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 [Feb 4 - Feb 5](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-02-04&endDate=2026-02-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=3000652683&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Caribbean Islands historic hotels ![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 (1,000 reviews) "Clean room and excellent staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ARACELIS [](https://www.expedia.ca/Ponce-Hotels-Ponce-Plaza-Hotel-Casino.h2836309.Hotel-Information) ![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) ![Courtyard](https://images.trvl-media.com/lodging/9000000/8650000/8645900/8645835/93148b2a.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) ![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) ### 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 (185 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 $375 CA $490 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/English-Harbour-Hotels-The-Copper-And-Lumber-Store-Historic-Inn.h8645835.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/32000000/31620000/31613200/31613112/b91c15b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Multiple Beds, Non Smoking | Living room](https://images.trvl-media.com/lodging/32000000/31620000/31613200/31613112/6e3be811.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/32000000/31620000/31613200/31613112/7ddf2e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31620000/31613200/31613112/334f97b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 1D [](https://www.expedia.ca/Charlestown-Hotels-Villa-1D.h31613112.Hotel-Information) Charlestown CA $518 CA $769 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Charlestown-Hotels-Villa-1D.h31613112.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74590000/74584400/74584354/57915a43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/75000000/74590000/74584400/74584354/7970ef21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/75000000/74590000/74584400/74584354/0309bab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74590000/74584400/74584354/e7ef58f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Studio 27 [](https://www.expedia.ca/Santo-Domingo-Hotels-Studio-27.h74584354.Hotel-Information) Miraflores 7.8/10 Good (91 reviews) "Good " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Prince [](https://www.expedia.ca/Santo-Domingo-Hotels-Studio-27.h74584354.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/17000000/16210000/16203100/16203001/61abb639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/17000000/16210000/16203100/16203001/4527ccfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/17000000/16210000/16203100/16203001/65183617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/17000000/16210000/16203100/16203001/a6cba09d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hodelpa Nicolas de Ovando [](https://www.expedia.ca/Santo-Domingo-Hotels-Hodelpa-Nicolas-De-Ovando.h16203001.Hotel-Information) Zona Colonial 9.2/10 Wonderful (1,000 reviews) "STAFF WAS REALLY GREAT, THE HOTEL WAS CLEAN BEAUTIFUL AND GREAT LOCATION" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dr. Vidal CA $203 CA $260 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Santo-Domingo-Hotels-Hodelpa-Nicolas-De-Ovando.h16203001.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/89000000/88700000/88696000/88695906/823ef800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room](https://images.trvl-media.com/lodging/89000000/88700000/88696000/88695906/2b846574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88700000/88696000/88695906/w756h407x5y0-72aedcb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88700000/88696000/88695906/133b7afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VBermor Hotel [](https://www.expedia.ca/Santo-Domingo-Hotels-VBermor-Hotel.h88695906.Hotel-Information) Zona Colonial 7.4/10 Good (23 reviews) "Great and respectful staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bethsaïda [](https://www.expedia.ca/Santo-Domingo-Hotels-VBermor-Hotel.h88695906.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/66551567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/82260b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/071394f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/e52d10de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boutique Hotel Palacio [](https://www.expedia.ca/Santo-Domingo-Hotels-Boutique-Hotel-Palacio.h1817661.Hotel-Information) Zona Colonial 8.6/10 Excellent (1,001 reviews) "It is a great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $102 CA $131 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Santo-Domingo-Hotels-Boutique-Hotel-Palacio.h1817661.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90230000/90220600/90220551/18fa404a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room | Living area](https://images.trvl-media.com/lodging/91000000/90230000/90220600/90220551/54717673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room](https://images.trvl-media.com/lodging/91000000/90230000/90220600/90220551/d36c1c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Single Room | Living area](https://images.trvl-media.com/lodging/91000000/90230000/90220600/90220551/459e96d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Colosseum [](https://www.expedia.ca/Basseterre-Hotels-The-Colosseum.h90220551.Hotel-Information) Basseterre 8.2/10 Very good (106 reviews) "very happy with stay the place was clean staff very nice and helpful lovely views minuets from town, bus station,and ferry port lively area as not far from cruise port check it out great placem we will be back" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) cecile CA $105 CA $119 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Basseterre-Hotels-The-Colosseum.h90220551.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/20000000/19430000/19427500/19427413/378109ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19430000/19427500/19427413/9b6f0f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/20000000/19430000/19427500/19427413/68b328cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/20000000/19430000/19427500/19427413/1831511e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Hotel [](https://www.expedia.ca/Port-Au-Prince-Hotels-PARK-HOTEL.h19427413.Hotel-Information) Port-au-Prince 8.0/10 Very good (14 reviews) "Great location, near presidents house: local White House and Central Park , national museum, with a lot of landmarks to take a look as well as photos. It is one of the most safe areas in Haïti. And the owner is resourceful and helpful. An associated taxi driver named Gustana is very good and reliable. He will help you find the bus from Haïti to Santo Domingo. Perhaps I am one of the first Chinese tourists who take bus to Dominican Republic. " ![China](https://a.travel-assets.com/egds/marks/flags/cn.svg) HAO CA $60 CA $70 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Port-Au-Prince-Hotels-PARK-HOTEL.h19427413.Hotel-Information) ![On the beach, scuba diving](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/f062af63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/5cea60f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/e4b10408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/9000000/8280000/8273400/8273394/13552485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Gin House [](https://www.expedia.ca/Oranjestad-Hotels-The-Old-Gin-House.h8273394.Hotel-Information) Oranjestad 8.4/10 Very good (56 reviews) "Very awesome hotel, great history and staff was excellent, great job." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $258 CA $276 total includes taxes & fees Mar 6 - Mar 7 [](https://www.expedia.ca/Oranjestad-Hotels-The-Old-Gin-House.h8273394.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=2026-02-18&endDate=2026-02-19®ionId=3000652683&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Caribbean Islands Hotel Reviews ![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 "The hotel is beautiful, staff was amazing, food was very good, and PR is a wonderful place. " [](https://expedia.ca/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.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 "Yes, everything was perfect " [](https://expedia.ca/Nassau-Hotels-Grand-Hyatt-Baha-Mar.h7779293.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 "good" [](https://expedia.ca/Montego-Bay-Hotels-Riu-Montego-Bay-Adults-Only-All-Inclusive.h2062016.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 "Yes all the above" [](https://expedia.ca/Nassau-Hotels-Warwick-Paradise-Island-All-Inclusive-Adults-Only.h10912061.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 "The best vacation I’ve had in years. Couples staff takes care of everything from the welcome right at the bus, to the way they get to know the guests. The room was clean and the amenities were unparalleled. I would recommend Couples resort to anyone who would here. Truly a magical experience." [](https://expedia.ca/Montego-Bay-Hotels-Couples-Tower-Isle-All-Inclusive.h522057.Hotel-Information) ![Hotel Riu Palace Paradise Island - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/1000000/10000/1100/1039/9adb12c0_y.jpg) ### Hotel Riu Palace Paradise Island - Adults Only - All Inclusive 10/10 Excellent "Great staff!!! Food was delicious at every restaurant . Top notch!!! Capuchino bar not open yntil10am- coffee machine mostly didn’t work. Night time shows were amazing and so was the fitness and entertainment staff " [](https://expedia.ca/Nassau-Hotels-Riu-Palace-Paradise-Island-All-Inclusive-Adults-Only.h1039.Hotel-Information) ![The Royal at Atlantis](https://images.trvl-media.com/lodging/1000000/470000/460500/460429/b4c36dbb_y.jpg) ### The Royal at Atlantis 10/10 Excellent "Beautiful " [](https://expedia.ca/Nassau-Hotels-The-Royal-At-Atlantis.h460429.Hotel-Information)