Lesser Antilles Beach Holidays

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Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key
€702
per person
8 Nov - 13 Nov
found 1 day ago
Return flight included
New York (NYC) to Philipsburg (SXM)
9.2/10 Wonderful! (1,772 reviews)
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

€1,782
per person
8 Nov - 13 Nov
found 1 day ago
Return flight included
New York (NYC) to Philipsburg (SXM)
8.8/10 Excellent! (1,018 reviews)
Ok

Reviewed on 5 Oct 2026

Holland House Beach Hotel

Holland House Beach Hotel

Downtown Philipsburg
€1,035
per person
8 Nov - 13 Nov
found 1 day ago
Return flight included
New York (NYC) to Philipsburg (SXM)
9.2/10 Wonderful! (1,004 reviews)
It’s okay but there’s definitely better

Reviewed on 7 Oct 2026

La Playa Orient Bay

La Playa Orient Bay

€1,154
per person
8 Nov - 13 Nov
found 1 day ago
Return flight included
New York (NYC) to Philipsburg (SXM)
9.4/10 Exceptional! (788 reviews)
We got a room upgrade upon arrival and it was beautiful! The property is spotless, easy access to the beach and all good restaurants. Plan to come back in the near future.

Reviewed on 18 Sept 2026

Esmeralda Resort

Esmeralda Resort

€928
per person
8 Nov - 13 Nov
found 1 day ago
Return flight included
New York (NYC) to Philipsburg (SXM)
8.6/10 Excellent! (550 reviews)
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Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

€1,782
per person
8 Nov - 13 Nov
found 1 day ago
Return flight included
New York (NYC) to Philipsburg (SXM)
8.8/10 Excellent! (1,018 reviews)
Ok

Reviewed on 5 Oct 2026

Don't see what you're looking for?
See all available trips from New York to Lesser Antilles
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Jolly Beach Antigua - All-inclusive

Jolly Beach Antigua - All-inclusive

Bolans Village, St. Mary's Jolly Harbour Antigua
  • 2 hours drive from Oyster Bay Marina
Enjoy free parking, 2 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. Popular attractions Jolly Beach ...
Jolly Beach Antigua - All-inclusive
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas
  • 4 hours drive from Oyster Bay Marina
Stay at this luxury resort in St. Thomas. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
The Westin St. Thomas Beach Resort & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
  • 10 min drive from Oyster Bay Marina
Stay at this beach resort in Simpson Bay. Enjoy free parking, a beach locale and breakfast (surcharge). Our guests praise the pool and the helpful staff in their ...
Hilton Vacation Club Flamingo Beach St. Maarten
See all 15,271 properties in Lesser Antilles
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.