Title:  Beachside Vacation Packages & Trips 2025 from CA $1,543 | Expedia.ca

  

[Beachside Travel Guide](https://expedia.ca/Key-West-Beachside.dx864982244484468736)[Hotels in Beachside](https://expedia.ca/Beachside-Key-West-Hotels.0-n864982244484468736-0.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)[Beachside Car Rentals](https://expedia.ca/Car-Rentals-In-Beachside.d864982244484468736.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6069255/ab994121-7d39-447d-a23c-8996c5e7e405.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Beachside 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 Beachside

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

![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1b750a05_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Havana Cabana at Key West

New Town

CA $2,450

per person

Dec 20 - Dec 27

found 15 hours ago

Roundtrip flight included

Calgary (YYC) to Key West (EYW)

8.8/10 Excellent! (1,761 reviews)

I loved this place! Complementary drinks! My room was super clean with a get view. This will be my go to the next time I’m in The Keys.

Reviewed on Oct 12, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-20/2025-12-27/?FromAirport=YYC&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21241090&paandie=true&dealMarker=AizTwiSXmCKlv6hGCaiTgnIB6gYWW3269n2s4Q1wejtSk1cIec8A9tog-xOqpAN_)

![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 $8,501

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.2/10 Wonderful! (496 reviews)

My wife and I have come to KeyWest for years, this by far the nicest and affordable with great music and staff. It's our new go to place!

Reviewed on Oct 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8657021&paandie=true&dealMarker=jWthq_zJwJ1E70POCtcTPz_4Kqa4Ph3VJJ9Y9Q-A8oEJlUrLDuETC9pAe7j_DX2r)

![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 $4,597

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9.8/10 Exceptional! (1,001 reviews)

The Gardens Hotel was a perfect choice! Nancy welcomed us with a glass of Prosecco! We absolutely loved the hotel! Nancy was a fantastic host and had so many fabulous suggestions! She even went to the trouble of having an electric kettle delivered to our room for my tea! Beautiful hotel and great breakfast!

Reviewed on Oct 8, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20796&paandie=true&dealMarker=jWthq_zJwJ1E70POCtcTP13wxrIdCgvsFdqW2GD2Rwh_ehyeJmNF4LJotEYKL7kC)

![Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343759/e7abe21c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

Beachside

CA $6,414

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

10/10 Exceptional! (5 reviews)

First timers and would definitely come back!!

Reviewed on Apr 26, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=87343759&paandie=true&dealMarker=jWthq_zJwJ1E70POCtcTPz_4Kqa4Ph3VJJ9Y9Q-A8oGJuU_hHrRx-Z2hI87i5t0i)

![Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool](https://images.trvl-media.com/lodging/88000000/87350000/87343800/87343775/ec505341_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool

Old Town Key West

CA $5,357

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (4 reviews)

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&hotelId=87343775&paandie=true&dealMarker=jWthq_zJwJ1E70POCtcTPz_4Kqa4Ph3VJJ9Y9Q-A8oFFmlmq-XqOL8T__zXG1Hc-)

## Where to stay in Beachside

Find the best Beachside areas and neighborhoods for the activities you enjoy most. [Learn more about Beachside](https://expedia.ca/Key-West-Beachside.dx864982244484468736)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498452-key-west-historic-district.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Old Town Key West

3 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)

![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)

## Beachside Hotel Deals

![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue, Key West, FL

Fully refundableReserve now, pay when you stay

CA $189

CA $294 total

Oct 28 - Oct 29

includes taxes & fees

8.8/10 Excellent! (1,728 reviews)

"Exceeded our expectations. Restaurant was amazing, everything was clean and up to date. They kept open communication via text messages daily. I am a night shift health care provider, I cannot tell you how much I needed this mini-vacay."

Reviewed on Oct 9, 2025

[](https://expedia.ca/Hotel-Search?startDate=28%2F10%2F2025&endDate=29%2F10%2F2025&selected=16202992&PinnedHotelID=16202992&HadPinnedHotel=true&regionId=864982244484468736)

![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard, Key West, FL

CA $251

CA $370 total

Oct 26 - Oct 27

includes taxes & fees

8.6/10 Excellent! (1,771 reviews)

"Wonderful stay! The hotel was spotless, the staff was friendly, and the atmosphere was relaxing. Would definitely stay again!” Enjoyed the shuttle to and from the hotel. It also provides transportation to and from Duval St. Overall great experience"

Reviewed on Oct 9, 2025

[](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=48713884&PinnedHotelID=48713884&HadPinnedHotel=true&regionId=864982244484468736)

![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 $237

CA $369 total

Oct 29 - Oct 30

includes taxes & fees

8.6/10 Excellent! (2,777 reviews)

"One of the most enjoyable stays. Staff extremely knowledgeable and friendly. Received texts regarding activities daily-this was a nice touch! Property well staffed and maintained. Nice beach area which is a plus in Key West."

Reviewed on Oct 8, 2025

[](https://expedia.ca/Hotel-Search?startDate=29%2F10%2F2025&endDate=30%2F10%2F2025&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true&regionId=864982244484468736)

[See all 2,853 properties in Beachside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025&regionId=864982244484468736)

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)

### Discover the most popular places to visit in Beachside

![Smathers Beach which includes a luxury hotel or resort, tropical scenes and a beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63912-Smathers-Beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Smathers Beach

4/5(56 reviews)

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

[](https://expedia.ca/Smathers-Beach-Beachside.d6069255.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=864982244484468736)

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