Title: Key West Historic District Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,198 Expedia.ca

[Key West Historic District Travel Guide](https://expedia.ca/Key-West-Key-West-Historic-District.dx6281809)[Hotels in Key West Historic District](https://expedia.ca/Key-West-Historic-District-Key-West-Hotels.0-n6281809-0.Travel-Guide-Filter-Hotels)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Key West Historic District Car Rentals](https://expedia.ca/Car-Rentals-In-Key-West-Historic-District.d6281809.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Key West Historic District Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
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## Top Holiday Package Deals in Key West Historic District

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

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Creekside Inn

CA $1,198

per person

May 6 - May 11

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Miami (MIA)

7.8/10 Good! (1,027 reviews)

Hotel is 2 separate buildings, one down the street which we were in but not notified about prior. This building appears to be under renovation without a pool or water view. All rooms are along busy, loud A1A. AC barely work and water pressure is minimal.

Reviewed on Mar 25, 2026

![Cavalier Hotel South Beach](https://images.trvl-media.com/lodging/1000000/20000/13600/13579/c0c3faa8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cavalier Hotel South Beach

South Beach

CA $1,612

per person

May 4 - May 11

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8.6/10 Excellent! (1,007 reviews)

Everything was perfect . I would stay there again

Reviewed on Mar 16, 2026

![President Hotel Villa](https://images.trvl-media.com/lodging/11000000/10620000/10612900/10612810/5a873fda_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### President Hotel Villa

South Beach

CA $1,420

per person

May 4 - May 11

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Miami (MIA)

8.2/10 Very Good! (1,003 reviews)

Breakfast amenities were inadequate for the number of guests. For example, there were 5 people in line waiting for the toaster most of the time. The line to check in was slow as there was often 1 person and many people waiting The valet was a bit of a wait as well Biggest issue was the valet charge from when I booked to check in was a $20 difference.

Reviewed on Mar 27, 2026

## Where to stay in Key West Historic District

Find the best Key West Historic District areas and neighborhoods for the activities you enjoy most. [Learn more about Key West Historic District](https://expedia.ca/Key-West-Key-West-Historic-District.dx6281809)

![Old Town Key West](https://images.trvl-media.com/place/553248635976481920/c3895c9f-e471-4c93-ac2e-85c99f8f8fec.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Old Town Key West

4 out of top 10 points of interest in this area

3.5/5(8 area reviews)

 Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area. 

[Find hotel + flight trips in Old Town Key West](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Old%20Town%20Key%20West&DestID=553248635976481920&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Wide aerial panorama of Key West, Florida](https://images.trvl-media.com/place/553248635976480351/87477fd8-e61c-4ccb-8f10-57f3d82227dc.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### New Town

4/5(17 area reviews)

 Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden. 

[Find hotel + flight trips in New Town](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=New%20Town&DestID=553248635976480351&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Downtown Key West](https://images.trvl-media.com/place/6068616/ac9e1424-8949-4483-8a12-9063d1511aa2.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Key West

 If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing. 

[Find hotel + flight trips in Downtown Key West](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Key%20West&DestID=553248635976470405&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Uptown - Upper Duval](https://images.trvl-media.com/place/1187/48023594-76b8-4930-a4a9-06a0f12911a4.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Uptown - Upper Duval

4.5/5(3 area reviews)

 If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing. 

[Find hotel + flight trips in Uptown - Upper Duval](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Uptown%20-%20Upper%20Duval&DestID=553248635976473524&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Historic Seaport](https://images.trvl-media.com/place/501385/8fc21581-48e4-48a8-8cca-3cfabcd30450.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Historic Seaport

 While visiting Historic Seaport, you might make a stop by sights like Duval Street and Florida Keys Beaches. 

[Find hotel + flight trips in Historic Seaport](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20Seaport&DestID=553248635976383502&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Key West Historic District Hotel Deals

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/14292c62_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

Fully refundableReserve now, pay when you stay

CA $823

CA $1,019 total

Apr 27 - Apr 28

includes taxes & fees

8.4/10 Very Good! (589 reviews)

what a disappointment to stay in a hotel with such great potential but obvious neglect. From the cold, unwelcoming staff to the dirty, dated rooms to the old ugly dining areas with big heavy curtains and dark scratched floors-the hotel is clearly mismanaged. The entire place needs a good scrubbing, ...

Reviewed on Mar 25, 2026

[](https://expedia.ca/Hotel-Search?startDate=27%2F04%2F2026&endDate=28%2F04%2F2026&selected=12346&PinnedHotelID=12346&HadPinnedHotel=true&regionId=6281809)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Pier House Resort & Spa

1 Duval St Key West FL

Fully refundableReserve now, pay when you stay

CA $612

CA $782 total

Apr 5 - Apr 6

includes taxes & fees

9/10 Wonderful! (1,068 reviews)

Great hotel, excellent staff and location is perfect.

Reviewed on Mar 27, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=19307&PinnedHotelID=19307&HadPinnedHotel=true&regionId=6281809)

![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Opal Key Resort & Marina, Key West

245 Front Street Key West FL

Fully refundableReserve now, pay when you stay

CA $485

CA $600 total

Apr 19 - Apr 20

includes taxes & fees

9.2/10 Wonderful! (1,075 reviews)

Great location. The price is too much since the waterfront views are often blocked by massive cruise ships docked right in front of the hotel.

Reviewed on Mar 27, 2026

[](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=17442701&PinnedHotelID=17442701&HadPinnedHotel=true&regionId=6281809)

[See all 1,709 properties in Key West Historic District](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%2F2026&regionId=6281809)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Key West Historic District vacation package cost?

### How do I get a cheap travel package to Key West Historic District?

### Where should I stay in Key West Historic District?

### What are the top hotels in Key West Historic District?

### How far in advance should I book my Key West Historic District vacation?

### What does an Expedia Key West Historic District travel package include?

### What should I know before booking a Key West Historic District travel package?

### Can I choose my airline with a Key West Historic District Expedia vacation package?

### If I'm not able to travel, can I cancel my Key West Historic District vacation package?

### Discover the most popular places to visit in Key West Historic District

![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Duval Street

4.5/5(164 reviews)

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)

![Mallory Square which includes a sunset and a bay or harbor as well as a large group of people](https://images.trvl-media.com/place/501385/f076c469-e361-414e-8323-e71ccf56c947.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Mallory Square

4.5/5(150 reviews)

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

[](https://expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction)

![Harry S. Truman Little White House showing a house](https://images.trvl-media.com/place/6068605/4f5f7570-d796-4d5a-9a98-d925004bc7d6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Harry S. Truman Little White House

4/5(28 reviews)

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)

### Things to do

![Aerial view of people snorkeling in Key West](https://mediaim.expedia.com/localexpert/585220/33764975-3db8-4de6-a174-18e4cf9a40c6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $58

per adult

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/key-west-morning-snorkel-adventure-with-bottomless-mimosas-breakfast.a585220.activity-details)

![Aboard the trolley in Key West](https://mediaim.expedia.com/localexpert/191537/2dd77e4c-4c5c-4b3c-954d-bfd0d44bd289.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Historic Key West Old Town Trolley Hop-On Hop-Off Tour

CA $79

per adult

**88%** of travellers recommend

[](https://expedia.ca/things-to-do/historic-key-west-old-town-trolley-hop-on-hop-off-tour.a191537.activity-details)

![Kayak the mangrove tidal creeks](https://mediaim.expedia.com/localexpert/1280685/bb4b7d3f-6591-4d71-b8df-f2f39e75c2c8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Key West Mangrove Kayak Eco Tour

CA $110

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/key-west-mangrove-kayak-eco-tour.a1280685.activity-details)

[See all activities in Key West](https://expedia.ca/things-to-do/search?rid=6281809)

## Explore a world of travel with Expedia

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- [4 Star Hotels in Key West ](https://www.expedia.ca/4Star-Key-West-Hotels.s40-0-d1187.Travel-Guide-Filter-Hotels)
- [5 Star Hotels in Key West ](https://www.expedia.ca/5Star-Key-West-Hotels.s50-0-d1187.Travel-Guide-Filter-Hotels)
- [Hotels near Duval Street ](https://www.expedia.ca/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels)
- [Apartments in Key West ](https://www.expedia.ca/Key-West-Apartments.d1187-aaApartments.Travel-Guide-Accommodation)
- [B&B in Key West ](https://www.expedia.ca/Key-West-Bed-And-Breakfast.d1187-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Key West ](https://www.expedia.ca/Key-West-Cabins.d1187-aaCabins.Travel-Guide-Accommodation)
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- [Cruise Ships in Key West ](https://www.expedia.ca/Key-West-Cruise-Ships.d1187-aaCruiseShips.Travel-Guide-Accommodation)
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- [Hotels with Free Parking in Key West ](https://www.expedia.ca/Key-West-Hotels-Hotels-With-Free-Parking.0-0-d1187-tHotelswithFreeParking.Travel-Guide-Filter-Hotels)
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- [Flights to Key West ](https://www.expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)
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- [Flights from Niagara Falls to Key West ](https://www.expedia.ca/lp/flights/602721/1187/niagara-falls-to-key-west)
- [Flights from Salem to Key West ](https://www.expedia.ca/lp/flights/6133255/1187/salem-to-key-west)
- [Flights from Winnipeg to Key West ](https://www.expedia.ca/lp/flights/6141041/1187/winnipeg-to-key-west)
- [Flights from Punta Gorda to Key West ](https://www.expedia.ca/lp/flights/9394/1187/punta-gorda-to-key-west)

- [Big Pine Key Flea Market ](https://www.expedia.ca/Big-Pine-Key-Flea-Market-Big-Pine-Key.d553248621533115810.Vacation-Attraction)
- [Boca Chica Key Vacations ](https://www.expedia.ca/Boca-Chica-Key.d553248635083916609.Destination-Travel-Guides)
- [Boca Chica Nude Beach ](https://www.expedia.ca/Boca-Chica-Nude-Beach-Key-West.d553248635983994034.Vacation-Attraction)
- [Clarence S. Higgs Memorial Beach Park ](https://www.expedia.ca/Clarence-S-Higgs-Memorial-Beach-Park-Old-Town-Key-West.d6246822.Vacation-Attraction)
- [Cudjoe Key Vacations ](https://www.expedia.ca/Cudjoe-Key.d3000430966.Destination-Travel-Guides)
- [Dredgers Key Vacations ](https://www.expedia.ca/Dredgers-Key.d180165.Destination-Travel-Guides)
- [Dry Tortugas National Park ](https://www.expedia.ca/Dry-Tortugas-National-Park-Key-West.d6091118.Vacation-Attraction)
- [Duval Street ](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
- [Fleming Key Vacations ](https://www.expedia.ca/Fleming-Key.d180162.Destination-Travel-Guides)
- [Florida Keys Eco - Discovery Center ](https://www.expedia.ca/Florida-Keys-Eco-Discovery-Center-Old-Town-Key-West.d6069247.Vacation-Attraction)
- [Florida Keys National Marine Sanctuary ](https://www.expedia.ca/Florida-Keys-National-Marine-Sanctuary-Key-West.d6163838.Vacation-Attraction)
- [Fort East Martello Museum and Gallery ](https://www.expedia.ca/Fort-East-Martello-Museum-And-Gallery-Key-West.d6069253.Vacation-Attraction)
- [Fort Zachary Taylor Historic State Park ](https://www.expedia.ca/Fort-Zachary-Taylor-Historic-State-Park-Key-West.d6069245.Vacation-Attraction)
- [Harry S. Truman Little White House ](https://www.expedia.ca/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction)
- [Visit Downtown Key West ](https://www.expedia.ca/Key-West-Downtown-Key-West.dx553248635976470405)
- [Key West Lighthouse and Keeper's Quarters Museum ](https://www.expedia.ca/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction)
- [Key West National Wildlife Refuge ](https://www.expedia.ca/Key-West-National-Wildlife-Refuge-Key-West.d6177705.Vacation-Attraction)
- [Key West Shipwreck Museum ](https://www.expedia.ca/Key-West-Shipwreck-Museum-Key-West-Historic-District.d6063545.Vacation-Attraction)
- [Key West Vacations ](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides)
- [Visit Key West ](https://www.expedia.ca/Key-West.dx1187)
- [Lower Florida Keys Vacations ](https://www.expedia.ca/Lower-Florida-Keys.d553248635975748710.Destination-Travel-Guides)
- [Lower Keys Vacations ](https://www.expedia.ca/Lower-Keys.d553248621593965863.Destination-Travel-Guides)
- [Mallory Square ](https://www.expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction)
- [Mel Fisher Maritime Museum ](https://www.expedia.ca/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction)
- [National Key Deer Refuge Visitor Center ](https://www.expedia.ca/National-Key-Deer-Refuge-Visitor-Center-Big-Pine-Key.d553248635974766232.Vacation-Attraction)
- [Raccoon Key Vacations ](https://www.expedia.ca/Raccoon-Key.d180164.Destination-Travel-Guides)
- [Rockland Key Vacations ](https://www.expedia.ca/Rockland-Key.d553248635976197596.Destination-Travel-Guides)
- [Smathers Beach ](https://www.expedia.ca/Smathers-Beach-Beachside.d6069255.Vacation-Attraction)
- [South Beach ](https://www.expedia.ca/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction)
- [Southernmost Point ](https://www.expedia.ca/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction)
- [Stock Island Vacations ](https://www.expedia.ca/Stock-Island.d180166.Destination-Travel-Guides)
- [Sugarloaf Key Vacations ](https://www.expedia.ca/Sugarloaf-Key.d183126.Destination-Travel-Guides)
- [Sugarloaf Shores Vacations ](https://www.expedia.ca/Sugarloaf-Shores.d6270983.Destination-Travel-Guides)
- [All inclusive Vacation Packages Key West ](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/1187/Key-West)

- [Car rental Key West ](https://www.expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)
- [Convertible Car Rentals in Key West ](https://www.expedia.ca/Convertible-Car-Rentals-In-Key-West.d1187-tConvertible.Car-Rental-Guide-Class)
- [Pickup Car Rentals in Key West ](https://www.expedia.ca/Pickup-Car-Rentals-In-Key-West.d1187-tPickup.Car-Rental-Guide-Class)

- [Key West Vacation Rentals ](https://www.expedia.ca/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)

- [Things to do in Key West ](https://www.expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.