Caribbean Vacation Packages

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Explore Caribbean vacation packages for unforgettable moments

Get ready for a breathtaking journey through the Caribbean, where idyllic beaches, vibrant cultures, and lush landscapes await. This guide to the top vacation destinations in the Caribbean promises an unrivaled escape into paradise. Whether you're looking to unwind on the serene sands of the Bahamas, revel in the cultural festivities of Jamaica, or explore the historic richness of Puerto Rico, there's a perfect Caribbean vacation deal for everyone. Explore these enchanting Caribbean vacation destinations and find your ideal spot for relaxation, adventure, or both in this sun-kissed region.

Top vacation destinations in Caribbean

San Juan
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San Juan

San Juan

Top Caribbean Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Nando's Place

Nando's Place

4 out of 5
San Juan Antiguo
Save 100% on your flight
per person
Aug. 31 - Sep. 7
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
8.8/10 Excellent! (36 reviews)
Nando’s place is in a great location. Ty he communication with the staff was outstanding the check in/out process was easy. Would definitely stay here again

Reviewed on Apr. 6, 2024

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

4.5 out of 5
per person
Oct. 6 - Oct. 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Montego Bay (MBJ)
7.6/10 Good! (1,196 reviews)
Nice staff, very spacious property, good options for food.

Reviewed on Jul. 26, 2024

Warwick Paradise Island- All Inclusive- Adults Only

Warwick Paradise Island- All Inclusive- Adults Only

4 out of 5
per person
Sep. 9 - Sep. 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Nassau (NAS)
8.2/10 Very Good! (1,658 reviews)
The property was great! The upgrades made were amazing - we were there 33 years ago for our honeymoon and were pleased when we checked in. The restaurant options and food choices were great as well. The continuous Bahama Mamas were an added bonus. The staff were all professional, polite, and friendly. The nightly entertainment was something that every and any one could participate in. The Cultural Tour was fun. Overall, the Warwick was a wonderful vacation and we are looking forward to coming back.

Reviewed on Jul. 26, 2024

Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

4.5 out of 5
per person
Oct. 6 - Oct. 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Montego Bay (MBJ)
7.8/10 Good! (1,182 reviews)
We had a beautiful ceremony on the beach

Reviewed on Jul. 24, 2024

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
per person
Oct. 6 - Oct. 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Montego Bay (MBJ)
8/10 Very Good! (2,276 reviews)
I loved the look and feel of the entire resort. It felt and looked premium and luxurious. I was happy with the cleanliness, service, amenities, restaurant options, the fun inviting staff and the weather of course. There were many couples and single women at the resort but not many handsome single men and I found that to be disappointing but me and my ground of 5 other women had a great time without them. This was my first stay at Ocean Eden Adults only and I would come back.

Reviewed on Jul. 26, 2024

Top Vacation Destinations in Caribbean

An image of bahamas

Find fun in the sun with Bahamas vacation packages

The Bahamas are a popular vacation destination for people all throughout the states, thanks to the islands' tropical climates. What was once a pirate cove has since become home to luxury resorts and beachfront experiences defined by welcoming turquoise waters you won't want to miss out on. Plus, you'll find numerous watersports available here if you want to add some more thrills to your vacation.

An image of us virgin islands

Relax with US Virgin Islands vacation packages

When you visit the US Virgin Islands, you'll find yourself in a Caribbean paradise. Much of the island is developed with travelers in mind, which is quite luxurious. Yacht charters are common here, but you can also simply relax at the beach. The islands are also known for rum distilling, so be sure to try out the local recipe during your visit.

An image of jamaica

Explore the island with Jamaica vacation packages

Jamaica is an exciting country that offers stunning cityscapes, welcoming beaches, and impressive natural features. In cities like Kingston, you'll find fascinating museums and delicious food, but that's just the beginning. The beaches have all the Caribbean flair you might expect, but inland adventure is also available. The dense forests are home to diverse wildlife, and you can see it all by trekking through on a hike.

An image of puerto rico island

Enjoy relaxation and adventure with a Puerto Rico Island vacation

Puerto Rico Island is packed full of fun things to do, whether you're interested in history, relaxation, or adventure. The beaches here are some of the best in the world, allowing for swimming, snorkeling, and water sports like jet skiing. The history here is well preserved and lets you see old examples of colonial architecture as well as forts that are still standing.

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Cultural festivals 
Participate in vibrant local festivals like Trinidad's Carnival or Barbados's Crop Over. These events showcase music, dance, and cuisine, offering a glimpse into the Caribbean's joyous spirit and creativity. Enjoy the lively traditions and colorful atmosphere that define these cultural celebrations.  

Caribbean cuisine 
No Caribbean trip is complete without savoring the region's diverse flavors. From Jamaica's spicy jerk chicken to the fresh seafood of the Grenadines, each meal offers a unique taste adventure. Experience the culinary diversity that makes Caribbean cuisine truly unforgettable.  

Underwater adventures 
In the Caribbean's crystal-clear waters, thrill-seekers have endless opportunities for snorkeling, scuba diving, and parasailing. Explore the vibrant coral reefs teeming with colorful fish and encounter exotic marine life. Each dive promises a unique and memorable adventure.  

Relaxing retreats 
If you're seeking relaxation, you'll find it in spades at the numerous Caribbean spas and wellness retreats offering soothing treatments. These sanctuaries, which use local ingredients like aloe and coconut, provide the perfect escape to rejuvenate your mind and body amidst tropical tranquility.  

Caribbean Hotel Deals

Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
Fully refundableReserve now, pay when you stay
The price is CA $360 per night from Jul. 31 to Aug. 1
CA $360
CA $470 total
includes taxes & fees
Jul 31 - Aug 1
8.6/10 Excellent! (1,000 reviews)
"Great experience"

Reviewed on Jul. 20, 2024

Hotel El Convento
British Colonial - Nassau
British Colonial - Nassau
4 out of 5
Number One Bay St, Nassau
Fully refundableReserve now, pay when you stay
The price is CA $237 per night from Aug. 9 to Aug. 10
CA $237
CA $350 total
includes taxes & fees
Aug 9 - Aug 10
8.6/10 Excellent! (621 reviews)
"Pakesha! was just fantastic with my team. Her smile was welcoming, and she displayed great customer service even while dealing with difficult customers. One said that her smiling calmly made him feel bad for raising his voice at her when there was no need. Keep it, Pakesha! You will go places. overall, ..."

Reviewed on Jul. 24, 2024

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel
Hotel Rumbao, a Tribute Portfolio Hotel
4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
Fully refundableReserve now, pay when you stay
The price is CA $261 per night from Aug. 7 to Aug. 8
CA $261
CA $333 total
includes taxes & fees
Aug 7 - Aug 8
8.8/10 Excellent! (252 reviews)
"Great hotel!"

Reviewed on Jul. 24, 2024

Hotel Rumbao, a Tribute Portfolio Hotel
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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.

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

Family Vacations

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