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Featured Caribbean Historic Hotels

Luca Hotel
Luca Hotel
3.5 out of 5.0 Calle 19 de marzo No.164, Ciudad Colonial, Santo Domingo, Distrito Nacional
4.8/5 (13 reviews)

This property is in a great location. It has a beautiful courtyard, perfect for relaxing. The room was clean and air conditioned, a luxury in the Dominican Republic! Everything was really well designed - the rainfall showerhead in the bathroom was top notch! The staff was friendly and accommodating ...

Reviewed on Apr 21, 2019
Luca Hotel features a spa tub, a rooftop terrace, and free WiFi in public areas. There's free parking, and an airport shuttle (available 24 hours) for USD 50 ...
HistoricalGardensFamily Friendly
Hotel El Convento
Hotel El Convento
4.5 out of 5.0 100 Cristo St, San Juan
Free Cancellation
$164
4.7/5 (80 reviews)

Great location. Also great ambiance with the open courtyard and rooftop terrace. Some aspects of service were disappointing for the price (one set of towels for two people, mediocre bathroom toiletries, no recycling). Also the phone didn’t work.

Reviewed on Mar 5, 2020
At Hotel El Convento, guests enjoy features like an outdoor pool, a fitness center, and free WiFi in public areas. Valet parking is offered for USD 20 per day. ...
HistoricalDiningTours
Villa Herencia Hotel
Villa Herencia Hotel
3.5 out of 5.0 23 Cll Caleta Las Monjas, San Juan
Free Cancellation
$84
4.6/5 (39 reviews)

Absolutely beautiful! Comfortable. Convenient. I would definitely stay here again!

Reviewed on Sep 21, 2020
At Villa Herencia Hotel, guests have access to free WiFi in public areas, a meeting room, and a library. The front desk has multilingual staff that can help ...
HistoricalWalkingDining
CasaBlanca Hotel
CasaBlanca Hotel
3.5 out of 5.0 316 Calle Fortaleza, San Juan
Free Cancellation
$99
4.5/5 (53 reviews)

It was amazing. The staffs were friendly, professional, attentive and helpful. I admire how strict they are about the wearing the mask and they had sanitizer stand inside their elevator and at the main Door. I like that they followed COVID rules I love that each room control their own AC. This 500 ...

Reviewed on Oct 1, 2020
At CasaBlanca Hotel, guests have access to a rooftop terrace, free WiFi in public areas, and a computer station. There's discounted offsite parking and limo/town ...
HistoricalDiningAir Conditioning
Admiral's Inn and Gunpowder Suites
Admiral's Inn and Gunpowder Suites
3.5 out of 5.0 Nelson's Dockyard, English Harbour, Antigua
$166
4.5/5 (2 reviews)

Beautiful setting. Gracious staff. Lovely historical buildings renovated into pleasant functional quarters. Old world style with modern amenities. Really well conceived & thoughtful concept. The current owner’s renovation is superlative given the restrictions of buildings on a UNESCO historical ...

Reviewed on Mar 25, 2018
Guests of Admiral's Inn and Gunpowder Suites enjoy an outdoor pool, free WiFi in public areas, and a meeting room. You can take advantage of limited parking, ...
HistoricalDiningPool
Sanctuary Cap Cana, All-Inclusive Adult Resort
Sanctuary Cap Cana, All-Inclusive Adult Resort
5.0 out of 5.0 Blvd Zona Hotelera, Playa Juanillo, Cap Cana, Punta Cana, La Altagracia
Free Cancellation
$359
4.5/5 (86 reviews)

The resort and grounds are beautiful! The staff was friendly and efficient in most everything. The property is easy to navigate and fairly quiet when you want to relax and rest. My only dislike was the teppanyaki place “wok”. The food was very very overcooked and then drowned in sauce that was all ...

Reviewed on Feb 29, 2020
Sanctuary Cap Cana, All-Inclusive Adult Resort features a private beach, a full-service spa, and 5 outdoor pools. There's free valet parking if you drive. The ...
HistoricalMarinaDining
The Gallery Inn
The Gallery Inn
3.0 out of 5.0 204-206 Norzagaray, Old San Juan, San Juan
Free Cancellation
$125
4.4/5 (7 reviews)

Incredibly charming historical restoration of six centuries-old San Juan houses.

Reviewed on Mar 14, 2020
Guests staying at The Gallery Inn enjoy an outdoor pool, a rooftop terrace, and free WiFi in public areas. Self parking is offered for USD 25 per night. The ...
HistoricalGardensBar
La Terraza de San Juan
La Terraza de San Juan
3.5 out of 5.0 262 Calle del Sol, Viejo San Juan, San Juan
$91
4.3/5 (47 reviews)

Overall very charming and classic. The infinity pool was very nice. No coffee maker in room, but there was a refrigerator. They would make coffee in the lobby. We visited with CoronaVirus precautions, so thing were a little abnormal. Great location. Air conditioning was very nice. Staff was very ...

Reviewed on Jun 18, 2020
At La Terraza de San Juan, guests have access to an outdoor pool, a rooftop terrace, and free WiFi in public areas. Offsite parking is available for a fee. The ...
HistoricalAir ConditioningBar
Boutique Hotel Palacio
Boutique Hotel Palacio
3.5 out of 5.0 Calle Duarte 106, Santo Domingo, Distrito Nacional
Free Cancellation
$70
4.3/5 (44 reviews)

Have stayed at this hotel more than 1/2 dozen times and am always enamored. I do hope that in the future they will screen certain guests more closely. And also provide security to curtail rioty & awful loud behaviors from the same.

Reviewed on Nov 4, 2019
Guests of Boutique Hotel Palacio have access to an outdoor pool, a fitness center, and a sauna. Airport transportation is made easy with an airport shuttle (available ...
HistoricalDiningAir Conditioning
Monastery Art Suites
Monastery Art Suites
3.5 out of 5.0 250 Calle del Cristo, San Juan
4.2/5 (19 reviews)

This hotel it is an excellent location and lovely place

Reviewed on Feb 16, 2020
Guests of Monastery Art Suites enjoy a rooftop terrace, free WiFi in public areas, and a meeting room. The front desk has multilingual staff that can help with ...
HistoricalAir ConditioningWalking
Fortaleza Suites
Fortaleza Suites
3.5 out of 5.0 315 Calle Fortaleza, Old San Juan, San Juan
Free Cancellation
$69
4.2/5 (34 reviews)

The staff was very friendly the bed was comfortable and the location is unique

Reviewed on Aug 9, 2020
Guests of Fortaleza Suites enjoy free WiFi in public areas, express check-out, and a terrace. Staff members are on hand to provide concierge services and luggage ...
HistoricalBeachWifi
Sheraton Old San Juan Hotel
Sheraton Old San Juan Hotel
4.0 out of 5.0 100 Brumbaugh Street, San Juan
Free Cancellation
$102
4.2/5 (78 reviews)

Great location in the old city. Wonderful views. Great service. We stayed here during the covid crisis. They had sanitized everything and took temperatures of all entering the building. We got lucky and were given a junior suite which was HUGE!!!

Reviewed on Sep 13, 2020
At Sheraton Old San Juan Hotel, guests enjoy an outdoor pool, a 24-hour health club, and a spa tub. Valet parking is available for USD 25.65 per night. Multilingual ...
HistoricalDiningParking
Caribe Hilton
Caribe Hilton
4.5 out of 5.0 1 San Geronimo Street, San Juan
Free Cancellation
$218
4.0/5 (83 reviews)

Beach was great fun. Many restaurant choices although expensive but good. Friendly staff.

Reviewed on Dec 7, 2019
Caribe Hilton features a private beach, a full-service spa, and 3 outdoor pools. Valet parking is available for USD 32 per night. The 24-hour front desk has ...
HistoricalPoolDining
Hotel Plaza De Armas Old San Juan
Hotel Plaza De Armas Old San Juan
2.0 out of 5.0 Viejo San Juan, San Jose St, 202, Btw San Francisco St and Fortaleza, San Juan
3.5/5 (59 reviews)

Excellent location. Friendly service. Just what we were looking for to explore around and stay the night.

Reviewed on Nov 30, 2019
At Hotel Plaza De Armas Old San Juan, guests have access to free WiFi in public areas and a terrace. You can take advantage of onsite parking for a fee, along ...
HistoricalAir ConditioningTours
The Copper and Lumber Store Historic Inn
The Copper and Lumber Store Historic Inn
3.0 out of 5.0 Nelsons Dockyard, English Harbour, Antigua
$165
Guests staying at The Copper and Lumber Store Historic Inn enjoy free WiFi in public areas, laundry facilities, and wedding services. A stay here includes free ...
HistoricalDiningKitchenette
Map

Uncover the Intrigue of a Caribbean Historic Hotel

Featuring a variety of historic hotels, Caribbean offers travelers a rich tapestry of one-of-a-kind local experiences. Whether you choose opulence or rustic charm, you can embrace life in a different era for a night, a weekend, or an extended stay.

Upgrades and restores
Historic hotels have often been painstakingly restored to reflect their original glory or to update them with a contemporary vibe. You can choose to rough it in humble historic accommodations, or experience the good life in the area's sophisticated restored mansions and original hotels.

Historic hotels allow you to embrace each hotel’s heyday. Sip drinks in a retro bar, relish a candlelit dinner in a lavish dining room, or enjoy a private fire in your own well-appointed suite.

Many historic hotels even feature original grand facades and modern interiors with newly renovated lobbies and rooms. Others have been meticulously restored to reflect every historic detail of the building’s past. Choose how you wish to experience the history of Caribbean!

Get a glimpse of the past at a Caribbean historic hotel
Whether you’re looking for a retro experience or you want something from a different century, a stay at a famous hotel in Caribbean offers an unforgettable escape that will take your vacation to a new and unexpected level.

Discover life in Caribbean from a different perspective with a trip back in time and book your historic hotel stay today.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.