Title: Caribbean Vacations & Trips 2026 from CA $1,717 | 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 $1,717 per person Mar 15 - Mar 23 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Santo Domingo (SDQ) 7.8/10 Good! (2,518 reviews) Very nice room. Most of the staff was excellent. The food was plentiful and quite good for an all inclusive. Food was available all night at the snack bar, hamburgers, hot dogs, salad, pizza, French fries and excellent fried chicken. The 24 hour sports bar was cozy and the bar tenders were great. The front desk staff especially Karoline did everything she could to ensure a good stay. The waitresses were friendly,attentive and accomodating. All in All a great stay. Reviewed on Jan 7, 2026 ![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 $2,241 per person Feb 11 - Feb 20 found 1 day ago Roundtrip flight included Montreal (YUL) to Montego Bay (MBJ) No reviews ![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 $1,717 per person Feb 28 - Mar 7 found 1 day ago Roundtrip flight included Montreal (YUL) to San Juan (SJU) 9.2/10 Wonderful! (589 reviews) Staff was awesome, room was clean. Breakfast was the same every day, omelette, sausage/hot dogs, yogurt, strong coffee, and juice. Outside of the building didn’t match photos on website or Expedia. There were no amenities, rooftop was closed, no spa, no hot tub. Great access to everything in San Juan. No restaurant on site, no laundry, not in a nature reserve it’s in the middle of San Juan. No sauna, no banquet hall, elevator was questionable. For the price it was a great stay, but if you need a hot tub or spa you’ll have to drive. Check in wasn’t on time, but we got a similar room after waiting a few hours. No golf course nearby! We really enjoyed our stay water pressure and temperature was awesome! Reviewed on Jan 3, 2026 ![Ocean Eden Bay - Adults Only - All inclusive](https://images.trvl-media.com/lodging/45000000/44270000/44266200/44266101/566cb526_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Eden Bay - Adults Only - All inclusive CA $2,352 per person Feb 26 - Mar 4 found 2 days ago Roundtrip non-stop flight included Montreal (YUL) to Montego Bay (MBJ) 8.4/10 Very Good! (3,680 reviews) I didn't use the spa. The staff, it didn't matter what their jobs were, were helpful, knowledgeable, my room was beautiful, and clean, and always stock up, so many dining options. This my second time staying, for my bday and the spur of the moment trip a week ago, new year's gala, steel band and all other entertainments were off the chart, love , love both Eden Bay & Coral Springs. Happy New Year 🍾. See you in July, Violet Grace, Reviewed on Jan 10, 2026 ![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 $2,351 per person Mar 14 - Mar 21 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Montego Bay (MBJ) 8.4/10 Very Good! (3,949 reviews) Great staff everyone was lovely, food was good too the oxtail tacos were amazing. There is a lot to do there and shows every night. Would return to visit again Reviewed on Jan 7, 2026 ## 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 Fully refundableReserve now, pay when you stay 9/10 Wonderful! (1,005 reviews) Loved staying in this historic site. Beautiful property, great location to restaurants, shopping, and El Moro. It can be difficult to find parking if arriving later in the day, some of the parking decks nearby were full when we checked. Reviewed on Jan 3, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&selected=23106&PinnedHotelID=23106&HadPinnedHotel=true®ionId=6022969) [](https://expedia.ca/Hotel-Search?startDate=24%2F01%2F2026&endDate=25%2F01%2F2026&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 $317 per night Jan 29 - Jan 30 8.6/10 Excellent! (2,153 reviews) Great location, helpful staff, clean property Reviewed on Jan 7, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&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 CA $294 per night Jan 26 - Jan 27 9/10 Wonderful! (1,444 reviews) Great location Reviewed on Jan 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F01%2F2026&endDate=27%2F01%2F2026&selected=48823&PinnedHotelID=48823&HadPinnedHotel=true®ionId=6022969) [See all 84,483 properties in Caribbean](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F01%2F2026&endDate=12%2F01%2F2026®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) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.