a4867509.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West: Private Inshore Fishing Charter](https://mediaim.expedia.com/localexpert/48515169/847eeabc-eae0-4e2d-a319-5c928be7f404.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West: Private Inshore Fishing Charter

4h

Free cancellation available

CA $981

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-private-inshore-fishing-charter.a48515169.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West: Private Tiki Boat Sunset Cruise](https://mediaim.expedia.com/localexpert/44713591/32045c7a-4922-4a07-a486-1b1be7ca2cdc.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West: Private Tiki Boat Sunset Cruise

2h

Free cancellation available

CA $641

includes taxes & fees

per traveller\*

\*Get lower prices by selecting more than 2 adults

[](https://www.expedia.ca/things-to-do/key-west-private-tiki-boat-sunset-cruise.a44713591.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West Art History Private Tour](https://mediaim.expedia.com/localexpert/45006644/1c98792f-c713-4180-8256-64ef014c11f5.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Art History Private Tour

1h 30m

Free cancellation available

CA $84

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-art-history-private-tour.a45006644.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

### Food, drink & nightlife

[See all 26 activities](https://expedia.ca/things-to-do/search?&rid=6249254&location=Jackson+Square&filter.categories=FoodDrinkNightlife)

![Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast](https://mediaim.expedia.com/localexpert/585220/33764975-3db8-4de6-a174-18e4cf9a40c6.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

3h

9.2/10

134 reviews

Free cancellation available

CA $70

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/morning-reef-snorkel-with-unlimited-mimosas-breakfast.a585220.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Sunset Dinner Cruise in Key West with Live Music & Unlimited Open Bar!](https://mediaim.expedia.com/localexpert/588408/c9ff1839-c5aa-4d93-9d8e-17eee3f62e60.jpg?impolicy=resizecrop&rw=500&rh=280)

### Sunset Dinner Cruise in Key West with Live Music & Unlimited Open Bar!

2h

8.8/10

146 reviews

Free cancellation available

CA $126

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/sunset-dinner-cruise-with-unlimited-open-bar.a588408.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West's All-Inclusive Combo With Jetski, Parasail, Snorkelling & Lunch](https://mediaim.expedia.com/localexpert/588524/809610bd-a369-477f-bc6c-dcadffbb2fa2.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West's All-Inclusive Combo With Jetski, Parasail, Snorkelling & Lunch

6h

Free cancellation available

CA $251

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/do-it-all-watersport-combo-with-lunch-and-parasail.a588524.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar](https://mediaim.expedia.com/localexpert/2190809/50f64266-172c-47ec-a3dd-1abdcf45ef8c.jpg?impolicy=resizecrop&rw=500&rh=280)

### Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

2h 30m

9.4/10

116 reviews

Free cancellation available

CA $111

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-premium-dolphin-watch-sunset-sail-w-tapas-pairing.a2190809.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Lands End Sunset Cruise with Full Bar & Live Music](https://mediaim.expedia.com/localexpert/251769/cb9d1dec-662c-4e04-99eb-3ffd79b609ba.jpg?impolicy=resizecrop&rw=500&rh=280)

### Lands End Sunset Cruise with Full Bar & Live Music

2h

9/10

86 reviews

Free cancellation available

CA $105

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/lands-end-sunset-cruise-with-full-bar-live-music.a251769.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West's Sunset Sail Celebration With Open Bar, Starters & Live Music](https://mediaim.expedia.com/localexpert/896677/87a05cb3-4d81-41de-804e-ba2742a7aff6.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West's Sunset Sail Celebration With Open Bar, Starters & Live Music

2h

9.2/10

33 reviews

Free cancellation available

CA $112

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/sunset-sip-sail-with-open-bar-food-live-music.a896677.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Dining at Hard Rock Cafe Key West](https://mediaim.expedia.com/localexpert/438525/978b7323-3fa9-4d84-8ee7-c4bc46cf57bd.jpg?impolicy=resizecrop&rw=500&rh=280)

### Dining at Hard Rock Cafe Key West

2h

4/10

3 reviews

Free cancellation available

CA $55

includes taxes & fees

per traveller

[](https://www.expedia.ca/things-to-do/dining-at-hard-rock-cafe-key-west-with-priority-seating.a438525.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Jimmy Buffett Tour](https://mediaim.expedia.com/localexpert/4142449/2f2e90f4-57be-4456-957f-e67dc5e966a7.jpg?impolicy=resizecrop&rw=500&rh=280)

### Jimmy Buffett Tour

1h 30m

10/10

3 reviews

Free cancellation available

CA $111

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/jimmy-buffett-tour.a4142449.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Adult Only Sandbar Escape](https://mediaim.expedia.com/localexpert/49804749/034edeb0-6c5a-4bb1-84db-5a1e554b1eb6.jpg?impolicy=resizecrop&rw=500&rh=280)

### Adult Only Sandbar Escape

4h

10/10

1 review

Free cancellation available

CA $216

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/adult-only-sandbar-adventure.a49804749.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

![Key West from Miami with Snorkelling & Drinks & Hard Rock Cafe Meal](https://mediaim.expedia.com/localexpert/44857950/3e88ee98-7478-49ec-8941-7f8a01646bb2.jpg?impolicy=resizecrop&rw=500&rh=280)

### Key West from Miami with Snorkelling & Drinks & Hard Rock Cafe Meal

10h 59m+

Free cancellation available

CA $84

includes taxes & fees

per adult

[](https://www.expedia.ca/things-to-do/key-west-from-miami-with-snorkelling-drinks-hard-rock-cafe-meal.a44857950.activity-details?&rid=6249254&location=Jackson+Square&swp=off)

### Popular places to visit

![San Carlos Institute - Casa Cuba](https://mediaim.expedia.com/destination/9/f7afdd341a025549202e7a7d034556b6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### San Carlos Institute - Casa Cuba

You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.

[](https://expedia.ca/San-Carlos-Institute-Casa-Cuba-Florida.d6068607.Vacation-Attraction)

![Duval Street](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497443-duval-street-key-west.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Duval Street

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

[](https://expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)

![Oldest House Museum and Garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/340000/340381-Oldest-House-Museum-And-Garden.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Oldest House Museum and Garden

With its period décor and vintage documents, South Florida’s oldest house provides an impression of life in the Florida Keys archipelago in the 19th century

[](https://expedia.ca/Oldest-House-Museum-And-Garden-Florida.d553248621533115800.Vacation-Attraction)

![Harry S. Truman Little White House showing a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63938-Harry-S-Truman-Little-White-House.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harry S. Truman Little White House

Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

[](https://expedia.ca/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction)

![Curry Mansion Museum](https://mediaim.expedia.com/destination/2/fa65eb6bc194e3ed5cd35d722e95df05.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Curry Mansion Museum

You can spend time studying the exhibits at Curry Mansion Museum during your trip to Key West. Stroll along the area's seaside or experience its lively festivals.

[](https://expedia.ca/Curry-Mansion-Museum-Florida.d553248621532652631.Vacation-Attraction)

![Audubon House and Tropical Gardens](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/339000/339918-Audubon-House-And-Tropical-Gardens.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Audubon House and Tropical Gardens

Visit a house named after famed naturalist John James Audubon. Learn the history of why the house came to be here.

[](https://expedia.ca/Audubon-House-And-Tropical-Gardens-Florida.d6068599.Vacation-Attraction)

* * *

## Best Lodging Options Near Jackson Square

## Check availability on hotels close to Jackson Square

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2025-10-10&endDate=2025-10-11)

[Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2025-10-10&endDate=2025-10-11)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2025-10-10&endDate=2025-10-11)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2025-10-10&endDate=2025-10-11)[Oct 10 - Oct 11](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2025-10-10&endDate=2025-10-11)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2025-10-11&endDate=2025-10-12)

[Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2025-10-11&endDate=2025-10-12)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2025-10-11&endDate=2025-10-12)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2025-10-11&endDate=2025-10-12)[Oct 11 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=2025-10-11&endDate=2025-10-12)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)

[This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)[Oct 10 - Oct 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6249254&startDate=10%2F10%2F2025&endDate=12%2F10%2F2025)

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southernmost Beach Resort and Guesthouses

1319 Duval Street, Key West, FL

[](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![La Concha Key West, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

La Concha Key West, Autograph Collection

430 Duval St, Key West, FL

[](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information)

![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hyatt Centric Key West Resort and Spa

601 Front St, Key West, FL

[](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Pier House Resort & Spa

1 Duval St, Key West, FL

[](https://expedia.ca/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Opal Key Resort & Marina, Key West

245 Front Street, Key West, FL

[](https://expedia.ca/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street, Key West, FL

[](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Marker Key West Harbor Resort

200 William Street, Key West, FL

[](https://expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information)

![The Cabana Inn Key West - Adults Only](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Cabana Inn Key West - Adults Only

413 Applerouth Lane, Key West, FL

[](https://expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information)

![Ocean Key Resort - A Noble House Resort](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/a299c4a1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ocean Key Resort - A Noble House Resort

Zero Duval St., Key West, FL

[](https://expedia.ca/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information)

[See all 2,708 properties in Jackson Square](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6249254)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

### Things to do near Jackson Square

At Jackson Square in Key West, immerse yourself in vibrant sunsets, lively festivals, and scenic biking. Enjoy your leisure time at local attractions, where you can catch music concerts and relax on the sun terrace. This lively area offers a delightful mix of activities that reflect the unique charm of the region, making it a perfect spot for visitors to unwind and experience the local culture.

**Shopping**

For a delightful shopping experience in Jackson Square, visit [We Cycle Key West](https://www.expedia.ca/We-Cycle-Key-West-Hotels.0-l827848417466060800-0.Travel-Guide-Filter-Hotels), just 161m away, and [The Kite House](https://www.expedia.ca/The-Kite-House-Hotels.0-l553248621532652628-0.Travel-Guide-Filter-Hotels), located 644m away, for unique gifts and souvenirs. If you're up for a drive, check out the [Big Pine Key Flea Market](https://www.expedia.ca/Big-Pine-Key-Flea-Market-Hotels.0-l553248621533115810-0.Travel-Guide-Filter-Hotels), 46.7km away, for local treasures.

**Recreation**

Experience the tranquil ambiance at the [Key West Golf Club](https://www.expedia.ca/Key-West-Golf-Club-Hotels.0-l6163814-0.Travel-Guide-Filter-Hotels), located 6.4km from Jackson Square, where lush greens and outdoor sports create a perfect wellness escape. Alternatively, the [MLK Community Pool & Community Center](https://www.expedia.ca/MLK-Community-Pool-Community-Center-Hotels.0-l553248621532652610-0.Travel-Guide-Filter-Hotels), only 805m away, offers a family-friendly atmosphere for swimming and relaxation.

**Adventure**

At Jackson Square, immerse yourself in vibrant street performances and local art. Explore nearby waters with paddleboarding or kayaking, or indulge in a thrilling sunset sail. Don’t miss the historic architecture and lively atmosphere, making it a perfect spot for adventurous exploration in Key West.

**Nightlife**

In Jackson Square, the vibrant nightlife includes the [Waterfront Playhouse](https://www.expedia.ca/Waterfront-Playhouse-Hotels.0-l553248621532652609-0.Travel-Guide-Filter-Hotels), 644m away, and the intimate [Red Barn Theater](https://www.expedia.ca/Red-Barn-Theater-Hotels.0-l6069271-0.Travel-Guide-Filter-Hotels), only 322m from the square, both offering rich cultural experiences. For a unique twist, visit the [Key West Burlesque Theater](https://www.expedia.ca/Key-West-Burlesque-Theater-Hotels.0-l553248621532652629-0.Travel-Guide-Filter-Hotels), 1.1km away, for an entertaining evening.

*\*Distances are measured in a straight line; actual driving distances may vary depending on the route.*

### Find the best attractions near Jackson Square

Jackson Square in Key West offers a vibrant mix of historic houses, lively streets, and a modern square, making it an ideal spot for culture seekers, families, and city explorers alike. Visitors can enjoy the beautiful Jackson Square Park, explore various attractions, and immerse themselves in the local atmosphere. Whether you're strolling through the park or visiting iconic spots, there's something for everyone in this charming area.

-   **[Duval Street:](https://www.expedia.ca/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels)** A vibrant hub of activity, Duval Street is lined with eclectic shops, lively bars, and local eateries. Experience the bustling city vibes while enjoying street performers and a variety of entertainment options.
-   **[Mallory Square:](https://www.expedia.ca/Mallory-Square-Hotels.0-l501385-0.Travel-Guide-Filter-Hotels)** Known for its stunning sunsets, Mallory Square is a modern square that hosts street performers, artisanal vendors, and live music. The lively atmosphere makes it a perfect spot to unwind and soak in the local culture.
-   **[Ernest Hemingway Home and Museum:](https://www.expedia.ca/Ernest-Hemingway-Home-And-Museum-Hotels.0-l501376-0.Travel-Guide-Filter-Hotels)** Step back in time at the Ernest Hemingway Home and Museum, where the renowned author lived and wrote. This historic house offers a glimpse into his life and showcases beautiful gardens, adding a rich cultural vibe to your visit.

### Best time to go to Jackson Square

The best time to visit Jackson Square is dependant on what kind of holiday you are seeking. August and August are its hottest month on average. At the time of August, visitor numbers are average and weather is mostly sunny. January and January are its coolest month on average. At the time of January, visitor numbers are average and weather is mostly sunny.

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| --- | --- | --- | --- | --- | --- |
| January | 71.1°F (21.7°C) | No Rain | Mostly Sunny | Average | Average |
| January | 71.1°F (21.7°C) | No Rain | Mostly Sunny | Average | Average |
| February | 72.1°F (22.3°C) | No Rain | Mostly Sunny | Average | Slightly High |
| February | 72.1°F (22.3°C) | No Rain | Mostly Sunny | Average | Slightly High |
| March | 73.4°F (23.0°C) | No Rain | Mostly Sunny | Slightly High | Slightly High |
| March | 73.4°F (23.0°C) | No Rain | Mostly Sunny | Slightly High | Slightly High |
| April | 76.8°F (24.9°C) | No Rain | Mostly Sunny | Average | Slightly High |
| April | 76.8°F (24.9°C) | No Rain | Mostly Sunny | Average | Slightly High |
| May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny | Average | Average |
| May | 79.3°F (26.3°C) | Light Rain | Mostly Sunny | Average | Average |
| June | 82.6°F (28.1°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| June | 82.6°F (28.1°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| July | 84.0°F (28.9°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| July | 84.0°F (28.9°C) | Light Rain | Mostly Sunny | Slightly High | Average |
| August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny | Average | Slightly Low |
| August | 84.4°F (29.1°C) | Light Rain | Mostly Sunny | Average | Slightly Low |
| September | 83.7°F (28.7°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
| September | 83.7°F (28.7°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
| October | 80.8°F (27.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
| October | 80.8°F (27.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low |
| November | 76.6°F (24.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average |
| November | 76.6°F (24.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average |
| December | 73.9°F (23.3°C) | No Rain | Mostly Sunny | Average | Average |
| December | 73.9°F (23.3°C) | No Rain | Mostly Sunny | Average | Average |

### Booking tips and Expedia advantages for Jackson Square

To save money during your visit to Jackson Square, plan your trip from August to October when hotel rates are lower. Book your accommodation about a month in advance, or check Expedia for last-minute deals. Stay on a Tuesday for the best rates and consider using Expedia's filters to find eco-friendly hotels within your budget. Combine your hotel, flights, and activities for additional savings through package deals. Don't forget to explore free activities in the area to make the most of your trip without breaking the bank.

-   **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Jackson Square are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
-   **The best time to book a hotel:** The cheapest time to book a hotel around Jackson Square is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
-   **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Jackson Square is Tuesday. The most expensive day to stay around Jackson Square is Friday.
-   **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your preferences, including your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will show you a range of sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
-   **Consider bundling your trip:** You can save money by combining your hotel stay at Jackson Square with your flights and activities through an Expedia package.