Title: 10 Historic Hotels in Caribbean for 2026 | 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

![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-Hotels-Historic-Hotel.0-0-d180034-tHistoricHotel.Travel-Guide-Filter-Hotels)

![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)

![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)

![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)

## Check availability on Caribbean Historic Hotels

Tonight

[Dec 23 - Dec 24](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-12-23&endDate=2025-12-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-12-24&endDate=2025-12-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6022969&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Caribbean historic hotels

![Front of property](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/e387c3ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/0be7ccf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden Terrace](https://images.trvl-media.com/lodging/1000000/30000/23200/23106/218c3624.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)

### Hotel El Convento

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

Old San Juan

9.0/10

Wonderful

(1002)

"Fantastic place, location, room, and staff."

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

John

CA $350

CA $457 total

includes taxes & fees

Dec 25 - Dec 26

[](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)

![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1820000/1817700/1817661/071394f7.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/2000000/1820000/1817700/1817661/82260b8e.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

(1003)

"It is a great hotel"

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

Linda

CA $118

CA $152 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/e74ed2f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/1000000/50000/48900/48823/a7122485.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)

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

### Hotel Rumbao, a Tribute Portfolio Hotel

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

Old San Juan

9.0/10

Wonderful

(1403)

"Room clean and friendly staff!"

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

Arnaldo

CA $287

CA $371 total

includes taxes & fees

Dec 24 - Dec 25

[](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)

![Ballroom](https://images.trvl-media.com/lodging/4000000/3010000/3009200/3009193/47eefe4b.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)

![Deluxe Room, 1 Queen Bed](https://images.trvl-media.com/lodging/4000000/3010000/3009200/3009193/832f0de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CasaBlanca Hotel

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

Old San Juan

8.8/10

Excellent

(1476)

"Good location and friendly staff"

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

Paulina

CA $181

CA $210 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Courtyard](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/1eaa6acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/caa41596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Banquet hall](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/62782860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/3000000/2600000/2595400/2595374/4e8f595b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gallery Inn

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

Old San Juan

8.4/10

Very good

(380)

"Beautiful place to stay before our cruise "

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

Tom

CA $260

CA $314 total

includes taxes & fees

Jan 19 - Jan 20, 2026

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

![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4010000/4002600/4002581/d0a750d6.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)

![Hallway](https://images.trvl-media.com/lodging/5000000/4010000/4002600/4002581/b646ea87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/5000000/4010000/4002600/4002581/90b1a1fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Herencia Hotel

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

Old San Juan

9.2/10

Wonderful

(833)

"Great rooms, location and friendly staff. "

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

Silvino

[](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)

![Premium bedding, down comforters, individually decorated](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/b73a4fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Two Room Suites ](https://images.trvl-media.com/lodging/5000000/4260000/4258000/4257992/969b9ea3.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

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

Old San Juan

8.2/10

Very good

(1003)

"Would stay again very walkable with the charm of old san juan"

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

Jasmine

[](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)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1960000/1950600/1950513/4906ed7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1960000/1950600/1950513/c37565c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 1 King Bed, Balcony (Oceanside) | Property amenity](https://images.trvl-media.com/lodging/2000000/1960000/1950600/1950513/ee314b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Cap Cana

9.4/10

Exceptional

(1008)

"Beautiful location Great staff - Berlin is the man "

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

Clarion

CA $976

CA $976 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](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)

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

![Aerial view](https://images.trvl-media.com/lodging/10000000/9400000/9394800/9394742/a56b7a60.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)

### Admiral's Inn and Gunpowder Suites

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

English Harbour

9.4/10

Exceptional

(169)

"Beautiful and relaxing"

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Danielle

CA $421

CA $548 total

includes taxes & fees

Dec 27 - Dec 28

[](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)

![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  | Living room](https://images.trvl-media.com/lodging/9000000/8130000/8123500/8123414/131620d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fortaleza Suite ](https://images.trvl-media.com/lodging/9000000/8130000/8123500/8123414/294e041a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fortaleza Suites

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

Old San Juan

9.0/10

Wonderful

(1209)

"Staff, nice and accessible accommodation "

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

Obed

CA $315

CA $337 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

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## Top Caribbean Hotel Reviews

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

### Hotel Rumbao, a Tribute Portfolio Hotel

10/10 Excellent

"Great room, excellent staff. Centrally located "

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

"Great location and amenities"

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

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

### Renaissance Wind Creek Aruba Resort

10/10 Excellent

"Our server I think her name was Katy was amazing. The food was delicious. I would not recommend the buffet but Blue and L.G. Smirh steakhouse were great. Jonathon booked our excursion. I would definitely recommend "

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

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

### Renaissance Wind Creek Curacao Resort

10/10 Excellent

"Staff"

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

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

### The Reef at Atlantis

10/10 Excellent

"Beautiful area will definitely stay again "

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

"We had a wonderful time here the only bad thing was the wind. It had nothing to do with the hotel. We hopefully return in the future."

[](https://expedia.ca/Nassau-Hotels-Riu-Palace-Paradise-Island-All-Inclusive-Adults-Only.h1039.Hotel-Information)

![The Coral at Atlantis](https://images.trvl-media.com/lodging/1000000/470000/460500/460427/ccfe6f2c_y.jpg)

### The Coral at Atlantis

10/10 Excellent

"This experience was perfection, and I look forward to returning "

[](https://expedia.ca/Nassau-Hotels-The-Coral-At-Atlantis.h460427.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

"Danielle the house keeper was amazing! Very helpful with everything we needed even outside of keeping iur room clean"

[](https://expedia.ca/Nassau-Hotels-The-Royal-At-Atlantis.h460429.Hotel-Information)

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

### Renaissance Santo Domingo Jaragua Hotel & Casino

10/10 Excellent

"Eevrything !! Had not stayed there in years and found it remodelled revamped and the staff… as always magnificent"

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