Lesser Antilles Luxury Holidays

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Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, St. Thomas
The Westin St. John Resort Villas
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Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, St. Thomas
Don't see what you're looking for?
See all available trips from Boston to Lesser Antilles
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Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, St. Thomas
The Westin St. John Resort Villas
Don't see what you're looking for?
See all available trips from Boston to Lesser Antilles
View all trips
Zemi Beach House, LXR Hotels & Resorts

Zemi Beach House, LXR Hotels & Resorts

5 out of 5
Shoal Bay East Shoal Bay
  • 33 min drive from Oyster Bay Marina
Stay at this luxury resort in Shoal Bay. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.6/10 Exceptional! (254 reviews)
Wonderful, friendly staff, delicious food choices, clean rooms

Reviewed on 24 Feb 2026

Zemi Beach House, LXR Hotels & Resorts
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
1A Rhine Rd. Lowlands
  • 13 min drive from Oyster Bay Marina
Stay at this luxury resort in Lowlands. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (1,006 reviews)
Clean room and the view looks out to the beach and the pool. staff are nice.

Reviewed on 10 Mar 2026

Sonesta Ocean Point All Inclusive, Adults Only Resort
Four Seasons Resort and Residences Anguilla

Four Seasons Resort and Residences Anguilla

5 out of 5
Barnes Bay West End Village
  • 26 min drive from Oyster Bay Marina
Stay at this luxury resort in West End Village. Enjoy free Wi-Fi, free parking and 3 outdoor pools. Our guests praise the helpful staff in their reviews. Popular ...
9.6/10 Exceptional! (247 reviews)
Great Service!!!

Reviewed on 4 Feb 2026

Four Seasons Resort and Residences Anguilla
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.