Lesser Antilles Vacation Packages
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Top Lesser Antilles vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Simpson Bay Resort, Marina & Spa
Pelican Key
9/10 Wonderful! (1,981 reviews)
Oct 18 - Oct 25
7 night stay
Charlotte (CLT) to Philipsburg (SXM)
JetBlue Airways • Non-stop • Coach
Philipsburg (SXM) to Charlotte (CLT)
Air Canada • Non-stop • Coach
Price was $2,139, price is now $917 per person
$917
per person
found 1 day ago
⭐⭐⭐⭐⭐
This was my first time staying on the Marina side, as I normally stay on the other side, and oh my goodness — the views were absolutely spectacular! I truly enjoyed waking up to such a beautiful view.
The room was comfortable, and I was especially grateful for the complimentary upgrade I received. The staff were friendly and welcoming, which made the experience even better.
Unfortunately, it was only a one-night stay, and my only regret is that I didn’t have more time to enjoy it! I truly enjoyed my stay and will definitely be returning. The Marina side may just be my new favorite!
Reviewed on Aug 30, 2026
4.0-star property
The Villas at Simpson Bay Resort
Pelican Key
9.2/10 Wonderful! (1,519 reviews)
Oct 18 - Oct 25
7 night stay
Charlotte (CLT) to Philipsburg (SXM)
JetBlue Airways • Non-stop • Coach
Philipsburg (SXM) to Charlotte (CLT)
Air Canada • Non-stop • Coach
Price was $2,548, price is now $1,030 per person
$1,030
per person
found 1 day ago
3.5-star property
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
9.2/10 Wonderful! (1,001 reviews)
Oct 18 - Oct 25
7 night stay
Charlotte (CLT) to Philipsburg (SXM)
JetBlue Airways • Non-stop • Coach
Philipsburg (SXM) to Charlotte (CLT)
Air Canada • Non-stop • Coach
Save 100% on your flight
Price was $1,855, price is now $1,043 per person
$1,043
per person
found 1 day ago
The property was beautiful, clean and the staff was impeccable! They put a bottle of wine in my room on my birthday. The front desk was amazing and also the housekeepers.
Reviewed on Aug 13, 2026
4.0-star property
La Playa Orient Bay
9.4/10 Exceptional! (782 reviews)
Oct 18 - Oct 25
7 night stay
Charlotte (CLT) to Philipsburg (SXM)
JetBlue Airways • Non-stop • Coach
Philipsburg (SXM) to Charlotte (CLT)
Air Canada • Non-stop • Coach
Save 100% on your flight
Price was $1,964, price is now $1,115 per person
$1,115
per person
found 1 day ago
Fabulous stay! Beautiful resort right on Orient Bay!
Reviewed on Aug 26, 2026
5.0-star property
Sonesta Ocean Point All Inclusive, Adults Only Resort
8.8/10 Excellent! (1,032 reviews)
Oct 18 - Oct 25
7 night stay
Charlotte (CLT) to Philipsburg (SXM)
JetBlue Airways • Non-stop • Coach
Philipsburg (SXM) to Charlotte (CLT)
Air Canada • Non-stop • Coach
Save 100% on your flight
Price was $5,591, price is now $3,423 per person
$3,423
per person
found 1 day ago
Let's start with the pool, which has a calm vibe on the adult side and closes at 6 pm. No music is permitted, and it closes early. Restaurant Azul was the best dining option, though the buffet could provide more variety. Some bars don't have the same selection as others. I wouldn't recommend this to anyone.
Reviewed on Aug 30, 2026
Top rated hotels for your Lesser Antilles vacation package
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
102.07 mi from city center
$336 nightly
The price is $378 total per night
$378 total
Sep 14 - Sep 15
Total with taxes and fees
Guests of The Westin St. Thomas Beach Resort & Spa have access to a full-service spa, 3 outdoor pools, and a gym. Valet parking is USD 40 per day if you plan to drive, or hop aboard the airport shuttle during limited hours for USD 42 per person one-way. The 24-hour front desk has staff standing by to help with concierge services and dry cleaning/laundry. Other amenities at this luxury resort include a sauna, free WiFi in public areas, and meeting rooms.
Pool
Spa
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Free Cancellation
Reserve now, pay when you stay
28.64 mi from city center
$162 nightly
The price is $170 total per night
$170 total
Sep 13 - Sep 14
Total with taxes and fees
Simpson Bay Resort, Marina & Spa features a private beach, a marina, and a full-service spa. If you plan to drive, free parking is available. The front desk has multilingual staff on hand 24/7 to help with luggage storage, concierge services, and securing valuables. Other amenities at this beach resort include 6 outdoor pools, a children's pool, and a gym.
On private beach
Pool
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
27.6 mi from city center
$460 nightly
The price is $484 total per night
$484 total
Sep 29 - Sep 30
Total with taxes and fees
At The Morgan Resort Spa Village, guests enjoy a full-service spa, an outdoor pool, and a gym. Free valet and self parking are available—or if you're not driving, take the free airport shuttle (available 24 hours). The front desk has multilingual staff on hand 24/7 to help with luggage storage, concierge services, and securing valuables. Other amenities at this spa resort include free WiFi in public areas, free newspapers, and a terrace.
Pool
Spa
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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.
