Exclusive Windward Islands Vacation Deals

Windward Islands vacation package deals

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

Glendale Hotel

2.5 out of 5
Somerset
per person
Jul 17 - Jul 24
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
Self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Jul 16 - Jul 19
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.
Relais de la Poste

Relais de la Poste

3 out of 5
Rome City Centre
per person
Jun 19 - Jun 22
Roundtrip non-stop flight included
Dallas (DFW) to Rome (FCO)
This inn includes luggage storage and concierge services.
Fairmont Miramar Bungalows

Fairmont Miramar Bungalows

5 out of 5
North of Wilshire
per person
Jul 27 - Aug 3
Roundtrip non-stop flight included
Chicago (ORD) to Los Angeles (LAX)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
Hotel Mancino 12

Hotel Mancino 12

4 out of 5
Rome City Centre
per person
Jun 19 - Jun 22
Roundtrip non-stop flight included
Dallas (DFW) to Rome (FCO)
This hotel features a bar/lounge, free WiFi in public areas, and dry cleaning. There's luggage storage and multilingual staff can provide around-the-clock assistance.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
Jul 18 - Jul 21
Roundtrip flight included
Denver (DEN) to Miami (MIA)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.

Frequently asked questions

How much are vacation packages to Windward Islands?
The perfect $563 package deal can be booked for your next visit to Windward Islands. Why not let Travelocity take all the hassle out of arranging your travel plans? The great part about bundling your flights and hotel is that it’ll save you a tidy sum. And who wouldn’t love a little extra cash to play with?
Where can I get the best vacation package deals for Windward Islands?
Travelocity will be able to help you snag a terrific Windward Islands package deal. With as many as 400 partner airlines and 1,000,000 properties across the globe, we know you’ll be able to put together the perfect itinerary.
Why should I book my Windward Islands vacation bundle with Travelocity?
Savings, support and a stress-free booking are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on round-the-clock support. With the Travelocity Price Match Guarantee, you know you’re getting the best deal available.

Top Windward Islands hotel deals

Coconut Bay Beach Resort & Spa All Inclusive

Coconut Bay Beach Resort & Spa All Inclusive

4 out of 5
Eau Piquant, Vieux Fort
This all-inclusive property features free water park access, a full-service spa, and a nightclub. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, free kid's club, and children's pool.
Breakfast included
Pool
Sugar Beach, A Viceroy Resort

Sugar Beach, A Viceroy Resort

5 out of 5
Val des Pitons, Soufriere
The price is $720 per night
$720
per night
May 20 - May 21
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and enjoy a drink at one of the 2 beachside bars. There's fun for all ages with a children's club and a playground, and in-room childcare is an added bonus.
Pet friendly
Breakfast available
Jade Mountain Resort

Jade Mountain Resort

5 out of 5
1000 Anse Chastanet Road, Soufriere
The price is $2,010 per night
$2,010
per night
Jun 13 - Jun 14
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Relax with a drink at one of the 2 beach bars and enjoy perks like free self parking.
Breakfast available
Pool
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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.

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