Exclusive Windward Islands Vacation Deals

Windward Islands vacation package deals

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

The LEEF Hotel

2 out of 5
Citrus Grove
Price was $558, price is now $245 per person
$245
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
This hotel includes free WiFi in public areas and a virtual front desk. Take advantage of the self parking.
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $2,018, price is now $935 per person
$935
per person
Feb 12 - Feb 16
just found
Roundtrip non-stop flight included
Denver (DEN) to Miami (MIA)
This luxury hotel features a private beach, a full-service spa, and a marina. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and families will appreciate the picnic area.
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
South of Wilshire
Price was $1,220, price is now $577 per person
$577
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip flight included
Denver (DEN) to Los Angeles (LAX)
Self parking is available and the hotel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. A garden is also provided.
One Bedroom | 1.5 Baths & Living Room | Jet Tub – Palms Place StripSuite

One Bedroom | 1.5 Baths & Living Room | Jet Tub – Palms Place StripSuite

4.5 out of 5
Price was $3,340, price is now $1,606 per person
$1,606
per person
Feb 9 - Feb 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Las Vegas (LAS)
A casino, a full-service spa, and 2 indoor pools are all featured at this smoke-free aparthotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free valet parking. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Westgate Flamingo Bay Resort

Westgate Flamingo Bay Resort

4 out of 5
Spring Valley
Save 100% on your flight
Price was $1,338, price is now $650 per person
$650
per person
Feb 19 - Feb 25
found 10 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Las Vegas (LAS)
This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, a terrace, and a grocery/convenience store are also on offer.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $1,189, price is now $586 per person
$586
per person
Feb 20 - Feb 23
found 10 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.

Frequently asked questions

How much are vacation packages to Windward Islands?
The perfect $245 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.
Pool
All inclusive
Sugar Beach, A Viceroy Resort

Sugar Beach, A Viceroy Resort

5 out of 5
Val des Pitons Soufrière
$1,308 nightly
The price is $1,398 total per night
$1,398 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa, 3 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.
Pool
All inclusive
Sandals St. Vincent and the Grenadines Couples Only

Sandals St. Vincent and the Grenadines Couples Only

4 out of 5
Buccament Bay Valley Kingstown Saint Andrew
A private beach, 12 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Unwind with a drink at one of the 5 bars/lounges and enjoy free perks like buffet breakfast and WiFi in public areas. A coffee shop, a garden, and concierge services are also on offer.
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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.