Windward Islands Holidays
Top Windward Islands Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Log Comfort 3
Lower Vailsburg
HK$4,323
per person
15 Nov - 18 Nov
found 2 hours ago
Return flight included
Seattle (SEA) to New York (JFK)
8/10 Very good! (1 review)
The host was wonderful and very responsive. She even offers extended check out which was great. The listing could be a bit more detailed on the apartment. It appears to be a place to rent rooms but the whole apartment was offered. There is a camera IN the apartment which was very uncomfortable as I felt like I could not get comfortable for the time I was there and being watched I could not enjoy the living room. Other than that I have no complaints.
Reviewed on 3 Aug 2026
Hotel Riu Plaza New York Times Square
Manhattan
HK$7,433
per person
15 Nov - 18 Nov
found 3 hours ago
Return flight included
Seattle (SEA) to New York (JFK)
9/10 Wonderful! (3,389 reviews)
Room was clean and front desk staff were awesome! Breakfast was delicious and well organized with a lot of food choices
Reviewed on 5 Oct 2026
Hotel St. James
Manhattan
HK$5,403
per person
15 Nov - 18 Nov
found 3 hours ago
Return flight included
Seattle (SEA) to New York (JFK)
8.8/10 Excellent! (8,027 reviews)
Beds were very comfy. The bathtub knobs were reversed.( Hot on right, cold on the left), Very nice check in staff. But if you take their Uber shuttle to the airport the tip is not included. As I was told it was by the front desk staff. Very close to Times Square. Our cleaning staff was very good.
Reviewed on 6 Oct 2026
Stay near popular Windward Islands attractions
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.
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 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.
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
