Title:  Old Town Key West Vacation Packages & Trips 2025 from CA $1,766 | 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

-   ## 
    
    Plan, book, travel with confidence
    

### 

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.

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Oceans Edge Key West Resort, Hotel & Marina

CA $3,480

per person

Dec 28 - Jan 4

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,722 reviews)

I love that our room over looked the marina and part of the ocean. The sunset was also beautiful from our room

Reviewed on Oct 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-04/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16202992&paandie=true&dealMarker=Nxg3-LWHYgveXJB9BJ5NHpK6jlQGQouVtBtqlx8kyEY4xy3oj3AUDgi8s29AdblM)

![Ella's Cottages - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/9b30ebaa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

Old Town Key West

CA $3,656

per person

Dec 28 - Jan 4

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.4/10 Exceptional! (375 reviews)

Everything was well-kept and clean, the delivered breakfast baskets were wonderful (and a LOT of food!), and the staff were all friendly, welcoming, and helpful. I was travelling alone but always felt perfectly safe, and even stayed an extra night! The hotel is also very conveniently located, right next to a stop on the Duval Loop bus stop.

Reviewed on Oct 14, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-04/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=863188&paandie=true&dealMarker=Nxg3-LWHYgveXJB9BJ5NHgK1G8i7c4r0PoM-v9bHVTecjvRFoGqh2Xi5sVb7Ncss)

![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Key West Hotel

Key West Historic District

CA $5,947

per person

Dec 28 - Jan 4

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.2/10 Wonderful! (496 reviews)

Great location and friendly staff. They have remodeled a lot and are doing a super job. Nice decorations and LOVE the tiki bar and pool area. Key West Aloe products were a nice touch as well as the key lime cookies. The porch deck and handrail outside the Envy/Lust room needs a little attention. Overall, very comfortable and accommodating. I would definitely stay here again.

Reviewed on Oct 17, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-04/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8657021&paandie=true&dealMarker=Nxg3-LWHYgveXJB9BJ5NHr5Ud5BP77zjmel7NoFYcSxz4Q1hnZcJkOIIPpYORFj5)

![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Gardens Hotel

Old Town Key West

CA $4,222

per person

Dec 28 - Jan 4

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9.8/10 Exceptional! (1,006 reviews)

Clean room and beautiful garden. Unfortunately the second morning when we were there, there's a heavy rain, we can't enjoy the garden.

Reviewed on Oct 17, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-04/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20796&paandie=true&dealMarker=LLrqcdCepPmNCR-B4LI28Rd3g56hernP7UQvvi_LCTRgfmWbtEYB0xcCBVFTbkAF)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pier House Resort & Spa

Key West Historic District

CA $4,563

per person

Dec 28 - Jan 4

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,005 reviews)

Enjoyed the stay. Property and proximity both very good. Staff friendly. Beautiful views

Reviewed on Oct 17, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-28/2026-01-04/?FromAirport=DTW&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19307&paandie=true&dealMarker=LLrqcdCepPmNCR-B4LI28fFNYNkmP6UjU_nzxQevFBGSyerFq03V43TzrGHM6Fae)

## 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)

![Smathers Beach which includes windsurfing, a beach and tropical scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63797-Florida-Keys.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Beachside

1 out of top 10 points of interest in this area

When in Beachside, you can plan a visit to Duval Street and Smathers Beach, some noteworthy sights in the nearby area.

[Find hotel + flight trips in Beachside](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Beachside&DestID=864982244484468736&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/339000/339914-Audubon-House-And-Tropical-Gardens.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)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63795-Florida-Keys.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)

![Default Image](https://mediaim.expedia.com/destination/9/1fcb30338150b9f6e4b06a071a60583e.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 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)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497487-mallory-square.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 Key West Historic Seaport.

[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 refundableReserve now, pay when you stay

CA $215

CA $345 total

Oct 20 - Oct 21

includes taxes & fees

8.6/10 Excellent! (2,793 reviews)

"Everything about the property was perfect"

Reviewed on Oct 15, 2025

[](https://expedia.ca/Hotel-Search?startDate=20%2F10%2F2025&endDate=21%2F10%2F2025&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 $294

CA $415 total

Oct 27 - Oct 28

includes taxes & fees

8.2/10 Very Good! (394 reviews)

"Truly beautiful custom century hotel, sitting on one of the few beaches in Key West"

Reviewed on Oct 12, 2025

[](https://expedia.ca/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=12346&PinnedHotelID=12346&HadPinnedHotel=true&regionId=553248635976481920)

![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Reach Key West, Curio Collection by Hilton

1435 Simonton Street, Key West, FL

Fully refundableReserve now, pay when you stay

CA $264

CA $381 total

Oct 27 - Oct 28

includes taxes & fees

8.4/10 Very Good! (1,011 reviews)

"Decent property, kept up, clean and excellent walk ability to Duval Street"

Reviewed on Oct 15, 2025

[](https://expedia.ca/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=457821&PinnedHotelID=457821&HadPinnedHotel=true&regionId=553248635976481920)

[See all 1,333 properties in Old Town Key West](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F10%2F2025&endDate=19%2F10%2F2025&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?

> Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Old Town Key West from just CA $3,480. And the more you bundle, the more money you save. The vacation of your dreams has never been so affordable.

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

> One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we've got everything you need. Select a combination that best suits you and watch your savings grow. Of course, a travel package is never one-size-fits-all. That's why we offer over 550 partner airlines and 1,000,000 hotel options around the globe, which lets you customize your Old Town Key West getaway.

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

> A trip to Old Town Key West isn't complete without stopping by Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens. Book a hotel as close as possible for quick access to these awesome attractions.

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

> Secure a room at [Southernmost Retreat: 2 Blocks From Duval In Old Town](https://www.expedia.ca/Key-West-Hotels-Southernmost-Retreat-2-Blocks-From-Duval-In-Old-Town.h67446229.Hotel-Information). It's one of this area's most in-demand properties. Another top-rated option in Old Town Key West is [Curry House](https://www.expedia.ca/Key-West-Hotels-Curry-House.h9355435.Hotel-Information).

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

> Smart travelers often book as early as possible. You can generally look up international fares on Expedia up to a year before your intended flight. If you're purchasing tickets last minute, don't despair. Budget prices occasionally become available just weeks prior to departure.

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

> Hotels, car rentals and flights — we bring you the very best deals. All you have to do is pick and choose your favorite combination. After you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it easy to create an awesome Old Town Key West vacation.

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

> A package can be cheaper than separately booking everything you need for your trip. For example, bundle your hotels, flights and rental cars and save big. Whatever your vacation goals are, there's sure to be a package within your budget.

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

> Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the freedom to pick from available flights, hotels and activities that suit you.

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

> You can. We realize life doesn't always go to plan, so we're here to help if you have to make changes to your Old Town Key West vacation package. You may be able to amend or cancel your itinerary at no cost if you've booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Take a look at our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) for more information. Also, be sure to check your itinerary for the finer details on change fees.

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

![Southernmost Point](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498010-southernmost-point.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](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497910-south-beach-fm.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://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63798-Florida-Keys.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 $70

per adult

**92%** of travellers recommend

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

![12 hours Day at Key West With Boat Tour and Snorkeling](https://mediaim.expedia.com/localexpert/599857/aefdb7f1-206a-4531-bc6a-78614e1a0f10.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $38

per adult

**80%** of travellers recommend

[](https://expedia.ca/things-to-do/day-trip-to-paradise-from-miami-key-west-tour-with-snorkeling.a599857.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 $78

per adult

**86%** 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.