Exclusive Windward Islands Vacation Deals

Windward Islands vacation package deals

Price found within the past 48 hours. Click for updated prices.
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 2 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 $1,687, price is now $760 per person
$760
per person
Mar 22 - Mar 28
found 2 days 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.
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Ocean Four
Price was $1,281, price is now $587 per person
$587
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Enjoy the 24-hour gym and unwind at the beach bar and poolside bar.
Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

4.5 out of 5
Hollywood
Price was $2,714, price is now $1,272 per person
$1,272
per person
Apr 13 - Apr 20
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.
The Hollywood Roosevelt

The Hollywood Roosevelt

4 out of 5
Hollywood
Price was $2,109, price is now $997 per person
$997
per person
Mar 25 - Apr 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Los Angeles (LAX)
A nightclub, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Family-friendly amenities include a bowling alley and babysitting. Relax with a drink at one of the 4 bars/lounges and get perks like free WiFi.
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.

Frequently asked questions

How much are vacation packages to Windward Islands?
The perfect $557 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.