Grand Cayman Adventure Vacations

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Flight and Adventure hotel deals in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

CA $1,351
per person
Sep 15 - Sep 20
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (219 reviews)
What a wonderful and relaxing stay! It was the perfect place to unwind after 7 days at a timeshare resort. The rooms are spacious and beautiful. The staff , especially Rose is amazing! Rose was very friendly and full of local recommendations! The pool and hot tub are a hidden oasis which we really enjoyed after a day of playing tourist. The common area was also very relaxing and the availability of a kitchen was exceptional. Nothing beat the morning coffee and enjoying it outside in the swing! We highly recommend Shangri La!

Reviewed on Aug 3, 2026

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

CA $1,941
per person
Sep 15 - Sep 20
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (43 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.

Reviewed on Jul 11, 2026

The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

CA $1,506
per person
Sep 15 - Sep 20
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9/10 Wonderful! (1,007 reviews)
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

CA $1,886
per person
Sep 15 - Sep 20
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
Clean room, polite stuff.

Reviewed on Aug 15, 2026

Regal Beach Club

Regal Beach Club

CA $2,706
per person
Oct 16 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.6/10 Exceptional! (348 reviews)
Beautiful property! Condo was spacious very clean, nicely decorated and well equipped. Beach is small but that was fine with us because it was mostly empty. This was a great time of year to visit because there’s no crowds. Crystal clear water and snorkeling right on the beach. Walking distance to several restaurants and Camana Bay. Amy in the office is awesome and truly cares if her guests are having a good time or if they need anything. We would stay here again.

Reviewed on Aug 14, 2026

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5* Adventure holidays in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

CA $1,231
per person
Oct 20 - Oct 22
just found
Roundtrip non-stop flight included
Vancouver (YVR) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

CA $1,369
per person
Oct 20 - Oct 22
just found
Roundtrip non-stop flight included
Vancouver (YVR) to George Town (GCM)
9.6/10 Exceptional! (1,005 reviews)
We had a great time at The Ritz-Carlton, Grand Cayman. It’s an amazing resort for families with kids! The staff was lovely, welcoming, and attentive throughout our stay. The property is beautiful. We truly enjoyed our time there and would definitely come back!

Reviewed on Aug 12, 2026

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3 Night Adventure holidays in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

CA $872
per person
Sep 17 - Sep 20
just found
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (219 reviews)
What a wonderful and relaxing stay! It was the perfect place to unwind after 7 days at a timeshare resort. The rooms are spacious and beautiful. The staff , especially Rose is amazing! Rose was very friendly and full of local recommendations! The pool and hot tub are a hidden oasis which we really enjoyed after a day of playing tourist. The common area was also very relaxing and the availability of a kitchen was exceptional. Nothing beat the morning coffee and enjoying it outside in the swing! We highly recommend Shangri La!

Reviewed on Aug 3, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

CA $1,377
per person
Sep 17 - Sep 20
just found
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

CA $1,312
per person
Sep 17 - Sep 20
just found
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (43 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.

Reviewed on Jul 11, 2026

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4 Night Adventure holidays in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

CA $1,077
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
8.4/10 Very good! (1,084 reviews)
Beautiful property with wonderful staff

Reviewed on Aug 16, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

CA $1,811
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

CA $1,406
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.2/10 Wonderful! (1,008 reviews)
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Adventure Hotels in Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

2221 Queens Highway East End Grand Cayman
  • 20 min drive from Grand Cayman Beaches
Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very good! (1,089 reviews)
"Beautiful property with wonderful staff"

Reviewed on Aug 16, 2026

The Reef Beach Resort, East End, Grand Cayman
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

389 West Bay Road Seven Mile Beach Grand Cayman
  • 24 min drive from Grand Cayman Beaches
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 ...
9/10 Wonderful! (1,001 reviews)
"Clean room, polite stuff."

Reviewed on Aug 15, 2026

Grand Cayman Marriott Resort
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

60 Tanager Way Seven Mile Beach Grand Cayman
  • 24 min drive from Grand Cayman Beaches
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 ...
Kimpton Seafire Resort + Spa by IHG
See all 1,460 properties in Grand Cayman
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.

Things to do

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point

CA $78
per adult
98% of travellers recommend
Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point
Guests swimming in the bio bay

Grand Cayman - Bioluminescent Bay Tour

CA $161
per adult
96% of travellers recommend
Grand Cayman - Bioluminescent Bay Tour
Small Group E-Bike Grand Cayman Ecological Half-Day Tour

Small Group E-Bike Grand Cayman Ecological Half-Day Tour

CA $182
per adult
Small Group E-Bike Grand Cayman Ecological Half-Day Tour
See all activities in Grand Cayman

More vacations you might like

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