Title: Adventure Vacations in Cayman Islands 2026 | Expedia.ca

![](https://images.trvl-media.com/place/33/815d3643-df65-4394-9dea-463c72e1fd4e.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Cayman Islands Adventure Vacations

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

Photo by Cayman Islands Department of Tourism

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## Flight and Adventure hotel deals in Cayman Islands

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

![Shangri-La Boutique Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9810000/9800600/9800559/ffc02cbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Shangri-La Boutique Bed & Breakfast

CA $1,542

per person

Jan 27 - Feb 1

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to George Town (GCM)

9.8/10 Exceptional! (198 reviews)

Beautiful place with a very charming owner!

Reviewed on Nov 20, 2025

![Caribbean Club Luxury Condo Hotel](https://images.trvl-media.com/lodging/6000000/5180000/5173500/5173420/d465f5bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Caribbean Club Luxury Condo Hotel

CA $13,722

per person

Feb 28 - Mar 7

found 1 day ago

Roundtrip flight included

Portland (PWM) to George Town (GCM)

9.8/10 Exceptional! (45 reviews)

![Ocean Paradise](https://images.trvl-media.com/lodging/5000000/4520000/4513300/4513286/15df0357_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocean Paradise

CA $2,067

per person

Feb 26 - Mar 1

found 23 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) to George Town (GCM)

9.6/10 Exceptional! (38 reviews)

Wonderful property! We enjoyed our stay very much!

Reviewed on Sep 30, 2024

![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kimpton Seafire Resort + Spa by IHG

CA $4,302

per person

Feb 26 - Mar 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to George Town (GCM)

9.8/10 Exceptional! (953 reviews)

The hotel is beautiful, the food is delicious, and the staff are very friendly and welcoming!! The Sunday Brunch is a must! :) Would definitely stay there again :) Iesha

Reviewed on Dec 17, 2025

![Sunshine Suites Resort](https://images.trvl-media.com/lodging/1000000/460000/456500/456429/63c61646_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sunshine Suites Resort

CA $1,830

per person

Jan 28 - Feb 1

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to George Town (GCM)

9/10 Wonderful! (1,001 reviews)

Sunshine is the best kept secret of Grand Cayman. Refurbished room with kitchenette was awesome. Friendly staff and clean comfy room - bed a little stiff for my taste but bedding very nice. Laundry was not available yet but staff did give us a drying rack for beach clothes. Ability to use seven mile beach and amenities at the Westin was a game-changer!! We will be back!

Reviewed on Dec 26, 2025

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Adventure holidays in Cayman Islands

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

![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Kimpton Seafire Resort + Spa by IHG

CA $4,302

per person

Feb 26 - Mar 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to George Town (GCM)

9.8/10 Exceptional! (953 reviews)

The hotel is beautiful, the food is delicious, and the staff are very friendly and welcoming!! The Sunday Brunch is a must! :) Would definitely stay there again :) Iesha

Reviewed on Dec 17, 2025

![Caribbean Club Luxury Condo Hotel](https://images.trvl-media.com/lodging/6000000/5180000/5173500/5173420/d465f5bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Caribbean Club Luxury Condo Hotel

CA $13,722

per person

Feb 28 - Mar 7

found 1 day ago

Roundtrip flight included

Portland (PWM) to George Town (GCM)

9.8/10 Exceptional! (45 reviews)

![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/20e81ccf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ritz-Carlton, Grand Cayman

CA $26,239

per person

Jan 27 - Feb 1

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to George Town (GCM)

9.6/10 Exceptional! (1,004 reviews)

The best ever place I have ever stayed. Staff are behind the best. Food only Italy beats them. Facility is amazing.

Reviewed on Dec 22, 2025

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Adventure holidays in Cayman Islands

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

![Shangri-La Boutique Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9810000/9800600/9800559/ffc02cbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Shangri-La Boutique Bed & Breakfast

CA $1,080

per person

Jan 30 - Feb 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to George Town (GCM)

9.8/10 Exceptional! (198 reviews)

Beautiful place with a very charming owner!

Reviewed on Nov 20, 2025

![Ocean Paradise](https://images.trvl-media.com/lodging/5000000/4520000/4513300/4513286/15df0357_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocean Paradise

CA $1,947

per person

Jan 30 - Feb 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to George Town (GCM)

9.6/10 Exceptional! (38 reviews)

Wonderful property! We enjoyed our stay very much!

Reviewed on Sep 30, 2024

![The Ritz-Carlton, Grand Cayman](https://images.trvl-media.com/lodging/2000000/1120000/1113300/1113248/20e81ccf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ritz-Carlton, Grand Cayman

CA $15,151

per person

Jan 30 - Feb 2

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to George Town (GCM)

9.6/10 Exceptional! (1,004 reviews)

The best ever place I have ever stayed. Staff are behind the best. Food only Italy beats them. Facility is amazing.

Reviewed on Dec 22, 2025

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Adventure holidays in Cayman Islands

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

![Shangri-La Boutique Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9810000/9800600/9800559/ffc02cbf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Shangri-La Boutique Bed & Breakfast

CA $1,222

per person

Feb 27 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to George Town (GCM)

9.8/10 Exceptional! (198 reviews)

Beautiful place with a very charming owner!

Reviewed on Nov 20, 2025

![Wyndham Reef Resort Grand Cayman](https://images.trvl-media.com/lodging/1000000/490000/480800/480789/97b1a57a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Wyndham Reef Resort Grand Cayman

CA $1,470

per person

Jan 28 - Feb 1

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to George Town (GCM)

8.4/10 Very Good! (1,014 reviews)

The resort is located on the east side of the island. The advantage here is that it's quiet with all a lot of traffic. Disadvantage is that there are only with you restaurants and other off-resort activities. My personal recommendadition is to rent a car If you plan on checking out the entire island. We did the bioluminescence tour, the stingray swim, sprinmi beach, snorkeling at edge Rock and other things which were up to 1 hour drivingdistance

Reviewed on Dec 21, 2025

![Ocean Paradise](https://images.trvl-media.com/lodging/5000000/4520000/4513300/4513286/15df0357_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocean Paradise

CA $2,015

per person

Feb 27 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to George Town (GCM)

9.6/10 Exceptional! (38 reviews)

Wonderful property! We enjoyed our stay very much!

Reviewed on Sep 30, 2024

Don't see what you're looking for?

See all available trips from Columbus to Cayman Islands

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CYM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Adventure Hotels in Cayman Islands

![Wyndham Reef Resort Grand Cayman](https://images.trvl-media.com/lodging/1000000/490000/480800/480789/97b1a57a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Reef Resort Grand Cayman

2221 Queens Highway East End Grand Cayman

- 44 min drive from Port of Georgetown

Book a stay at this beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...

8.2/10 Very Good! (1,020 reviews)

Great place. Rooms were very nice and the beach is well kept. Service was better than expected. Recommend water shoes because the fist 20 feet are rocky.

Reviewed on Dec 16, 2025

[Get rates](https://expedia.ca/East-End-Hotels-Wyndham-Reef-Resort-Grand-Cayman.h480789.Hotel-Information)

[](https://expedia.ca/East-End-Hotels-Wyndham-Reef-Resort-Grand-Cayman.h480789.Hotel-Information)

![Grand Cayman Marriott Resort](https://images.trvl-media.com/lodging/1000000/20000/18100/18077/93bc26b2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Grand Cayman Marriott Resort

389 West Bay Road Seven Mile Beach Grand Cayman

- 29 min walk from Port of Georgetown

CA $874

CA $1,181 total

Jan 4 - Jan 5, 2026

includes taxes & fees

Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...

8.8/10 Excellent! (1,000 reviews)

Perfect stay. Many thanks!

Reviewed on Dec 22, 2025

[](https://expedia.ca/Seven-Mile-Beach-Hotels-Grand-Cayman-Marriott-Beach-Resort.h18077.Hotel-Information)

![Kimpton Seafire Resort + Spa by IHG](https://images.trvl-media.com/lodging/15000000/14770000/14761400/14761342/4afac615_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way Seven Mile Beach Grand Cayman

- 9 min drive from Port of Georgetown

CA $990

CA $1,368 total

Jan 25 - Jan 26, 2026

includes taxes & fees

Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...

9.8/10 Exceptional! (970 reviews)

The hotel is beautiful, the food is delicious, and the staff are very friendly and welcoming!! The Sunday Brunch is a must! :) Would definitely stay there again :) Iesha

Reviewed on Dec 17, 2025

[](https://expedia.ca/Seven-Mile-Beach-Hotels-Kimpton-Seafire-Resort-And-Spa.h14761342.Hotel-Information)

[See all 1,542 properties in Cayman Islands](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=33)

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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