Title: Book the Best HISTORIC Hotels in Caribbean Islands in 2026 | Expedia.ca [Caribbean Islands Travel Guide](https://expedia.ca/Caribbean-Islands.dx3000652683)[Hotels in Caribbean Islands](https://expedia.ca/Caribbean-Islands-Hotels.d3000652683.Travel-Guide-Hotels)[Vacation Rentals in Caribbean Islands](https://expedia.ca/Caribbean-Islands-Vacation-Rentals.d3000652683.Travel-Guide-VacationRentals)[Flights to Caribbean Islands](https://expedia.ca/Cheap-Flights-To-Caribbean-Islands.d3000652683.Travel-Guide-Flights)[Caribbean Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Caribbean-Islands.d3000652683.Car-Rental-Guide)[Caribbean Islands Vacation Packages](https://expedia.ca/Caribbean-Islands.d3000652683.Destination-Travel-Guides) ![Panoramic view of a tropical beach paradise with a calm sea and palm trees.](https://images.trvl-media.com/place/3000652683/0f906013-1c42-421c-97bc-ef4a41f0db0e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000652683/0f906013-1c42-421c-97bc-ef4a41f0db0e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Caribbean Islands Historic Hotels Tonight [Jan 17 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-01-17&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Caribbean Islands historic hotels ![Front of property](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/27738e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, white sand, 2 beach bars](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/d05c6f52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Contemporary Studio (Continental Breakfast Included)](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/db361abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/af1cea93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copper and Lumber Store Hotel [](https://www.expedia.ca/English-Harbour-Hotels-The-Copper-And-Lumber-Store-Historic-Inn.h8645835.Hotel-Information) English Harbour 9.4/10 Exceptional (182 reviews) "A wonderful hotel with a great staff in a beautiful historic setting." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Simon CA $248 CA $328 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/English-Harbour-Hotels-The-Copper-And-Lumber-Store-Historic-Inn.h8645835.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225909/83d266f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225909/6c79153c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Refrigerator (View, Sofa)](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225909/f3423101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/117000000/116230000/116226000/116225909/4b6823f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Hampton by Hilton Santiago de los Caballeros [](https://www.expedia.ca/Santiago-De-Los-Caballeros-Hotels-Hampton-By-Hilton-Santiago-De-Los-Caballeros-Monument.h116225909.Hotel-Information) Santiago de los Caballeros 9.6/10 Exceptional (24 reviews) "Beautiful Hotel Great location Amazing rooms Very good Breakfast & Dinner I will go back very soon." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Menahem CA $164 CA $210 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Santiago-De-Los-Caballeros-Hotels-Hampton-By-Hilton-Santiago-De-Los-Caballeros-Monument.h116225909.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/440000/436300/436224/adb7004b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/440000/436300/436224/53b4870c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/440000/436300/436224/33627c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Prime Minister) | Living area](https://images.trvl-media.com/lodging/1000000/440000/436300/436224/1e447f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### British Colonial - Nassau [](https://www.expedia.ca/Nassau-Hotels-British-Colonial-Nassau.h436224.Hotel-Information) Downtown Nassau 8.6/10 Excellent (2,176 reviews) "Beautiful historical hotel near great restaurants and on a lovely private beach." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Scott CA $285 CA $439 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Nassau-Hotels-British-Colonial-Nassau.h436224.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/2cb3a691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Balcony, Harbour View](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/44623929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free self parking](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/217840a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Balcony, Harbour View](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/9ca28012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Green Iguana Hotel [](https://www.expedia.ca/St-Thomas-Hotels-The-Green-Iguana-Hotel.h121951948.Hotel-Information) Charlotte Amalie 10/10 Exceptional (2 reviews) "Great room, nice hosts" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen CA $295 CA $362 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/St-Thomas-Hotels-The-Green-Iguana-Hotel.h121951948.Hotel-Information) ![Beach massages](https://images.trvl-media.com/lodging/100000000/99560000/99558600/99558527/2af2fcd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/100000000/99560000/99558600/99558527/7bc8deb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/100000000/99560000/99558600/99558527/f2544825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/100000000/99560000/99558600/99558527/7a4dbbc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Rif at Mangrove Beach Corendon Curacao All-Inclusive, Curio by Hilton [](https://www.expedia.ca/Willemstad-Hotels-The-Rif-At-Mangrove-Beach-Corendon-Curacao-All-Inclusive.h99558527.Hotel-Information) Historic Center 8.0/10 Very good (969 reviews) "A great hotel to spend your vacation and enjoy Curazao. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thalia CA $486 CA $486 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Willemstad-Hotels-The-Rif-At-Mangrove-Beach-Corendon-Curacao-All-Inclusive.h99558527.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/3000000/2840000/2836400/2836309/fabf48f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2840000/2836400/2836309/31084ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/3000000/2840000/2836400/2836309/f8774a78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2840000/2836400/2836309/8b9bf4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ponce Plaza Hotel & Casino [](https://www.expedia.ca/Ponce-Hotels-Ponce-Plaza-Hotel-Casino.h2836309.Hotel-Information) Ponce Centro 9.0/10 Wonderful (1,001 reviews) "Great stay, room clean, staff amazing, great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis [](https://www.expedia.ca/Ponce-Hotels-Ponce-Plaza-Hotel-Casino.h2836309.Hotel-Information) ![Deluxe Room, 1 King Bed, Ocean View](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/11141d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Ocean View | View from room](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/f3cc524e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/aad94460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/ef33a605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Caravelle St. Croix [](https://www.expedia.ca/Christiansted-Hotels-Caravelle-Hotel-Casino.h574356.Hotel-Information) Christiansted Historic District 8.2/10 Very good (715 reviews) "The room was very clean and the staff were very courteous and helpful with giving information where to get food." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Therese CA $250 CA $308 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Christiansted-Hotels-Caravelle-Hotel-Casino.h574356.Hotel-Information) ![Individually decorated, free WiFi](https://images.trvl-media.com/lodging/97000000/96770000/96760900/96760897/e8d11751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room](https://images.trvl-media.com/lodging/97000000/96770000/96760900/96760897/0fa12c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96770000/96760900/96760897/b4b4d0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![20-inch TV with cable channels](https://images.trvl-media.com/lodging/97000000/96770000/96760900/96760897/fa1f2f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vieques Tropical Guest House [](https://www.expedia.ca/Vieques-Hotels-E41-C-Apolonia-Gittings.h96760897.Hotel-Information) Isabel II 7.8/10 Good (69 reviews) "No staff Mold on ceiling Tiles falling off inn shower " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James [](https://www.expedia.ca/Vieques-Hotels-E41-C-Apolonia-Gittings.h96760897.Hotel-Information) ![Private beach, white sand, beach cabanas, beach massages](https://images.trvl-media.com/lodging/120000000/119900000/119898600/119898585/131c2720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach massages, massages](https://images.trvl-media.com/lodging/120000000/119900000/119898600/119898585/e1c33968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach massages, massages](https://images.trvl-media.com/lodging/120000000/119900000/119898600/119898585/3e82e915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach massages, massages](https://images.trvl-media.com/lodging/120000000/119900000/119898600/119898585/6306be2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LAS PALMAS STUDIOS playa LOS CORALES [](https://www.expedia.ca/Punta-Cana-Hotels-LAS-PALMAS-STUDIOS-Playa-LOS-CORALES.h119898585.Hotel-Information) Bávaro 8.4/10 Very good (38 reviews) "We loved the spacious clean room with a very comfortable bed and lots of pillows. The beach area is perfect with umbrellas, soft sand and warm water for swimming. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karina CA $214 CA $278 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Punta-Cana-Hotels-LAS-PALMAS-STUDIOS-Playa-LOS-CORALES.h119898585.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100995300/100995219/09d3eaf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/101000000/100995300/100995219/77865d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/101000000/101000000/100995300/100995219/c09c54d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/101000000/100995300/100995219/61c3dbfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### FIXIE LOFTS - Colonial Villa Suites with Pool [](https://www.expedia.ca/Santo-Domingo-Hotels-FIXIE-LOFTS.h100995219.Hotel-Information) Zona Colonial 9.2/10 Wonderful (9 reviews) "Lovely ambiance and decor, the place was clean and has a great location with nearby parking spot." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scarlett CA $147 CA $173 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Santo-Domingo-Hotels-FIXIE-LOFTS.h100995219.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-31&endDate=2026-02-01®ionId=3000652683&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Caribbean Islands Hotel Reviews ![The Royal at Atlantis](https://images.trvl-media.com/lodging/1000000/470000/460500/460429/b4c36dbb_y.jpg) ### The Royal at Atlantis 10/10 Excellent "This hotel was wonderful and the staff were fabulous! The only negative I have but will still give it a 5 star is how cold the whole hotel was. My room was freezing, but I was able to turn the air off; however, the rest of the hotel was freezing. I stayed shivering and because of the going out in the warm then coming back into the cold, I came home with a terrible cold. The weather degrees was between 78-79, it shouldn’t had been so cold in the hotel. Again, it will get its 5 stars because of how beautiful the hotel and staff were!" [](https://expedia.ca/Nassau-Hotels-The-Royal-At-Atlantis.h460429.Hotel-Information) ![Couples Tower Isle All Inclusive](https://images.trvl-media.com/lodging/1000000/530000/522100/522057/17fe4790_y.jpg) ### Couples Tower Isle All Inclusive 10/10 Excellent "Clean, food very good, most staff courteous and accommodating. " [](https://expedia.ca/Montego-Bay-Hotels-Couples-Tower-Isle-All-Inclusive.h522057.Hotel-Information) ![Hotel Riu Montego Bay - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/3000000/2070000/2062100/2062016/5bbbc6e7_y.jpg) ### Hotel Riu Montego Bay - Adults Only - All Inclusive 10/10 Excellent "Very nice, friendly staff" [](https://expedia.ca/Montego-Bay-Hotels-Riu-Montego-Bay-Adults-Only-All-Inclusive.h2062016.Hotel-Information) ![Grand Hyatt Baha Mar](https://images.trvl-media.com/lodging/8000000/7780000/7779300/7779293/8fc5fb82_y.jpg) ### Grand Hyatt Baha Mar 10/10 Excellent "Beautiful resort" [](https://expedia.ca/Nassau-Hotels-Grand-Hyatt-Baha-Mar.h7779293.Hotel-Information) ![Warwick Paradise Island- All Inclusive- Adults Only](https://images.trvl-media.com/lodging/11000000/10920000/10912100/10912061/4e96e3b2_y.jpg) ### Warwick Paradise Island- All Inclusive- Adults Only 10/10 Excellent "The resort was beautiful ! And the staff were so polite and helpful. It was so relaxing and the drinks were great ! I would highly recommend " [](https://expedia.ca/Nassau-Hotels-Warwick-Paradise-Island-All-Inclusive-Adults-Only.h10912061.Hotel-Information) ![La Concha Resort, Puerto Rico, Autograph Collection](https://images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/22470d47_y.jpg) ### La Concha Resort, Puerto Rico, Autograph Collection 10/10 Excellent "Loved everything about the hotel. Would highly recommend. and would book again if have to go to SJ." [](https://expedia.ca/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.Hotel-Information) ![The Condado Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/7200/7143/e18049f2_y.jpg) ### The Condado Plaza Hotel 10/10 Excellent "Staff were great, location was ideal, multiple pools, hot tub, and beach on property very convenient" [](https://expedia.ca/San-Juan-Hotels-The-Condado-Plaza-Hilton.h7143.Hotel-Information)