Windward Islands Vacations from ￥178,805
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The Latest Windward Islands Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Mercure Eur Roma West
Tor de' Cenci
￥178,805
per person
Dec 25 - Dec 30
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Rome (FCO)
8/10 Very Good! (818 reviews)
Unfortunately, we got there late and we only got to sleep and wake up early in the morning to catch our flight, but it was a beautiful hotel, clean modern and relatively close to Rome airport
Reviewed on Sep 17, 2026
Find the Best Windward Islands Vacation Packages
Windward Islands Hotel Deals
Siesta Hotel
Morne Rouge Street St. George's
￥13,215
￥15,859 total
Oct 24 - Oct 25
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Rooms were keep clean always, staff most of them friendly, breakfast was not the greatest some of the things I ordered were not available. Management was great."
Reviewed on Oct 2, 2026
Secrets St. Lucia Resort & Spa All Inclusive Adults Only
1 Choc Bay Gros Islet
Fully refundableReserve now, pay when you stay
￥126,119
￥126,119 total
Oct 6 - Oct 7
includes taxes & fees
Coconut Bay Beach Resort & Spa All Inclusive
Eau Piquant Vieux Fort
9.2/10 Wonderful! (1,169 reviews)
"Friendly staff"
Reviewed on Sep 30, 2026
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.
Stay near popular Windward Islands attractions
Photo by Catherine Carroll
Grand Anse Beach
9.6/10 (1,447 reviews)
If a restful vacation is part of your travel plans, Grand Anse Beach might be the perfect place to seek out during your trip to Grand Anse. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
Gros Piton
9.6/10 (803 reviews)
Explore one of the most famous sites in Soufrière, a gigantic volcanic peak rising from the sea that attracts visitors from all over the world.
Reduit Beach
9.0/10 (1,288 reviews)
Ride a Jet Ski, laze on the sand and enjoy a cool drink at the bar on this scenic beach set against a backdrop of verdant hills.
Anse Chastanet Beach
9.2/10 (538 reviews)
Enjoy a pleasant Caribbean beach day surrounded by abundant natural beauty. Relax sunbathing on dark sand and snorkeling in crystal-clear waters.
Photo by Davz
Sandy Beach
7.8/10 (211 reviews)
If a restful vacation is part of your travel plans, Sandy Beach might be the perfect place to seek out during your trip to Vieux Fort. While in this romantic area, you can savor the top-notch restaurants.
Marigot Bay
8.8/10 (598 reviews)
Commune with nature and explore the great outdoors at Marigot Bay during your travels in Marigot Bay. While in this relaxing area, you can savor the top-notch restaurants.
Pointe du Bout Beach
8.4/10 (376 reviews)
If a restful vacation is part of your travel plans, Pointe du Bout Beach might be the perfect place to seek out during your trip to Pointe du Bout.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
