Title: 10 Historic Hotels in Caribbean for 2025 | Expedia.ca

 

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![Trunk Bay which includes island views](https://images.trvl-media.com/place/6068195/50d468d4-c434-4d10-9dfa-ce3006419950.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Historic Hotels in Caribbean

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## Top Cities in Caribbean

![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-Hotels-Historic-Hotel.0-0-d180024-tHistoricHotel.Travel-Guide-Filter-Hotels)

![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-Hotels-Historic-Hotel.0-0-d601906-tHistoricHotel.Travel-Guide-Filter-Hotels)

![](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-Hotels-Historic-Hotel.0-0-d6140138-tHistoricHotel.Travel-Guide-Filter-Hotels)

![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-Hotels-Historic-Hotel.0-0-d937-tHistoricHotel.Travel-Guide-Filter-Hotels)

![](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-Hotels-Historic-Hotel.0-0-d180106-tHistoricHotel.Travel-Guide-Filter-Hotels)

![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-Hotels-Historic-Hotel.0-0-d601784-tHistoricHotel.Travel-Guide-Filter-Hotels)

![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-Hotels-Historic-Hotel.0-0-d601376-tHistoricHotel.Travel-Guide-Filter-Hotels)

## Check availability on Caribbean Historic Hotels

Tonight

[Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-11-09&endDate=2025-11-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 10 - Nov 11](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-11-10&endDate=2025-11-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Caribbean Historic Hotels

![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/12be56a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/9acaf25a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/c974117d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/0881e27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel El Convento

Old San Juan

9.0/10

Wonderful

(1004)

"Really friendly staff and very nice room with a great location in old San Juan."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chad

CA $402

CA $526 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/San-Juan-Hotels-Hotel-El-Convento.h23106.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)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/b9ab681a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/27a7e0e1.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

Zona Colonial

8.6/10

Excellent

(1001)

"Great location, clean room "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

napoleon

CA $125

CA $160 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Santo-Domingo-Hotels-Boutique-Hotel-Palacio.h1817661.Hotel-Information)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/c16aa94e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/43d29c38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/1aefe936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/d4485e52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Rumbao, a Tribute Portfolio Hotel

Old San Juan

9.0/10

Wonderful

(1262)

"Nice hotel in very good location to old town San Juan. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric

CA $207

CA $284 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/San-Juan-Hotels-Sheraton-Old-San-Juan-Hotel.h48823.Hotel-Information)

![Rooftop terrace](https://images.trvl-media.com/lodging/4000000/3010000/3009200/3009193/b767937c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/4000000/3010000/3009200/3009193/087bbdac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 2 Queen Beds](https://images.trvl-media.com/lodging/4000000/3010000/3009200/3009193/d4c28615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3010000/3009200/3009193/ed9dec27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CasaBlanca Hotel

Old San Juan

8.8/10

Excellent

(1452)

"Great location...great staff and clean room "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ROBERT

CA $134

CA $154 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/San-Juan-Hotels-CasaBlanca-Hotel.h3009193.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/caedc206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Building design](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/d94a3a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/71361506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/964d4a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gallery Inn

Old San Juan

8.4/10

Very good

(369)

"Un lugar muy diferente e interesante. La pasamos muy bien. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessymar

CA $159

CA $193 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/San-Juan-Hotels-The-Gallery-Inn.h2595374.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4010000/4002600/4002581/b755fcd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/5000000/4010000/4002600/4002581/b472c664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/5000000/4010000/4002600/4002581/c84957a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![19-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/5000000/4010000/4002600/4002581/28557bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Herencia Hotel

Old San Juan

9.2/10

Wonderful

(823)

"Great rooms, location and friendly staff. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Silvino

CA $249

CA $283 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/San-Juan-Hotels-Villa-Herencia-Hotel.h4002581.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/187ba09f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Balcony Suites](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/84d64379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Room](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/1d066a5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/0452fab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Terraza de San Juan

Old San Juan

8.2/10

Very good

(1002)

"Great staff and location. Perfect"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

NANCY

CA $139

CA $170 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/San-Juan-Hotels-La-Terraza-De-San-Juan.h4257992.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1960000/1950600/1950513/38527439.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/2000000/1960000/1950600/1950513/fe87ff8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bars/lounges, swim-up bar, poolside bar, beach bar](https://images.trvl-media.com/lodging/2000000/1960000/1950600/1950513/f5652bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1960000/1950600/1950513/594a0063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive

Cap Cana

9.4/10

Exceptional

(1004)

"Staff was gracious and attendant. The room, service, and food were splendid. A very wonderful stay! Thank you."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Russell

CA $871

CA $871 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Punta-Cana-Hotels-Sanctuary-Cap-Cana.h1950513.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/10000000/9400000/9394800/9394742/4a516aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9400000/9394800/9394742/0c3f8121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/10000000/9400000/9394800/9394742/w4000h2995x0y0-56ecd5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/10000000/9400000/9394800/9394742/cfe20db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Admiral's Inn and Gunpowder Suites

English Harbour

9.4/10

Exceptional

(167)

"Stunning, with a lot of history! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ballav

CA $351

CA $460 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/English-Harbour-Hotels-Admirals-Inn-And-Gunpowder-Suites.h9394742.Hotel-Information)

![Presidential Suite  | Balcony](https://images.trvl-media.com/lodging/9000000/8130000/8123500/8123414/c4bdef4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Presidential Suite  | Private kitchen](https://images.trvl-media.com/lodging/9000000/8130000/8123500/8123414/1093ce92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/9000000/8130000/8123500/8123414/7144df13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fortaleza Suite  | Private kitchen](https://images.trvl-media.com/lodging/9000000/8130000/8123500/8123414/1c715cb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fortaleza Suites

Old San Juan

9.0/10

Wonderful

(1170)

"Beautiful Room, Beautiful Hotel in Old San Juan"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

CA $178

CA $190 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/San-Juan-Hotels-Fortaleza-Suites.h8123414.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.

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## Top Caribbean Hotel Reviews

![Hotel Rumbao, a Tribute Portfolio Hotel](//images.trvl-media.com/lodging/1000000/50000/48900/48823/c16aa94e_y.jpg)

### Hotel Rumbao, a Tribute Portfolio Hotel

10/10 Excellent

"Clean room. Friendly staff. security. good food and walking distance to Old San Juan. "

[](https://expedia.ca/San-Juan-Hotels-Sheraton-Old-San-Juan-Hotel.h48823.Hotel-Information)

![Renaissance Wind Creek Aruba Resort](//images.trvl-media.com/lodging/1000000/30000/28400/28399/816cc91c_y.jpg)

### Renaissance Wind Creek Aruba Resort

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ Absolutely Amazing Stay at Renaissance Wind Creek Aruba Resort! Everything about this resort was truly top-notch! From the moment we arrived, the staff went above and beyond — always friendly, attentive, and genuinely happy to help. The entire property was spotless, beautifully maintained, and filled with good vibes all around. We loved every part of our stay — from relaxing at the stunning Okeanos Spa and our private cabana by the water, to watching the beautiful flamingos up close on the private island. It was pure paradise! Even the casino was a blast (even though we didn’t win this time 😉). This resort truly captures the spirit of Aruba — the Happy Island! 🏝️ We’re already dreaming of coming back again soon. Highly recommend to anyone looking for the perfect mix of luxury, fun, and relaxation! 💛✨"

[](https://expedia.ca/Oranjestad-Hotels-Renaissance-Aruba-Resort-Casino.h28399.Hotel-Information)

![Hotel El Convento](//images.trvl-media.com/lodging/1000000/30000/23200/23106/12be56a3_y.jpg)

### Hotel El Convento

10/10 Excellent

"Courtyard … saved us in the pouring rain. Food was so-so but we had bumped into a wedding that put a strain on things. We were a family party of 10. Satisfied. A room temp issue was rectified by immediately changing our room and giving us a token credit. Appreciated but not requested. "

[](https://expedia.ca/San-Juan-Hotels-Hotel-El-Convento.h23106.Hotel-Information)

![Renaissance Santo Domingo Jaragua Hotel & Casino](//images.trvl-media.com/lodging/1000000/30000/22500/22498/dbbd0fab_y.jpg)

### Renaissance Santo Domingo Jaragua Hotel & Casino

10/10 Excellent

"Everything was excellent even i left my passport at room and call hotel from airport to see if they findit and they send a taxi with security from hotel and deliver my passport to airport service was excellent 5 star for me"

[](https://expedia.ca/Santo-Domingo-Hotels-Renaissance-Santo-Domingo-Jaragua-Hotel-Casino.h22498.Hotel-Information)

![Sheraton Santo Domingo Hotel](//images.trvl-media.com/lodging/1000000/30000/23100/23011/040172a2_y.jpg)

### Sheraton Santo Domingo Hotel

10/10 Excellent

"Clean room! Great friendly staff!"

[](https://expedia.ca/Santo-Domingo-Hotels-Sheraton-Santo-Domingo-Hotel.h23011.Hotel-Information)

![Renaissance Wind Creek Curacao Resort](//images.trvl-media.com/lodging/3000000/2360000/2351400/2351342/b80bf129_y.jpg)

### Renaissance Wind Creek Curacao Resort

10/10 Excellent

"The property and treatment of the staff was incredible , and we will most definitely be returning "

[](https://expedia.ca/Willemstad-Hotels-Renaissance-Curacao-Resort-Casino.h2351342.Hotel-Information)

![La Concha Resort, Puerto Rico, Autograph Collection](//images.trvl-media.com/lodging/2000000/1770000/1760300/1760259/22470d47_y.jpg)

### La Concha Resort, Puerto Rico, Autograph Collection

10/10 Excellent

"Excellent!"

[](https://expedia.ca/San-Juan-Hotels-La-Concha-Renaissance-San-Juan-Resort.h1760259.Hotel-Information)

![The Reef at Atlantis](//images.trvl-media.com/lodging/2000000/1790000/1782700/1782699/62298272_y.jpg)

### The Reef at Atlantis

10/10 Excellent

"BEST VACATION EVER"

[](https://expedia.ca/Nassau-Hotels-The-Reef-At-Atlantis.h1782699.Hotel-Information)

![Boutique Hotel Palacio](//images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/66551567_y.jpg)

### Boutique Hotel Palacio

10/10 Excellent

"Great location, clean room "

[](https://expedia.ca/Santo-Domingo-Hotels-Boutique-Hotel-Palacio.h1817661.Hotel-Information)