Title: Adventure Vacations in Florida Keys 2026/2026 | Expedia.ca

![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Florida Keys Adventure Vacations

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## Flight and Adventure hotel deals in Florida Keys

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

![Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton](https://images.trvl-media.com/lodging/2000000/1170000/1169600/1169583/16bbce87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

CA $2,054

per person

Jan 9 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

8.8/10 Excellent! (1,275 reviews)

Stayed 3 nights. The room was cleaned after the 1st night. After the second night the room was not touched. Went to front desk to get fresh to towels and told they would clean the room the next day. came back on the 3rd day and the room was not touched again.

Reviewed on Nov 23, 2025

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hawks Cay Resort

CA $2,123

per person

Jan 9 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

Québec (YQB) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

Everything in this island is perfect and amazing.

Reviewed on Dec 5, 2025

![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 $3,125

per person

Feb 6 - Feb 13

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

Definitely would stay again! Very relaxing. Loved having a choice of 5 pools! Beautiful!

Reviewed on Dec 6, 2025

![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/2efaf74f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Tranquility Bay Beachfront Hotel and Resort

CA $2,648

per person

Jan 9 - Jan 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Miami (MIA)

8.8/10 Excellent! (1,003 reviews)

The place was great and appropriately named because it was very tranquil and relaxing. The only disappointment was that there is no spa facility and breakfast available only in your room.

Reviewed on Nov 27, 2025

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cheeca Lodge & Spa

Matecumbe

CA $3,813

per person

Jan 11 - Jan 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Not impressed with the queen room with resort view - our view was of the broken down shed at the back edge of the property. The resort itself was beautiful so a resort view room would have been amazing. The hairdryer in the room was covered in something gross and sticky which I was not expecting when I paid over $300 a night

Reviewed on Dec 6, 2025

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-07/2026-01-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Adventure holidays in Florida Keys

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

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Cheeca Lodge & Spa

Matecumbe

CA $3,813

per person

Jan 11 - Jan 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Miami (MIA)

9.2/10 Wonderful! (1,262 reviews)

Not impressed with the queen room with resort view - our view was of the broken down shed at the back edge of the property. The resort itself was beautiful so a resort view room would have been amazing. The hairdryer in the room was covered in something gross and sticky which I was not expecting when I paid over $300 a night

Reviewed on Dec 6, 2025

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-07/2026-01-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Adventure holidays in Florida Keys

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

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Southernmost Beach Resort and Guesthouses

Old Town Key West

CA $2,220

per person

Feb 13 - Feb 16

found 16 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

Great stay with an actual beach which is rare in Key West.

Reviewed on Dec 6, 2025

![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 $2,229

per person

Feb 13 - Feb 16

found 16 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

Definitely would stay again! Very relaxing. Loved having a choice of 5 pools! Beautiful!

Reviewed on Dec 6, 2025

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

CA $2,731

per person

Feb 13 - Feb 16

found 16 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Key West (EYW)

8.4/10 Very Good! (433 reviews)

Wonderfull 100 yr old hotel

Reviewed on Dec 5, 2025

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-07/2026-01-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Adventure holidays in Florida Keys

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

![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/2efaf74f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Tranquility Bay Beachfront Hotel and Resort

CA $1,782

per person

Jan 19 - Jan 23

found 1 day ago

Roundtrip flight included

Regina (YQR) to Miami (MIA)

8.8/10 Excellent! (1,003 reviews)

The place was great and appropriately named because it was very tranquil and relaxing. The only disappointment was that there is no spa facility and breakfast available only in your room.

Reviewed on Nov 27, 2025

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hawks Cay Resort

CA $1,902

per person

Jan 19 - Jan 23

found 1 day ago

Roundtrip flight included

Regina (YQR) to Miami (MIA)

8/10 Very Good! (1,003 reviews)

Everything in this island is perfect and amazing.

Reviewed on Dec 5, 2025

![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 $2,712

per person

Feb 13 - Feb 17

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

9/10 Wonderful! (1,736 reviews)

Definitely would stay again! Very relaxing. Loved having a choice of 5 pools! Beautiful!

Reviewed on Dec 6, 2025

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-07/2026-01-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Adventure Hotels in Florida Keys

![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

- 11 min walk from Duval Street

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8.6/10 Excellent! (2,907 reviews)

Clean room. Staff was friendly pool and beach were great

Reviewed on Dec 1, 2025

[](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL

- 2 hours drive from Duval Street

Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8/10 Very Good! (1,009 reviews)

Rooms were clean

Reviewed on Dec 1, 2025

[](https://expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information)

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL

- 3 hours drive from Duval Street

Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...

9/10 Wonderful! (1,278 reviews)

Property is beautiful with tons of amenities. The room was very nice and overall we were very happy. Here are a few of the issues we had though for full transparency. The beach is sand, but it's hard in a way that's a bit unnatural and doesn't flow into the water. There were weddings on two nights ...

Reviewed on Dec 3, 2025

[](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

[See all 8,448 properties in Florida Keys](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6023765)

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.

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## More Vacations Ideas

[Flights to Florida Keys

](https://expedia.ca/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[

Florida Keys Hotels

](https://expedia.ca/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[

Florida Keys Vacation Rentals

](https://expedia.ca/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[

Florida Keys Car Rentals

](https://expedia.ca/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[

Florida Keys Vacations

](https://expedia.ca/Florida-Keys.d6023765.Destination-Travel-Guides)[

Things to do in Florida Keys

](https://expedia.ca/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)

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