
Cayman Islands Adventure Vacations
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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
Price was CA $1,780, price is now CA $1,321 per person
CA $1,321
per person
Jul 18 - Jul 25
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (214 reviews)
The Shangri La is an absolute gem of a B&B. We selected it because we were looking for a quiet place far from the large hotels . What we actually found was a welcoming home, not just a functional accommodation. The facilities are great (hammock, pool, hot tub, beach towels etc). The rooms are very clean and comfortable, yet also private. The fully equipped kitchen is accessible at all hours, and breakfast on the deck is in a very peaceful setting. All these are important considerations in a relaxing place to stay . But what made the Shangri La truly memorable is the folks who run it. We have rarely had stays where we felt so genuinely welcome. Rose, who manages the operation, is especially accommodating. Our flight arrival was well before check in time, and we stopped by just in case our room was ready. It wasn’t, but we waited in the comfortable lounge and they made up the room very quickly. We would have been fine to just leave our bags and return later, but this way we were able to settle in and unpack. Throughout our stay, nothing was too much trouble for Rose, and we recommend the Shangri La very highly.
Reviewed on May 5, 2026

Ocean Paradise
Price was CA $3,067, price is now CA $2,018 per person
CA $2,018
per person
Jul 18 - Jul 25
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.6/10 Exceptional! (39 reviews)
This is very njce place to stay. Very calm and clean property.
It is just 45 minutes away from main town but great place to stay.
Reviewed on Apr 1, 2026

The Sunshine Hotel and Suites
Price was CA $2,213, price is now CA $1,855 per person
CA $1,855
per person
Jul 18 - Jul 25
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9/10 Wonderful! (1,009 reviews)
Everything and everyone was great! Very close restaurant close by, being able to use the Westin amenities was wonderful too! Definitely recommend!
Reviewed on May 18, 2026

Regal Beach Club
Price was CA $2,364, price is now CA $2,163 per person
CA $2,163
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.6/10 Exceptional! (330 reviews)
Good spot limited parking getting on the older side as far as property
pool on small side and shallow
Reviewed on May 10, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa
Price was CA $3,141, price is now CA $2,936 per person
CA $2,936
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.2/10 Wonderful! (1,008 reviews)
We had an outstanding stay at the Westin. It was magical. The staff was friendly, the drinks and food were all outstanding and the SUNSETS WERE AMAZING! Only complaint was that the room smelled a bit musty but that’s pretty typical on an island. We will be back!
Reviewed on May 15, 2026
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View all trips5* Adventure holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.

The Ritz-Carlton, Grand Cayman
Price was CA $3,573, price is now CA $3,573 per person
CA $3,573
per person
Jul 18 - Jul 25
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.6/10 Exceptional! (1,004 reviews)
The only reason I didn't give them 5 Stars its because of the Beach Chairs. They are horrible
Reviewed on May 12, 2026

Kimpton Seafire Resort + Spa by IHG
Price was CA $5,120, price is now CA $4,604 per person
CA $4,604
per person
Jul 24 - Jul 30
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to George Town (GCM)
9.8/10 Exceptional! (1,000 reviews)
Everything was wonderful! Vest hotel we've stayed!
Reviewed on May 12, 2026
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See all available trips from Columbus to Cayman Islands
View all trips3 Night Adventure holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.

Ocean Paradise
Price was CA $1,502, price is now CA $1,286 per person
CA $1,286
per person
Jun 20 - Jun 22
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to George Town (GCM)
9.6/10 Exceptional! (39 reviews)
This is very njce place to stay. Very calm and clean property.
It is just 45 minutes away from main town but great place to stay.
Reviewed on Apr 1, 2026

Grand Cayman Marriott Resort
Price was CA $1,427, price is now CA $1,328 per person
CA $1,328
per person
Jun 27 - Jun 30
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9/10 Wonderful! (1,011 reviews)
It was my first time in the Cayman Islands, and I overall enjoyed it. My boyfriend and I enjoyed staying at the Grand Cayman Marriott Resort. Our check-in and check-out process was smooth. It was my birthday, so my boyfriend had the room decorated, which was great. They also had a cake for me. The restaurants food was good as well.
We also enjoyed the location, right by the beach and within walking distance of shops and other restaurants. We booked an excursion while we were there, and the attendant was very helpful. Everyone at the hotel was great.
All in all, it was a good experience. We noticed that Cayman is a quieter island, which is exactly what I wanted for my birthday. We both said we would come again and stay at this hotel.
Reviewed on May 17, 2026

Regal Beach Club
Price was CA $1,624, price is now CA $1,521 per person
CA $1,521
per person
Jun 27 - Jun 30
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.6/10 Exceptional! (330 reviews)
Good spot limited parking getting on the older side as far as property
pool on small side and shallow
Reviewed on May 10, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips4 Night Adventure holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.

Ocean Paradise
Price was CA $2,600, price is now CA $1,803 per person
CA $1,803
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.6/10 Exceptional! (39 reviews)
This is very njce place to stay. Very calm and clean property.
It is just 45 minutes away from main town but great place to stay.
Reviewed on Apr 1, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa
Price was CA $2,612, price is now CA $2,008 per person
CA $2,008
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.2/10 Wonderful! (1,008 reviews)
We had an outstanding stay at the Westin. It was magical. The staff was friendly, the drinks and food were all outstanding and the SUNSETS WERE AMAZING! Only complaint was that the room smelled a bit musty but that’s pretty typical on an island. We will be back!
Reviewed on May 15, 2026

Aqua Bay Club Condos
Price was CA $2,881, price is now CA $2,259 per person
CA $2,259
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (90 reviews)
We stayed on the end condo on the ground floor. It was very clean and well stocked with comfy furnishings and amazing views! Claudette was so kind and helpful in the office along with the other girl. We sat in the screened in porch and watched the ocean and was able to snorkel right outside our condo. We will certainly stay again! The only minor negative was that the West end is pretty far away from restaurants and shopping so we took the public bus for those things.
Reviewed on Mar 1, 2026
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See all available trips from Columbus to Cayman Islands
View all tripsAdventure Hotels in Cayman Islands

The Reef Beach Resort, East End, Grand Cayman
2221 Queens Highway East End Grand Cayman
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! (1,068 reviews)
Great Location Awesome Stay
Reviewed on May 14, 2026

Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
The price is CA $429 per night from Jun 5 to Jun 6
CA $429
CA $626 total
Jun 5 - Jun 6
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 ...
9/10 Wonderful! (1,003 reviews)
It was my first time in the Cayman Islands, and I overall enjoyed it. My boyfriend and I enjoyed staying at the Grand Cayman Marriott Resort. Our check-in and check-out process was smooth. It was my birthday, so my boyfriend had the room decorated, which was great. They also had a cake for me. The ...
Reviewed on May 17, 2026

Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
The price is CA $1,305 per night from May 19 to May 20
CA $1,305
CA $1,762 total
May 19 - May 20
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! (1,000 reviews)
Everything was wonderful! Vest hotel we've stayed!
Reviewed on May 12, 2026
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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