Deals on vacations and trips to Windward Islands
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Windward Islands flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Westgate Flamingo Bay Resort
Spring Valley
Price was $638, price is now $257 per person
$257
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Encore Inn Inglewood
Lockhaven
Price was $2,246, price is now $479 per person
$479
per person
Jul 1 - Jul 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Los Angeles (LAX)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.
Seven Beach Lane
Price was $2,657, price is now $1,194 per person
$1,194
per person
Jun 7 - Jun 12
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
This hotel features a restaurant and 2 bars/lounges. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.
Casablanca Miami Beach
North Beach
Price was $4,138, price is now $1,863 per person
$1,863
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Miami (MIA)
An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. A grocery/convenience store, a communal living room, and express check-out are also on offer.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $27,451, price is now $12,876 per person
$12,876
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to Miami (MIA)
This aparthotel 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.
Top Windward Islands hotels deals
Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort
Gros Islet Gros Islet
Free Cancellation
Reserve now, pay when you stay
$437 nightly
The price is $437 total per night
$437 total
May 12 - May 13
Total with taxes and fees
This all-inclusive property features a full-service spa, a nightclub, and 9 restaurants. Bring the family and enjoy the free kid's club, children's pool, and arcade/game room. Enjoy the 4 outdoor pools and free perks like buffet breakfast and free self parking.
Radisson Grenada Beach Resort
Grand Anse St. George's
Free Cancellation
$208 nightly
The price is $227 total per night
$227 total
May 3 - May 4
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 2 poolside bars and enjoy free perks like full breakfast and free self parking.
Zoetry Marigot Bay - All Inclusive
Marigot Bay Marigot Bay Castries
$505 nightly
The price is $505 total per night
$505 total
Apr 26 - Apr 27
Total with taxes and fees
A full-service spa, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free property. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Unwind with a drink at one of the 4 bars/lounges and enjoy free perks like free self parking and a beach shuttle.
Siesta Hotel
Morne Rouge Street St. George's
$111 nightly
The price is $121 total per night
$121 total
May 1 - May 2
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Free self parking, a coffee shop, and a terrace are also offered.
Coconut Bay Beach Resort & Spa All Inclusive
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.
Royalton Grenada, An Autograph Collection All-Inclusive Resort
Magazine Beach Point Seline St. George's St George's
Free Cancellation
Reserve now, pay when you stay
$414 nightly
The price is $414 total per night
$414 total
Apr 27 - Apr 28
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this all-inclusive hotel. Relax with beach cabanas and beach umbrellas, and enjoy a drink at one of the 2 beachside bars. Bring the family and enjoy the children's club, children's pool, and kid-friendly dining.
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View all propertiesLowest 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
Grand Anse Beach
If a restful vacation is part of your travel plans, Grand Anse Beach might be the perfect place to seek out during your trip to Grand Anse. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
Cruise Terminal
Explore the waterfront in Fort-de-France with a trip to Cruise Terminal. While you're in the area, stroll along the beautiful beaches.
Gros Piton
Explore the great outdoors at Gros Piton and enjoy the mountain views during your trip to Soufrière. Amble around this relaxing area's beautiful beaches and enjoy its top-notch restaurants.
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