Title: Caribbean Vacations & Trips 2025/2026 from CA $726 | Expedia.ca [Caribbean Travel Guide](https://expedia.ca/Caribbean.dx6022969)[Caribbean Hotels](https://expedia.ca/Destinations-In-Caribbean.d6022969.Hotel-Destinations)[Vacation Rentals in Caribbean](https://expedia.ca/Destinations-In-Caribbean.d6022969.Vacation-Rental-Destinations)[Caribbean Flights](https://expedia.ca/Destinations-In-Caribbean.d6022969.Flight-Destinations)[Caribbean Car Rentals](https://expedia.ca/Destinations-In-Caribbean.d6022969.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/6068195/50d468d4-c434-4d10-9dfa-ce3006419950.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Caribbean Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## 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](https://www.expedia.ca/Bahamas.d13.Destination-Travel-Guides), revel in the cultural festivities of [Jamaica](https://www.expedia.ca/Jamaica.d88.Destination-Travel-Guides), or explore the historic richness of [Puerto Rico](https://www.expedia.ca/Puerto-Rico.d148.Destination-Travel-Guides), 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 ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/542000/542273-condado-beach.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### San Juan [](https://expedia.ca/San-Juan.d3179.Destination-Travel-Guides) ![Dominican Republic featuring a sunset and general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/116000/116933-Boca-Chica-Beach.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Santo Domingo [](https://expedia.ca/Santo-Domingo.d180024.Destination-Travel-Guides) ![Bayahibe Beach which includes general coastal views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/116000/116599-Punta-Cana.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Punta Cana [](https://expedia.ca/Punta-Cana.d601906.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/117000/117351-Lindquist-Beach.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### St. Thomas [](https://expedia.ca/St-Thomas.d6140138.Destination-Travel-Guides) ![Willemstad showing a beach, rugged coastline and swimming](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/51000/51317-Willemstad.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Willemstad [](https://expedia.ca/Willemstad.d937.Destination-Travel-Guides) ![Nassau featuring tropical scenes, cruising and a marina](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/25000/25710-Nassau.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Nassau [](https://expedia.ca/Nassau.d601784.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/554000/554002-montego-bay.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Montego Bay [](https://expedia.ca/Montego-Bay.d180106.Destination-Travel-Guides) ![Trunk Bay showing a sandy beach and a bay or harbour](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/117000/117125-St-John.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### St. John [](https://expedia.ca/St-John.d601376.Destination-Travel-Guides) ## Top Caribbean Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Ola Boutique Hotel](https://images.trvl-media.com/lodging/105000000/104220000/104217200/104217135/7963308f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ola Boutique Hotel Condado CA $726 per person Nov 10 - Nov 14 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 9/10 Wonderful! (498 reviews) They were very hospitable, and the room was always clean Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104217135&paandie=true&dealMarker=-VZC7Uadyt-jt4vm5Sin7P4hbSSjXJEuHLlbSJ8m7sVOsi_eIjXMOxqu6b7CnMgq) ![Dorado Beach 5 Bedroom Villa](https://images.trvl-media.com/lodging/117000000/116020000/116013900/116013898/413e7713_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Dorado Beach 5 Bedroom Villa Higuillar CA $820 per person Nov 10 - Nov 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) No reviews [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-13/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=116013898&paandie=true&dealMarker=-VZC7Uadyt-jt4vm5Sin7P2UBhzRufxq8yo62emnh_xyfYQ7kPHup3Dz2SvP4yai) ![Coral Costa Caribe Beach Resort - All Inclusive](https://images.trvl-media.com/lodging/1000000/200000/197500/197493/5fe3f320_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Coral Costa Caribe Beach Resort - All Inclusive Villas Del Mar CA $1,398 per person Nov 12 - Nov 19 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Santo Domingo (SDQ) 7.8/10 Good! (2,328 reviews) Lovely staff. Room decent. Hot water amazing. It rained 2 1/2 days and there was nothing to do. I would recommend using the casino space as a game activity area. Get pool tables, board games, bag toss tournaments, dominoes and tables, cards, ping pong tables. It would have been more enjoyable on those rainy days. Reviewed on Oct 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-12/2025-11-19/?FromAirport=YUL&Destination=SDQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=197493&paandie=true&dealMarker=-VZC7Uadyt-jt4vm5Sin7PXljcFqcXQo3ure9xglAQRJPtdrjAMhc-OGGJ0_bblS) ![The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive](https://images.trvl-media.com/lodging/39000000/38530000/38521700/38521686/1727b21b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive CA $11,315 per person Nov 8 - Nov 15 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Montego Bay (MBJ) 10/10 Exceptional! (2 reviews) Excellent Resort, especially all the excellence club amenities Reviewed on May 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-08/2025-11-15/?FromAirport=YUL&Destination=MBJ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=38521686&paandie=true&dealMarker=gFDIYQSRJeHV2svAQJ0UXjxe2uw1wOTP8upzFsXjOG_qzHi3kEfieTY3SpVWZCSD) ![Ocho Rios Villa at The Palms](https://images.trvl-media.com/lodging/15000000/14730000/14728100/14728022/2598f652_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocho Rios Villa at The Palms CA $1,841 per person Nov 23 - Nov 29 found 24 hours ago Roundtrip non-stop flight included Calgary (YYC) to Montego Bay (MBJ) 10/10 Exceptional! (2 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2025-11-23/2025-11-29/?FromAirport=YYC&Destination=MBJ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14728022&paandie=true&dealMarker=gFDIYQSRJeHV2svAQJ0UXp6TueQ4AadoQQSCKsjX_MtgcXe39AibacKdchg7A5_O) ## Top Vacation Destinations in Caribbean ![An image of bahamas](https://forever.travel-assets.com/flex/flexmanager/images/2022/05/06/US_HLR_bahamas.JPG?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Find fun in the sun with [Bahamas](https://www.expedia.ca/Bahamas.d13.Destination-Travel-Guides) 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](https://forever.travel-assets.com/flex/flexmanager/images/2022/05/06/US_HLR_us_virgin_islands.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Relax with [US Virgin Islands](https://www.expedia.ca/US-Virgin-Islands.d186.Destination-Travel-Guides) 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](https://forever.travel-assets.com/flex/flexmanager/images/2022/05/06/US_HLR_jamaica.jpeg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Explore the island with [Jamaica](https://www.expedia.ca/Jamaica.d88.Destination-Travel-Guides) 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](https://forever.travel-assets.com/flex/flexmanager/images/2022/05/06/US_HLR_puerto_rico_island.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Enjoy relaxation and adventure with a [Puerto Rico Island](https://www.expedia.ca/Puerto-Rico-Island.d180021.Destination-Travel-Guides) 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. ## Why visit Caribbean **![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/30/EG_Icons__Travel_Ferris_Wheel.png)** 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.   **![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/20/EG_Icons_Lodging_Room_Service.png)** 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.   **![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/20/EG_Icons_Activities_Beach_v2.png)** 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.   **![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/20/EG_Icons_Activities_Lounge_Chair.png)** 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](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/12be56a3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel El Convento 100 Cristo St, San Juan Fully refundableReserve now, pay when you stay CA $275 per night Oct 8 - Oct 9 8.8/10 Excellent! (1,000 reviews) "Beautiful hotel! Was a fantastic place to stay for a first time in San Juan" Reviewed on Sep 30, 2025 [](https://expedia.ca/Hotel-Search?startDate=08%2F10%2F2025&endDate=09%2F10%2F2025&selected=23106&PinnedHotelID=23106&HadPinnedHotel=true®ionId=6022969) ![British Colonial - Nassau ](https://images.trvl-media.com/lodging/1000000/440000/436300/436224/e931f789_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### British Colonial - Nassau Number One Bay St, Nassau Fully refundableReserve now, pay when you stay CA $310 per night Oct 8 - Oct 9 8.6/10 Excellent! (1,977 reviews) "Very clean. Beautiful view of beach. Staff were very polite, friendly, and helpful. Unfortunately, they were understaffed, and there were unusually long waits for meals and drinks to be served. Also, it rained all day on our second full day there, but hotel provided no umbrellas at all." Reviewed on Oct 5, 2025 [](https://expedia.ca/Hotel-Search?startDate=08%2F10%2F2025&endDate=09%2F10%2F2025&selected=436224&PinnedHotelID=436224&HadPinnedHotel=true®ionId=6022969) ![Hotel Rumbao, a Tribute Portfolio Hotel](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/c16aa94e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Rumbao, a Tribute Portfolio Hotel 100 Brumbaugh Street, San Juan, Puerto Rico Fully refundableReserve now, pay when you stay CA $222 per night Oct 26 - Oct 27 9/10 Wonderful! (1,181 reviews) "Super" Reviewed on Sep 29, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=48823&PinnedHotelID=48823&HadPinnedHotel=true®ionId=6022969) [See all 83,331 properties in Caribbean](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F10%2F2025&endDate=09%2F10%2F2025®ionId=6022969) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.