Search Deals onWindward Islands Vacation Packages
Windward Islands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel
Save 100% on your flight
Price was $485, price is now $240 per person
$240
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Lincoln Road Mall are located nearby.
Malibu Country Inn
Price was $1,246, price is now $671 per person
$671
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Los Angeles (LAX)
Stay at this 3-star hotel in Malibu. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Zuma Beach and Malibu Equestrian Park are located nearby.
President Villa
Price was $1,395, price is now $641 per person
$641
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Lincoln Road Mall are located nearby.
Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms
Price was $1,351, price is now $632 per person
$632
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Los Angeles (LAX)
Stay at this 4.5-star luxury aparthotel in Los Angeles. Enjoy free WiFi, a rooftop terrace, and parking (surcharge). Popular attractions Hollywood Walk of Fame and Hollywood Boulevard are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach
Price was $15,279, price is now $7,241 per person
$7,241
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
Hotel Riu Plaza Miami Beach
Price was $1,485, price is now $711 per person
$711
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 4-star beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
President Hotel
Save 100% on your flight
Price was $583, price is now $281 per person
$281
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Lincoln Road Mall are located nearby.
Flow Miami Hotel
Price was $1,315, price is now $654 per person
$654
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star apartment in Miami. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions Kaseya Center and Bayside Marketplace are located nearby.
Crest Hotel Suites
Price was $885, price is now $448 per person
$448
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy valet parking (surcharge), concierge services, and satellite TV channels. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
EAST Miami
Price was $2,561, price is now $1,296 per person
$1,296
per person
Dec 2 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 5-star luxury hotel in Miami. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby.
Kaskades Hotel South Beach
Price was $1,394, price is now $706 per person
$706
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, a rooftop terrace, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
Park Central South Beach
Price was $977, price is now $500 per person
$500
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 4-star historic resort in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
3-4 Night Vacations in Windward Islands
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Windward Islands
Price found within the past 48 hours. Click for updated prices.
Windward Islands Last Minute Hotel Deals
Coconut Bay Beach Resort & Spa All Inclusive
Eau Piquant, Vieux Fort
Stay at this 4-star beach property in Vieux Fort. Enjoy free WiFi, free parking, and 5 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Sandals St. Vincent and the Grenadines Couples Only
Buccament Bay Valley, Kingstown, Saint Andrew
Stay at this 4-star all-inclusive resort in Kingstown. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Fort Charlotte and Barrouallie ...
Sugar Beach, A Viceroy Resort
Val des Pitons, Soufrière
Stay at this 5-star luxury resort in Soufrière. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Beachcombers Hotel
Villa beach, Villa
Stay at this 3.5-star family-friendly resort in Villa. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in ...
Grenadine House
Kingstown Park, P.O. Box 2523, Kingstown
Stay at this 4-star spa hotel in Kingstown. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Sunset Shores Beach Hotel
Windward Highway, Villa Beach, Villa
Stay at this 3-star beach hotel in Villa. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the restaurant and the helpful staff in our reviews. ...
Ladera Resort - Adults Only
Rabot Estate, Soufrière
Book a stay at this spa resort in Soufrière. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Cobblestone Inn
Bay Street, Kingstown
Stay at this 3-star hotel in Kingstown. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
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.
Discover Other Travel Deals
- Legoland Florida
- Universal Studios Hollywood®
- Legoland California
- Broadway New York
- The Wizarding World of Harry Potter
- Sanibel Captiva Island
- Paseo de España
- Universal Studios Florida
- San Antonio SeaWorld
- Siargao Island
- Australia Zoo
- Busch Gardens Tampa Bay
- SeaWorld® Orlando
- Tolantongo Caves
- Eleuthera and Harbour Island
- Biltmore Estate
- Blue Lagoon
- Swiss Alps
- Silver Dollar City
- Lackland Air Force Base
- Grand Teton National Park
- San Diego Zoo
- Holy Land Experience
- Grand Ole Opry
- Ark Encounter
- Levi's Stadium
- Breckenridge Ski Resort
- Alcatraz Island
- Six Flags Magic Mountain
- Walt Disney World®
- Dollywood
- Kalahari Waterpark Resort
- Giza Pyramid Complex
- Casino at Don Laughlin's Riverside Resort
- Hoover Dam
- Hollywood Beach
- Faisalabad Clock Tower
- Venice Beach Boardwalk
- Blue Lagoon Beach
- Moraine Lake
- Soufrière Hotels
- Gros Islet Hotels
- St. George's Hotels
- Caribbean Islands Hotels
- Vieux Fort Hotels
- Trois-Ilets Hotels
- Castries Hotels
- Sainte-Luce Hotels
- Marigot Bay Hotels
- Bequia Island Hotels
- Fort-de-France Hotels
- Le Diamant Hotels
- Sainte-Anne Hotels
- St. David Hotels
- Les Anses-d'Arlets Hotels
- Anse La Raye Hotels