Windward Islands Vacation Packages
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Top Windward Islands vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Westgate Flamingo Bay Resort
Spring Valley
8.8/10 Excellent! (1,013 reviews)
Dec 3 - Dec 7
4 night stay
Los Angeles (LAX) to Las Vegas (LAS)
Frontier Airlines • Roundtrip • Coach
Price was $818, price is now $326 per person
$326
per person
found 1 day ago
The Lady who greeted me is Maria or Marie and She was the most professional and resourceful, courteous, pleasant . My Experience was one of the most pleasurable experiences I have ever had. I have already recommended this place to several of my friends in Las Vegas and Buffalo. I will be back
Reviewed on Oct 20, 2026
4.0-star property
SIRTAJ - Beverly Hills
South of Wilshire
8.2/10 Very Good! (1,005 reviews)
Dec 31 - Jan 5
5 night stay
Chicago (ORD) to Los Angeles (LAX)
Frontier Airlines • Coach
Los Angeles (LAX) to Chicago (ORD)
American Airlines • Coach
Price was $1,510, price is now $711 per person
$711
per person
found 8 hours ago
Good price hotel for the smart location.
Lift to the rooms was very slow.
Room was nice but the en-suite had a design fault. The wall between the bedroom and en-suite was patterned glass but you could see right through the glass, so no privacy when using the bathroom! No coffee making facilities in the room either but you could buy coffee in the lobby area which was expensive . However the shower was excellent and the room was quiet.
Reviewed on Oct 24, 2026
5.0-star property
The Palazzo Prestige Club Lounge
Las Vegas Strip
8.6/10 Excellent! (91 reviews)
Jan 8 - Jan 10
2 night stay
Los Angeles (LAX) to Las Vegas (LAS)
Frontier Airlines • Coach
Las Vegas (LAS) to Los Angeles (LAX)
Southwest Airlines • Coach
Price was $1,370, price is now $651 per person
$651
per person
found 1 day ago
4.5-star property
Avi Lux Stay
East Fort Lauderdale
7.6/10 Good! (10 reviews)
Nov 30 - Dec 4
4 night stay
Minneapolis (MSP) to Miami (MIA)
Southwest Airlines • Non-stop • Coach
Miami (MIA) to Minneapolis (MSP)
Frontier Airlines • Non-stop • Coach
Price was $1,356, price is now $678 per person
$678
per person
found 1 day ago
If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE.
Reviewed on Aug 28, 2025
Top rated hotels for your Windward Islands vacation package
Siesta Hotel
Morne Rouge Street St. George's
106.61 mi from city center
$111 nightly
The price is $121 total per night
$121 total
Nov 10 - Nov 11
Total with taxes and fees
Guests of Siesta Hotel enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. There's free parking, and an airport shuttle (available 24 hours) for USD 20 per vehicle one-way. Front-desk staff can assist with securing valuables, luggage storage, and concierge services. This family-friendly hotel also has a garden.
Pool
Parking included
Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort
Gros Islet Gros Islet
Free Cancellation
Reserve now, pay when you stay
47.09 mi from city center
$347 nightly
The price is $347 total per night
$347 total
Oct 26 - Oct 27
Total with taxes and fees
Guests of Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort have access to a full-service spa, 4 outdoor pools, and a nightclub. A stay here includes free parking. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and luggage storage. Additional amenities include a children's pool, a gym, and a sauna.
Pool
Breakfast included
Coconut Bay Beach Resort & Spa All Inclusive
Eau Piquant Vieux Fort
27.58 mi from city center
Coconut Bay Beach Resort & Spa All Inclusive features a full-service spa, 5 outdoor pools, and a free water park. There's free parking, as well as a free airport shuttle (available 24 hours). The 24-hour front desk has staff standing by to help with tours/tickets and dry cleaning/laundry. Additional amenities include a nightclub, a lazy river, and a children's pool.
Pool
All inclusive
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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.
