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Historic Hotels in Caribbean

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Featured Caribbean Historic Hotels

Hotel El Convento
Hotel El Convento
4.5 out of 5
100 Cristo St, San Juan
The price is $301 per night from Dec 16 to Dec 17
$301
includes taxes & fees
Dec 16 - Dec 17
Book a stay at this boutique hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
Hotel El Convento
Boutique Hotel Palacio
Boutique Hotel Palacio
3.5 out of 5
Calle Duarte 106, Santo Domingo, Distrito Nacional
The price is $108 per night from Nov 18 to Nov 19
$108
includes taxes & fees
Nov 18 - Nov 19
Stay at this 3.5-star business-friendly hotel in Santo Domingo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Boutique Hotel Palacio
Hotel Rumbao, a Tribute Portfolio Hotel
Hotel Rumbao, a Tribute Portfolio Hotel
4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
The price is $218 per night from Nov 25 to Nov 26
$218
includes taxes & fees
Nov 25 - Nov 26
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Hotel Rumbao, a Tribute Portfolio Hotel
CasaBlanca Hotel
CasaBlanca Hotel
3.5 out of 5
316 Calle Fortaleza, San Juan
The price is $134 per night from Nov 20 to Nov 21
$134
includes taxes & fees
Nov 20 - Nov 21
Stay at this 3.5-star hotel in San Juan. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff ...
CasaBlanca Hotel
The Gallery Inn
The Gallery Inn
3 out of 5
204-206 Norzagaray, Old San Juan, San Juan
Stay at this 3-star hotel in San Juan. Enjoy a rooftop terrace, parking (surcharge), and daily housekeeping. Popular attractions Port of San Juan and Pan American ...
The Gallery Inn
Villa Herencia Hotel
Villa Herencia Hotel
3.5 out of 5
23 Cll Caleta Las Monjas, San Juan
The price is $140 per night from Nov 18 to Nov 19
$140
includes taxes & fees
Nov 18 - Nov 19
Stay at this 3.5-star boutique hotel in San Juan. Enjoy free WiFi, daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular ...
Villa Herencia Hotel
La Terraza de San Juan
La Terraza de San Juan
3.5 out of 5
262 Calle del Sol, Viejo San Juan, San Juan
The price is $189 per night from Nov 18 to Nov 19
$189
includes taxes & fees
Nov 18 - Nov 19
Stay at this 3.5-star hotel in San Juan. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
La Terraza de San Juan
Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive
Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive
5 out of 5
Blvd Zona Hotelera, Playa Juanillo, Cap Cana, Punta Cana, La Altagracia
The price is $560 per night from Nov 19 to Nov 20
$560
includes taxes & fees
Nov 19 - Nov 20
Stay at this 5-star luxury resort in Punta Cana. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive
Admiral's Inn and Gunpowder Suites
Admiral's Inn and Gunpowder Suites
3.5 out of 5
Nelson's Dockyard, English Harbour, Antigua
The price is $315 per night from Nov 21 to Nov 22
$315
includes taxes & fees
Nov 21 - Nov 22
Stay at this 3.5-star beach hotel in English Harbour. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Admiral's Inn and Gunpowder Suites
Fortaleza Suites
Fortaleza Suites
3.5 out of 5
315 Calle Fortaleza, Old San Juan, San Juan
The price is $155 per night from Nov 18 to Nov 19
$155
includes taxes & fees
Nov 18 - Nov 19
Stay at this 3.5-star guesthouse in San Juan. Enjoy free WiFi, a 24-hour front desk, and laundry facilities. Our guests praise the helpful staff and the clean ...
Fortaleza Suites
Caribe Hilton
Caribe Hilton
4.5 out of 5
1 San Geronimo Street, San Juan
The price is $346 per night from Nov 18 to Nov 19
$346
includes taxes & fees
Nov 18 - Nov 19
Book a stay at this beach resort in San Juan. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Caribe Hilton
Copper and Lumber Store Hotel
Copper and Lumber Store Hotel
3 out of 5
Nelsons Dockyard, English Harbour, Antigua
The price is $308 per night from Nov 18 to Nov 19
$308
includes taxes & fees
Nov 18 - Nov 19
Stay at this 3-star beach hotel in English Harbour. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Copper and Lumber Store Hotel
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.

Historic Hotels in Caribbean

If you’re looking for your Caribbean getaway to go down in history as the best vacay ever, you’ve got some noteworthy options to consider when it comes to where to stay. You could book a legendary or even luxury historic hotel for your trip with opulent extras. You’re probably thinking you’ll have to spend monumental money for a stately historical spot, but you may want to keep a fainting couch nearby—you’ll be shocked by what you can get for less gold bullion than you expected. Or modern cash. Whatever’s on hand.

Historically Great Spots

If you’re looking to do some R & R at one of the top historic hotels in America and don’t want to blow a stack of Benjamins while you’re at it, you’re in luck—you can stay at some of the best historic hotels in Caribbean by booking a Hotwire Hot Rate hotel deal, even if you’re historically short on time. In fact, you could save up to 60% versus booking a listed rate two weeks earlier, so locking down that 4-star place at a 2-star price is no historic feat.

A Little Mystery in Your History

You can get way more than you bargained for when you book a Hotwire Hot Rate historic hotel deal in Caribbean instead of just booking any old hotel for your trip. Not only can you get a deal for the history books when you reserve a Hot Rate, you can filter hotels by what matters most to you for your last-minute Caribbean getaway, including price, amenities, and reviews.

Frequently Asked Questions About Historic Hotels

What is a historic hotel like in Caribbean?

Looking to take in the legendary sights and sounds of the Caribbean historic district? There’s no better way to truly immerse yourself than with a stay at one of Caribbean’s historic inns and hotels. (And if you’re really lucky, that immersion includes a hot bath in a clawfoot tub.) Go ahead and save while you soak and book a Hotwire Hot Rate historic hotel deal.

How much is a hotel room at a historic hotel?

You may think you’ll have to pay a pretty penny for a historic last-minute hotel. Or just let history repeat itself by settling for a cheap hotel when you get to Caribbean, . But thanks to Hotwire Hot Rates, you can score a fantastic historic hotel for way less cash, even at the last minute. You could be staying at the best historic hotels in Caribbean for as low as $108. A win for the ages.

What is the difference between a historic hotel and a traditional hotel?

Historic hotels are at least 50 years old and often feature sweeping architecture and ambience. Some of the most historic hotels of the world have even been designated as historic landmarks. Staying in one of these storied spots in Caribbean is sure to give you an extra layer of interest for your vacay tales.