Title: Old Town Key West Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,866 Expedia.ca

[Hotels in Old Town Key West](https://expedia.ca/Old-Town-Key-West-Key-West-Hotels.0-n553248635976481920-0.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)[Old Town Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Town-Key-West.d553248635976481920.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248635976481920/c3895c9f-e471-4c93-ac2e-85c99f8f8fec.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Old Town Key West Vacation Packages

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

- ##  
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- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Top Holiday Package Deals in Old Town Key West

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

![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 $1,866

per person

Apr 27 - May 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.4/10 Exceptional! (1,002 reviews)

Spotless room, great location.

Reviewed on Feb 22, 2026

![Ella's Cottages - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/deb4f031_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ella's Cottages - Key West Historic Inns

Old Town Key West

CA $2,815

per person

Apr 9 - Apr 15

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Key West (EYW)

9.4/10 Exceptional! (390 reviews)

Hospitable staff made us feel at home. Provided complimentary prosecco for our honeymoon. Attentive to messages. Well definitely be back

Reviewed on Feb 18, 2026

![Orchid Key Inn - Adults Only](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/5e9e36b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Orchid Key Inn - Adults Only

Old Town Key West

CA $2,594

per person

Apr 9 - Apr 15

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

Loved this little hotel. It’s right in the heart of Duval Street, with so much going on, yet we never heard a peep in our room. It was surprisingly quiet and peaceful. We originally booked just one night but ended up adding another. We did have to switch rooms, but the staff had our second room ready very early, which was so thoughtful and appreciated. The bed and pillows were amazing, and the shower was great. The hot tub and pool were both relaxing and well maintained. We even had a friendly neighborhood cat visit us several times, which was such a fun little bonus. They offered drinks in the evening and fresh, delicious breakfast in the morning. The location is perfect—smack dab in the middle of the action—so we were able to leave the truck parked and walk everywhere. The staff was truly delightful, very kind, and welcoming. I will definitely be staying here again.

Reviewed on Feb 22, 2026

![Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343767/539cf7e3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

CA $3,271

per person

May 7 - May 14

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Key West (EYW)

9/10 Wonderful! (2 reviews)

![Eden House](https://images.trvl-media.com/lodging/2000000/1710000/1709300/1709243/365028d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eden House

Key West Historic District

CA $2,097

per person

Apr 9 - Apr 15

found 1 day ago

Roundtrip flight included

Edmonton (YEG) to Key West (EYW)

9/10 Wonderful! (1,000 reviews)

Tiny room. Couldn’t open bathroom door fully because hit bed. Also right next to front desk and could hear everything. Cheap towels. Nothing on the walls. Was hoping to a homey Key West vibe. Not here.

Reviewed on Feb 24, 2026

## Where to stay in Old Town Key West

Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most. [Learn more about Old Town Key West](https://expedia.ca/Key-West-Old-Town-Key-West.dx553248635976481920)

![Audubon House and Tropical Gardens featuring a house](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Key West Historic District

2 out of top 10 points of interest in this area

4.5/5(156 area reviews)

 Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district. 

[Find hotel + flight trips in Key West Historic District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Key%20West%20Historic%20District&DestID=6281809&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Duval Street](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)

![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(16 area reviews)

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

[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)

![Sunset on Carnival Cruise in Key West.](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 Key West Butterfly and Nature Conservatory 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)

![Mallory Square showing a sunset and general coastal views as well as a small group of people](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 Audubon House and Tropical Gardens. 

[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)

## Old Town Key West Hotel Deals

![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

Fully refundable

CA $610

CA $787 total

Mar 5 - Mar 6

includes taxes & fees

8.8/10 Excellent! (3,108 reviews)

Everything was great!

Reviewed on Feb 24, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true&regionId=553248635976481920)

![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

Fully refundableReserve now, pay when you stay

CA $791

CA $982 total

Mar 4 - Mar 5

includes taxes & fees

8.4/10 Very Good! (555 reviews)

Wonderful trip- from the front desk service, to the pool, everything was perfect. Our large room overlooking the ocean was spectacular! We have referred a few friends, and they have enjoyed it as well. We will be back in 2026!

Reviewed on Feb 19, 2026

[](https://expedia.ca/Hotel-Search?startDate=04%2F03%2F2026&endDate=05%2F03%2F2026&selected=12346&PinnedHotelID=12346&HadPinnedHotel=true&regionId=553248635976481920)

![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

Fully refundableReserve now, pay when you stay

CA $786

CA $938 total

Mar 22 - Mar 23

includes taxes & fees

9.2/10 Wonderful! (1,048 reviews)

Clean room; wonderful staff including housekeeping; and a great and relaxing pool!

Reviewed on Feb 22, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=17442701&PinnedHotelID=17442701&HadPinnedHotel=true&regionId=553248635976481920)

[See all 1,298 properties in Old Town Key West](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F02%2F2026&endDate=27%2F02%2F2026&regionId=553248635976481920)

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 an Old Town Key West vacation package cost?

### How do I get a cheap travel package to Old Town Key West?

### Where should I stay in Old Town Key West?

### What are the top hotels in Old Town Key West?

### How far in advance should I book my Old Town Key West vacation?

### What does an Expedia Old Town Key West travel package include?

### What should I know before booking an Old Town Key West travel package?

### Can I choose my airline with an Old Town Key West Expedia vacation package?

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

### Discover the most popular places to visit in Old Town Key West

![Southernmost Point featuring signage as well as a large group of people](https://images.trvl-media.com/place/501380/97e2b26c-38ce-483b-b59e-7a017404ab35.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Southernmost Point

Snap a memorable photograph from the edge of North America at this monumental landmark.

[](https://expedia.ca/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction)

![South Beach featuring a sandy beach and general coastal views as well as a small group of people](https://images.trvl-media.com/place/6246827/42d13a3e-a933-4e9f-b857-cde9f4314a24.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### South Beach

The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town.

[](https://expedia.ca/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction)

![Higgs Beach which includes a beach and tropical scenes as well as a large group of people](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Clarence S. Higgs Memorial Beach Park

Pay your respects at an impressive African burial site, explore landscaped gardens or snorkel with the family at this oceanfront beach park.

[](https://expedia.ca/Clarence-S-Higgs-Memorial-Beach-Park-Old-Town-Key-West.d6246822.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 $61

per adult

**94%** of travellers recommend

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

![Friends cheers with cocktails on Key West cruise](https://mediaim.expedia.com/localexpert/587053/54666c36-0979-4755-bcfd-1df49670de5a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $65

per adult

**92%** of travellers recommend

[](https://expedia.ca/things-to-do/key-west-afternoon-at-the-reef-snorkeling-adventure-with-open-bar.a587053.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)

[See all activities in Key West](https://expedia.ca/things-to-do/search?rid=553248635976481920)

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