Windward Islands Holidays

Top Flight + Hotel Deals in Windward Islands

Price found within the past 48 hours. Click for updated prices.
Hotel Genio

Hotel Genio

Rome City Centre
Save 100% on your flight
€268
per person
7 Dec - 10 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Rome (FCO)
8.2/10 Very good! (747 reviews)
Worst hotel experience ever! The elevator was broken throughout our entire stay, making things extremely inconvenient. To make matters worse, the guy at reception tried to charge me twice for the city tax, even though I had already paid it just 10 minutes earlier! Absolutely disappointing. I would not recommend staying here. I will NEVER comeback! I also felt terrible for the poor staff member who had to carry our 23kg luggages from the 3rd floor all the way down to the main floor. Worst experience!

Reviewed on 23 Aug 2026

Hotel Delle Civette

Hotel Delle Civette

Nomentano
€383
per person
5 Nov - 10 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Rome (FCO)
9.6/10 Exceptional! (322 reviews)
Hotel Le Petit

Hotel Le Petit

Rome City Centre
€422
per person
1 Nov - 4 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Rome (FCO)
9/10 Wonderful! (19 reviews)
The staff was so wonderful and lovely breakfast included. Location was walkable from train station and to restaurants and sight seeing

Reviewed on 29 Sept 2026

Harrah’s Las Vegas – A Caesars Rewards Destination

Harrah’s Las Vegas – A Caesars Rewards Destination

Las Vegas Strip
€701
per person
18 Nov - 23 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Las Vegas (LAS)
8.2/10 Very good! (16,681 reviews)
All good

Reviewed on 1 Oct 2026

The William Hotel Midtown, New York

The William Hotel Midtown, New York

Manhattan
Save 100% on your flight
€1,053
per person
5 Nov - 10 Nov
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.4/10 Exceptional! (256 reviews)

Top hotels in Windward Islands

Siesta Hotel

Siesta Hotel

Morne Rouge Street St. George's
€89
13 Oct - 14 Oct
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Lovely views, warm staff"

Reviewed on 28 Sept 2026

Siesta Hotel
Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

1 Choc Bay Gros Islet
Fully refundableReserve now, pay when you stay
€705
2 Oct - 3 Oct
includes taxes & fees
8.8/10 Excellent! (267 reviews)
"Amazing"

Reviewed on 29 Sept 2026

Secrets St. Lucia Resort & Spa All Inclusive Adults Only
Coconut Bay Beach Resort & Spa All Inclusive

Coconut Bay Beach Resort & Spa All Inclusive

Eau Piquant Vieux Fort
9.2/10 Wonderful! (1,169 reviews)
"Friendly staff"

Reviewed on 30 Sept 2026

Get rates
Coconut Bay Beach Resort & Spa All Inclusive
See all 6,889 properties in Windward Islands
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

A beach with two surfboards leaning against a post, a clear blue sky, and calm sea with boats in the distance.
Photo by Catherine Carroll

Grand Anse Beach

9.6/10 (1,447 reviews)
If a restful holiday is part of your travel plans, Grand Anse Beach might be the perfect place to visit during your trip to Grand Anse. Make time to visit the area's shops or simply enjoy its top-notch restaurants.
See properties
A coastal town with colorful houses, a mountain, and a rainbow over the sea.

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.
See properties
A beach with a sandy shore, calm water, and sailboats.

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.
See properties
A terrace with wicker furniture overlooking a coastal landscape with mountains and the ocean.

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.
See properties
A beach at sunset with waves, palm trees, and a silhouette of a person walking.
Photo by Davz

Sandy Beach

7.8/10 (211 reviews)
If a restful holiday is part of your travel plans, Sandy Beach might be the perfect place to visit during your trip to Vieux Fort. While in this romantic area, you can savour the top-notch restaurants.
See properties
A coastal marina with sailboats, surrounded by lush greenery and a hillside with buildings.

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 savour the top-notch restaurants.
See properties

Pointe du Bout Beach

8.4/10 (376 reviews)
If a restful holiday is part of your travel plans, Pointe du Bout Beach might be the perfect place to visit during your trip to Pointe du Bout.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.