Exclusive Windward Islands Vacation Deals

Windward Islands vacation package deals

Price found within the past 48 hours. Click for updated prices.
Aliante Casino & Hotel

Aliante Casino & Hotel

4 out of 5
Aliante Sun City
Save 100% on your flight
Price was $1,121, price is now $554 per person
$554
per person
Apr 25 - May 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Las Vegas (LAS)
This resort features a casino, a full-service spa, and 6 restaurants. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll find 2 coffee shops/cafes and 5 bars/lounges for dining and drinks, and a 24-hour gym is also on site.
Royal Sun Palm Springs

Royal Sun Palm Springs

4 out of 5
Price was $1,191, price is now $557 per person
$557
per person
Apr 12 - Apr 16
found 5 hours ago
Roundtrip flight included
Minneapolis (MSP) to Los Angeles (LAX)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, express check-out, and luggage storage are also on offer.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was $2,043, price is now $956 per person
$956
per person
Mar 7 - Mar 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
Price was $1,237, price is now $590 per person
$590
per person
Apr 12 - Apr 18
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

4.5 out of 5
Hollywood
Price was $2,080, price is now $1,017 per person
$1,017
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Los Angeles (LAX)
A rooftop terrace, self parking, and laundry facilities are featured at this aparthotel. A virtual front desk are provided for your convenience.
Westgate Flamingo Bay Resort

Westgate Flamingo Bay Resort

4 out of 5
Spring Valley
Save 100% on your flight
Price was $1,539, price is now $774 per person
$774
per person
Mar 10 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Frequently asked questions

How much are vacation packages to Windward Islands?
The perfect $554 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

Radisson Grenada Beach Resort

Radisson Grenada Beach Resort

4 out of 5
Grand Anse St. George's
$282 nightly
The price is $308 total per night
$308 total
Mar 5 - Mar 6
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.
Pool
Breakfast included
Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort

Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort

4.5 out of 5
Gros Islet Gros Islet
Free Cancellation
Reserve now, pay when you stay
$571 nightly
The price is $571 total per night
$571 total
Mar 5 - Mar 6
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.
Pool
Breakfast included
Windjammer Landing Resort and Residences

Windjammer Landing Resort and Residences

5 out of 5
Labrelotte Bay Gros Islet
$540 nightly
The price is $589 total per night
$589 total
Feb 26 - Feb 27
Total with taxes and fees
A full-service spa, 7 restaurants, and 6 outdoor pools are all featured at this luxury resort. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the free kid's club, children's pool, and playground.
Pool
Hot Tub
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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.