
Windward Islands Holidays
Top Flight + Hotel Deals in Windward Islands
Price found within the past 48 hours. Click for updated prices.

Catone District Hotel
Rome City Centre
Save 100% on your flight
Price was €517, price is now €320 per person
€320
per person
21 Jun - 24 Jun
found 1 day ago
Return flight included
Dublin (DUB) to Rome (FCO)
8/10 Very Good! (596 reviews)
I feel as if we should have received a refund for at least one night. Out of the four night stay, the power went out for an hour the second night, and we had no hot water for the rest of the stay. Offering a return for the portion of the trip that we could not shower would display a huge amount of trust to future clients.
I will say that the staff was very kind and helpful, but the owner needs to revisit this scenario and do what is right.
Reviewed on 14 Jan 2026

Grand Hotel Olympic
Rome City Centre
Save 100% on your flight
Price was €1,046, price is now €498 per person
€498
per person
7 Aug - 14 Aug
found 19 hours ago
Return flight included
Dublin (DUB) to Rome (FCO)
7.6/10 Good! (1,104 reviews)
Fantastically helpful lady on front desk (just returned from time off), clean good sized family room, nice breakfast, great location. Would recommend and family friendly. Only downside was no kettle in our room and the total has no bar or ability to buy drinks/snacks outside of breakfast hours which, after a lot of walking each day, was missed.
Reviewed on 17 May 2026

Hotel Riu Plaza New York Times Square
Manhattan
Save 100% on your flight
Price was €2,667, price is now €1,669 per person
€1,669
per person
10 Jul - 17 Jul
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,014 reviews)
Very clean. A very good free buffet breakfast.
Reviewed on 18 May 2026

Hotel La Rovere
Rome City Centre
Save 100% on your flight
Price was €889, price is now €589 per person
€589
per person
7 Aug - 14 Aug
found 19 hours ago
Return flight included
Dublin (DUB) to Rome (FCO)
9/10 Wonderful! (708 reviews)
The décor in the room was a bit funky, but it was clean and spacious. The breakfast was great and the staff was very helpful. To get to the hotel, you had to walk down a sketchy set of stairs. We never felt unsafe, but there was broken glass and garbage on the stairs every day. It was a good location and walked easily to the Vatican and the Colleseum.
Reviewed on 16 May 2026

Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
Price was €2,415, price is now €1,654 per person
€1,654
per person
10 Jul - 17 Jul
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,482 reviews)
Good staff; convenient location
Reviewed on 18 May 2026
Top hotels in Windward Islands

Coconut Bay Beach Resort & Spa All Inclusive
Eau Piquant Vieux Fort
9.2/10 Wonderful! (1,018 reviews)
"The people and staff are the nicest human beings I’ve ever met! The resort has it all for families."
Reviewed on 17 May 2026

Radisson Grenada Beach Resort
Grand Anse St. George's
Fully refundable
The price is €268 per night from 25 May to 26 May
€268
25 May - 26 May
includes taxes & fees
8.4/10 Very Good! (1,607 reviews)
"Le service, ainsi que la propreté de l’hôtel était impeccable. Les employés étaient très gentils et serviables."
Reviewed on 18 May 2026

Siesta Hotel
Morne Rouge Street St. George's
The price is €90 per night from 20 May to 21 May
€90
20 May - 21 May
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"The hotel is clean, but can benefit from an upgrade in some areas,one of the locks on the door to my room wasn't locking even though the maintenance technician said he would have fixed it. The staff are friendly and keeps the hotel clean and tidy,but some don't understand English very well , which ..."
Reviewed on 18 May 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.
Popular places to visit

Gros Piton
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.

Anse Chastanet Beach
Enjoy a pleasant Caribbean beach day surrounded by abundant natural beauty. Relax sunbathing on dark sand and snorkeling in crystal-clear waters.

Jalousie Beach
Come to this beautiful Caribbean beach for breathtaking views, white sand and some of the best snorkeling around St. Lucia island.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
