Caribbean Islands Adventure Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Adventure hotel deals in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Bahia Principe Escape Runaway Bay - All Inclusive
Price was CA $2,128, price is now CA $1,335 per person
CA $1,335
per person
Aug 7 - Aug 10
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
8.4/10 Very good! (2,375 reviews)
The staff was extremely helpful and curtious, they try their utmost best to ensure that we are happy and comfortable, we like that.
Reviewed on Jul 7, 2026
Hotel Riu Montego Bay - Adults Only - All Inclusive
Price was CA $2,506, price is now CA $1,503 per person
CA $1,503
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Montego Bay (MBJ)
8.6/10 Excellent! (5,319 reviews)
Great place for that all inclusive experience. Come if you enjoy friendly people.
Reviewed on Jul 7, 2026
Moon Palace Jamaica – All Inclusive
Price was CA $2,723, price is now CA $1,712 per person
CA $1,712
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Montego Bay (MBJ)
8.4/10 Very good! (2,045 reviews)
The food choices and all the amenities
Reviewed on Jul 7, 2026
Bahia Principe Escape Ambar - Adults Only - All Inclusive
Bávaro
Price was CA $2,123, price is now CA $1,402 per person
CA $1,402
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Punta Cana (PUJ)
8.8/10 Excellent! (2,611 reviews)
It was like its own little city with so many options for dining. Loved the swim out rooms!!! Property was very safe. Only problem was many of the staff could not speak English. What made matters worse was that we tried to translate with our phone and many of them could not read it. Overall a great place to stay
Reviewed on Jul 8, 2026
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips5* Adventure holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Excellence Punta Cana - Adults Only All Inclusive
Uvero Alto
Price was CA $2,146, price is now CA $1,421 per person
CA $1,421
per person
Sep 7 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Punta Cana (PUJ)
9.2/10 Wonderful! (2,740 reviews)
Great place to say, excellent food & the staff is so friendly & welcoming.
Reviewed on Jul 8, 2026
Moon Palace Jamaica – All Inclusive
Price was CA $2,723, price is now CA $1,712 per person
CA $1,712
per person
Sep 7 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Montego Bay (MBJ)
8.4/10 Very good! (2,045 reviews)
The food choices and all the amenities
Reviewed on Jul 7, 2026
Majestic Mirage Punta Cana, All Suite Resort - All Inclusive
Bávaro
Price was CA $3,053, price is now CA $2,087 per person
CA $2,087
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Punta Cana (PUJ)
9.2/10 Wonderful! (6,351 reviews)
Very beautiful resort. So calm and relaxing. The pools and beach were the best part. Every staff member made you feel so welcome and it was a 10/10 experience.
Reviewed on Jul 8, 2026
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips3 Night Adventure holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Bahia Principe Escape Runaway Bay - All Inclusive
Price was CA $2,128, price is now CA $1,335 per person
CA $1,335
per person
Aug 7 - Aug 10
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
8.4/10 Very good! (2,375 reviews)
The staff was extremely helpful and curtious, they try their utmost best to ensure that we are happy and comfortable, we like that.
Reviewed on Jul 7, 2026
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips4 Night Adventure holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman
Price was CA $1,678, price is now CA $1,005 per person
CA $1,005
per person
Sep 21 - Sep 25
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
8.4/10 Very good! (1,078 reviews)
Couldn’t swim in ocean because the water was to dark. Lots of sargassum . Resort was nice, staff were very nice.
Reviewed on Jul 2, 2026
Hotel Riu Montego Bay - Adults Only - All Inclusive
Price was CA $2,506, price is now CA $1,503 per person
CA $1,503
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Montego Bay (MBJ)
8.6/10 Excellent! (5,319 reviews)
Great place for that all inclusive experience. Come if you enjoy friendly people.
Reviewed on Jul 7, 2026
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all tripsAdventure Hotels in Caribbean Islands
Majestic Elegance Punta Cana - All Inclusive
Playa Bavaro - Punta Cana Punta Cana La Altagracia
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (4,873 reviews)
"The resort was clean and beautiful. We truly enjoyed our stay at this resort.. Sabroso was very kind and nice. He always checked in us and ensured that we had a good time."
Reviewed on Jul 7, 2026
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao Punta Cana La Altagracia
Book a stay at this beach property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (6,396 reviews)
"Terrible food and place needed to be upgraded"
Reviewed on Jun 9, 2026
Dreams Rose Hall Resort & Spa - All Inclusive
Rose Hall Montego Bay Saint James
Book a stay at this luxury resort in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very good! (1,635 reviews)
"All was good"
Reviewed on Jan 15, 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.
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.
