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Check availability on Caribbean Historic Hotels

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Our top choices for Caribbean historic hotels

Front of property

Hotel El Convento

Hotel El Convento
4.5 star property
Old San Juan
9.0 out of 10, Wonderful, (1,000 reviews)
"Great place"
United States
barbara
The price is ₹23,029
₹30,121 total
includes taxes & fees
7 Jun - 8 Jun
Hotel El Convento
Front of property

Boutique Hotel Palacio

Boutique Hotel Palacio
3.5 star property
Zona Colonial
8.6 out of 10, Excellent, (1,000 reviews)
"The rooms are very homely and quiet and the staff is always great local shops on Conde so very convenient 100%"
United States
Boris
The price is ₹8,133
₹10,411 total
includes taxes & fees
29 May - 30 May
Boutique Hotel Palacio
Bar (on property)

Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel
4.0 star property
Old San Juan
9.0 out of 10, Wonderful, (1,690 reviews)
"Beautiful hotel within walking distance to everything "
United States
Annmarie
The price is ₹20,384
₹26,238 total
includes taxes & fees
21 Jun - 22 Jun
Hotel Rumbao, a Tribute Portfolio Hotel
Rooftop terrace

CasaBlanca Hotel

CasaBlanca Hotel
3.5 star property
Old San Juan
8.6 out of 10, Excellent, (1,504 reviews)
"Clean Great staff Wonderful location"
United States
Ana
The price is ₹9,977
₹11,526 total
includes taxes & fees
1 Jun - 2 Jun
CasaBlanca Hotel
Courtyard

The Gallery Inn

The Gallery Inn
3.0 star property
Old San Juan
8.2 out of 10, Very good, (456 reviews)
"The rooftop bar was beautiful and the ac in the room is a lifesaver."
United States
Owen
The price is ₹16,276
₹19,692 total
includes taxes & fees
4 Jun - 5 Jun
The Gallery Inn
Terrace/patio

Villa Herencia Hotel

Villa Herencia Hotel
3.5 star property
Old San Juan
9.2 out of 10, Wonderful, (864 reviews)
"Great boutique hotel for those that want character and location over luxury and chic. After 3 days in Old San Juan, I loved the central location just off the original Cathedral square. 18th century villa conversion with high ceilings, beautiful interior courtyard and roof deck. Terrific hospitality. "
United States
Michael
The price is ₹12,937
₹14,673 total
includes taxes & fees
1 Jun - 2 Jun
Villa Herencia Hotel
Outdoor pool

La Terraza de San Juan

La Terraza de San Juan
3.5 star property
Old San Juan
8.2 out of 10, Very good, (1,009 reviews)
"Great stay"
United States
Jean
The price is ₹16,258
₹19,847 total
includes taxes & fees
1 Jun - 2 Jun
La Terraza de San Juan
Aerial view

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

Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive
5.0 star property
Cap Cana
9.2 out of 10, Wonderful, (1,000 reviews)
"Food excellent, staff friendly"
United States
Daniel
The price is ₹54,549
₹54,549 total
includes taxes & fees
10 Jun - 11 Jun
Sanctuary Cap Cana, a Luxury Collection Resort, Dominican Republic, Adult All-Inclusive
Aerial view

Admiral's Inn and Gunpowder Suites

Admiral's Inn and Gunpowder Suites
3.5 star property
English Harbour
9.4 out of 10, Exceptional, (181 reviews)
"It was really special to stay in Nelson’s Dockyard. We stayed in the lofts and it was very relaxing. Only downside is the walls are paper thin (old building, I should have expected this) so bring ear plugs or a white noise machine if you’re a light sleeper! Restaurants were great at the hotel and the area is very walkable. There’s a complimentary boat to take you to Galleon Bay, which was a really nice beach."
United States
Whitney
The price is ₹24,878
₹32,552 total
includes taxes & fees
29 May - 30 May
Admiral's Inn and Gunpowder Suites
Presidential Suite | Balcony

Fortaleza Suites

Fortaleza Suites
3.5 star property
Old San Juan
8.8 out of 10, Excellent, (1,292 reviews)
"Great place to stay. Beautiful & good location."
United States
Luz
The price is ₹11,757
₹12,580 total
includes taxes & fees
8 Jun - 9 Jun
Fortaleza Suites
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 Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

6/10 Okay
"Highlights: The beach was absolutely beautiful with clean, clear water and well-maintained sand. The food was surprisingly good, and the buffet staff was friendly and attentive throughout our stay. Special recognition to Caudisha and Wilnar, who provided exceptional service. Caudisha was warm, personable, and always made us feel welcomed, while Wilnar was consistently friendly, professional, and accommodating. Both truly enhanced our experience. The location was perfect for exploring local attractions, beaches, and downtown. The alcohol quality was also much better than expected for an all-inclusive resort, and the 24-hour nightclub/bar was a nice adults-only feature. Lowlights: The nightly entertainment lacked diversity and did not feel inclusive of African American guests. Most music centered around rock, Latin, and pop, with very little variety. I would have appreciated more diverse selections or Bahamian music and culture incorporated into the shows. Another major issue was smoking in clearly marked non-smoking areas around the pool bar and lounge spaces. Staff and security frequently saw it happening but did not enforce the rules, which negatively impacted the experience for non-smoking guests. Restaurant reservations were extremely difficult to get at reasonable times. The resort also needs maintenance upgrades, including broken pool tiles, rusted speakers, and chipped paint in common areas. While the rooms were updated, the furniture still felt outdated."
Errick 4-night trip
Posted 5 hours ago
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive