Title: Uptown - Upper Duval Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,625 Expedia.ca

[Uptown - Upper Duval Travel Guide](https://expedia.ca/Key-West-Uptown-Upper-Duval.dx553248635976473524)[Hotels in Uptown - Upper Duval](https://expedia.ca/Uptown-Upper-Duval-Key-West-Hotels.0-n553248635976473524-0.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)[Uptown - Upper Duval Car Rentals](https://expedia.ca/Car-Rentals-In-Uptown-Upper-Duval.d553248635976473524.Car-Rental-Guide)

![](https://images.trvl-media.com/place/1187/48023594-76b8-4930-a4a9-06a0f12911a4.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Uptown - Upper Duval Vacation Packages

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

Photo by Ashley Clapp

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## Top Holiday Package Deals in Uptown - Upper Duval

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/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $1,625

per person

May 15 - May 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (1,825 reviews)

Nice pool, great breakfast, loves the bikes and kayaks and shuttle to Duval.

Reviewed on Mar 12, 2026

![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Key West Hotel

Key West Historic District

CA $2,407

per person

Jun 1 - Jun 6

found 7 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Key West (EYW)

9.2/10 Wonderful! (534 reviews)

Loved this hotel, immaculate.

Reviewed on Mar 7, 2026

![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/deb8b21f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Perry Hotel & Marina Key West

CA $2,096

per person

May 15 - May 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.4/10 Exceptional! (1,220 reviews)

Pool was very nice, room could have been cleaner, bathroom needs to be updated

Reviewed on Mar 7, 2026

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $2,190

per person

May 15 - May 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

8.8/10 Excellent! (3,103 reviews)

Our room did not overlook the beach but it was clean initially. We don’t think it was swept the last night. Overall nice seat. Some spring breakers next door were noisy two nights in a row, so security needs to make the rounds through the night.

Reviewed on Mar 12, 2026

![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Vacation Club at Windward Pointe, Key West

CA $1,876

per person

May 14 - May 18

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9.4/10 Exceptional! (1,003 reviews)

Great location, wonderful room and resort.

Reviewed on Mar 12, 2026

## Where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas and neighborhoods for the activities you enjoy most. [Learn more about Uptown - Upper Duval](https://expedia.ca/Key-West-Uptown-Upper-Duval.dx553248635976473524)

![Key West Historic District](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)

![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 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)

![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 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)

## Uptown - Upper Duval Hotel Deals

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/546caf1e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundable

CA $596

CA $771 total

Apr 12 - Apr 13

includes taxes & fees

8.8/10 Excellent! (3,144 reviews)

Our room did not overlook the beach but it was clean initially. We don’t think it was swept the last night. Overall nice seat. Some spring breakers next door were noisy two nights in a row, so security needs to make the rounds through the night.

Reviewed on Mar 12, 2026

[](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true&regionId=553248635976473524)

![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/bc3021c3_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 $610

CA $778 total

Mar 22 - Mar 23

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Resort Room was fine. Balcony small with other balcony to left and right akward

Reviewed on Mar 10, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=457821&PinnedHotelID=457821&HadPinnedHotel=true&regionId=553248635976473524)

![Southwinds Motel](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/45887e0a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Southwinds Motel

1321 Simonton Street Key West FL

CA $421

CA $519 total

Apr 5 - Apr 6

includes taxes & fees

8.8/10 Excellent! (1,301 reviews)

Housekeeping was terrible. We came back to our room and saw that housekeeping was in there so we went and sat outside of the lobby so they could do their job. When we went back to our room we found the trash cans still full, the bedding hadn't been changed and the floor wasn't swept. They only come ...

Reviewed on Mar 12, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=8984451&PinnedHotelID=8984451&HadPinnedHotel=true&regionId=553248635976473524)

[See all 2,766 properties in Uptown - Upper Duval](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=14%2F03%2F2026&endDate=15%2F03%2F2026&regionId=553248635976473524)

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 Uptown - Upper Duval vacation package cost?

### How do I get a cheap travel package to Uptown - Upper Duval?

### Where should I stay in Uptown - Upper Duval?

### What are the top hotels in Uptown - Upper Duval?

### How far in advance should I book my Uptown - Upper Duval vacation?

### What does an Expedia Uptown - Upper Duval travel package include?

### What should I know before booking an Uptown - Upper Duval travel package?

### Can I choose my airline with an Uptown - Upper Duval Expedia vacation package?

### If I'm not able to travel, can I cancel my Uptown - Upper Duval vacation package?

### Discover the most popular places to visit in Uptown - Upper Duval

![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

4/5(160 reviews)

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

4/5(52 reviews)

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)

### 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 $62

per adult

**94%** of travellers recommend

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

![Combo image of activity in Key West](https://mediaim.expedia.com/localexpert/191571/36bcc364-ce77-4331-a7d9-4330818bfbfa.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

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

CA $75

per adult

**88%** of travellers recommend

[](https://expedia.ca/things-to-do/key-west-rum-reggae-snorkel-sunset-sail-combo.a191571.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 $83

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=553248635976473524)

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