Title: Caribbean Vacations & Trips 2025/2026 from CA $784 | 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 ![](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. ![Lazy Parrot Inn](https://images.trvl-media.com/lodging/1000000/910000/900400/900306/77384e02_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Lazy Parrot Inn CA $784 per person Jan 19 - Jan 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9.2/10 Wonderful! (1,004 reviews) Awesome pet friendly hotel! We really enjoyed our stay. Gabriella at the front desk was amazing, and made our stay so much more enjoyable. Would highly recommend! Reviewed on Oct 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-19/2026-01-29/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=900306&paandie=true&dealMarker=QT9_blIa0KDT9DydLWSQxmeeKEWbBWtq-BnSyZgJP8B-ApEs5Pplkr2xmWYffJbh) ![Sunset at the Palms Resort - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/2000000/1100000/1095800/1095763/f9c9162c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sunset at the Palms Resort - Adults Only - All Inclusive CA $3,909 per person Jan 4 - Jan 14 found 1 day ago Roundtrip flight included Toronto (YTO) to Montego Bay (MBJ) 9/10 Wonderful! (1,002 reviews) The staff were fantastic, the food was great and the atmosphere was so welcoming. I certainly would recommend this resort which contibuted to my stay being so wonderful. Reviewed on Oct 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-04/2026-01-14/?FromAirport=YTO&Destination=MBJ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1095763&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TZbNe0y898Kp39VPS6FHRUAwaBaME1f90YZGqb1SLHp5) ![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 $1,666 per person Jan 8 - Jan 15 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Santo Domingo (SDQ) 7.8/10 Good! (2,435 reviews) staff,food,drinks,clean room, but i was frustrated by the security people who stopped us from getting into the ocean even when there was no obvious danger of storm .... The main reason we came there was the ocean not the food,or anything else.They prohibited us even from walking on the beach. Reviewed on Oct 31, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-15/?FromAirport=YTO&Destination=SDQ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=197493&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TfpCRQ-2IYD8zQrT_VOohi1vyr4diu2440152S7KQ_oW) ![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 $2,861 per person Jan 4 - Jan 14 found 1 day ago Roundtrip flight included Toronto (YTO) to Montego Bay (MBJ) 8.4/10 Very Good! (3,912 reviews) We enjoyed every moment of our stay and intend to return in the future! Reviewed on Oct 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-04/2026-01-14/?FromAirport=YTO&Destination=MBJ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37135707&paandie=true&dealMarker=3ijiTbR8SeIKud6n82j_TZbNe0y898Kp39VPS6FHRUAHRR-wbnMQuceneHP6t_AT) ![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 $1,341 per person Jan 10 - Jan 15 found 7 hours ago Roundtrip flight included Toronto (YYZ) to Montego Bay (MBJ) No reviews [](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-15/?FromAirport=YYZ&Destination=MBJ&NumRoom=1&NumAdult=2&NumChild=0&hotelId=102934288&paandie=true&dealMarker=rTgG97lKTUVKDfq2l1TDuCu5MSV2Qsh62M1zlS8i5tgSbDaDW1tNzMJ9n3BhWHlS) ## 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 $399 CA $522 total Nov 3 - Nov 4 includes taxes & fees 8.8/10 Excellent! (1,006 reviews) A beautiful hotel next to the cathedral and small park. In Old San Juan within walking distance to the waterfront, fortress and wonderful restaurants. Reviewed on Oct 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=03%2F11%2F2025&endDate=04%2F11%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 CA $459 total Nov 3 - Nov 4 includes taxes & fees 8.6/10 Excellent! (2,000 reviews) Rooms were nicely appointed but small. Ocean view was less than desirable. Hotel was very elegant. Reviewed on Oct 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=03%2F11%2F2025&endDate=04%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 $178 CA $253 total Nov 17 - Nov 18 includes taxes & fees 9/10 Wonderful! (1,231 reviews) Very updated hotel! Bartender was amazing. Front desk was amazing Area is in the heart of everything Close by shopping and dinning Close to port and airport Reviewed on Oct 26, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F11%2F2025&endDate=18%2F11%2F2025&selected=48823&PinnedHotelID=48823&HadPinnedHotel=true®ionId=6022969) [See all 84,202 properties in Caribbean](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F11%2F2025&endDate=02%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.