Title: Caribbean Vacations & Trips 2025/2026 from CA $1,418 | 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 ## Top vacation destinations in Caribbean ![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) ![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/res70/542000/542273-condado-beach.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### San Juan [](https://expedia.ca/San-Juan.d3179.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) ![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) ![](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) ![Kingston featuring general coastal views, heritage elements and a sunset](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/109000/109986-Kingston.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Kingston [](https://expedia.ca/Kingston.d180034.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) ## Top Caribbean Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Coral Costa Caribe Beach Resort - All Inclusive](https://images.trvl-media.com/lodging/1000000/200000/197500/197493/563638a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Coral Costa Caribe Beach Resort - All Inclusive Villas Del Mar CA $1,418 per person Jan 30 - Feb 6 found 1 day ago Roundtrip flight included Toronto (YTO) to Santo Domingo (SDQ) 15.6/10 Exceptional! (2,518 reviews) Got to say the resort is very beautiful, the beach is so clean . The room is well equipped and has water stocked daily. The food is very good, the buffet is very organized . The resort has daily programmed activities near the pool and beach . The night show is great . The drinks are good especially the Mama Juana shot. The Only thing i would recommend to the resort is at the disco , they should put music that is for everyone, the disco only stays with national music especially bachata and merengue . Other than that the resort is great and would definitely go back again. Reviewed on Nov 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-30/2026-02-06/?FromAirport=YTO&Destination=SDQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=197493&paandie=true&dealMarker=HJVRWAM_ZqqyHiEDuFwx_VsS3R49xdrQHYPk6hJMgjNEd4xEvRl1ttaharyTaWxV) ![Alamanda Cottage at Serenity](https://images.trvl-media.com/lodging/103000000/102940000/102934300/102934288/2384adc6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Alamanda Cottage at Serenity Ironshore CA $1,835 per person Jan 3 - Jan 11 found 17 hours ago Roundtrip flight included Calgary (YYC) to Montego Bay (MBJ) No reviews [](https://expedia.ca/go/package/search/FlightHotel/2026-01-03/2026-01-11/?FromAirport=YYC&Destination=MBJ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102934288&paandie=true&dealMarker=j48UxHZ8T8gfKTRL-rsP07m0EXo0NLW4WcPPTiyEWtAcH0h3U9DCcRqjNR3ZIRLy) ![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 $1,666 per person Jan 31 - Feb 7 found 1 day ago Roundtrip flight included Toronto (YTO) to Montego Bay (MBJ) 20/10 Exceptional! (2 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2026-01-31/2026-02-07/?FromAirport=YTO&Destination=MBJ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14728022&paandie=true&dealMarker=HJVRWAM_ZqqyHiEDuFwx_SGTaRkI0soQcOJ-AAMDve5VnsXaf0fCioxJoiyTPWnX) ![Ocean Coral Spring - All Inclusive](https://images.trvl-media.com/lodging/38000000/37140000/37135800/37135707/5003b99a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Coral Spring - All Inclusive CA $2,200 per person Jan 31 - Feb 7 found 1 day ago Roundtrip flight included Toronto (YTO) to Montego Bay (MBJ) 16.8/10 Exceptional! (3,949 reviews) Beautiful place and great staff. Reviewed on Nov 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-31/2026-02-07/?FromAirport=YTO&Destination=MBJ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37135707&paandie=true&dealMarker=HJVRWAM_ZqqyHiEDuFwx_SGTaRkI0soQcOJ-AAMDve40goZsjrcSgeMPs35mdUVM) ![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 $13,780 per person Feb 6 - Feb 13 found 20 hours ago Roundtrip flight included Toronto (YTO) to Montego Bay (MBJ) 20/10 Exceptional! (2 reviews) Excellent Resort, especially all the excellence club amenities Reviewed on May 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-06/2026-02-13/?FromAirport=YTO&Destination=MBJ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=38521686&paandie=true&dealMarker=j48UxHZ8T8gfKTRL-rsP03J9XlajIStqSl-xURy3ikZhMiT3tVx56OOl8CBHmXJw) ## 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/e387c3ae_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel El Convento 100 Cristo St San Juan 8.8/10 Excellent! (1,000 reviews) The room was very clean staff was very friendly enjoyed my stay and will go back again 😊 Reviewed on Nov 15, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=03%2F12%2F2025&endDate=04%2F12%2F2025&selected=23106&PinnedHotelID=23106&HadPinnedHotel=true®ionId=6022969) [](https://expedia.ca/Hotel-Search?startDate=03%2F12%2F2025&endDate=04%2F12%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 $301 per night Nov 20 - Nov 21 8.6/10 Excellent! (2,034 reviews) Love this place. Recebtly remodelled and absolutely gorgeous. I have yet to stay there when all 3 elevators were working. And one stay none wete. They had to take us up in the service elevator. Other than that I have stayed here at least half a dozen times. It is my go to in Nassau Reviewed on Nov 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=20%2F11%2F2025&endDate=21%2F11%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 $211 per night Dec 8 - Dec 9 9/10 Wonderful! (1,279 reviews) Service, early checkin great! Reviewed on Nov 15, 2025 [](https://expedia.ca/Hotel-Search?startDate=08%2F12%2F2025&endDate=09%2F12%2F2025&selected=48823&PinnedHotelID=48823&HadPinnedHotel=true®ionId=6022969) [See all 84,404 properties in Caribbean](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=20%2F11%2F2025&endDate=21%2F11%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.