Book Exclusive Lesser Antilles Vacation Packages
Lesser Antilles flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $1,593, price is now CA $1,122 per person
CA $1,122
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grand Case Beach and Dawn Beach are located nearby.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,257, price is now CA $1,305 per person
CA $1,305
per person
Aug 3 - Aug 10
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $2,607, price is now CA $1,288 per person
CA $1,288
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
La Playa Orient Bay
Price was CA $2,737, price is now CA $1,842 per person
CA $1,842
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Grand Case Beach and Green Cay are located nearby.
Panorama Residences at Monte Vista
Point Blanche
Price was CA $1,838, price is now CA $1,352 per person
CA $1,352
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Maho Beach and Harbour Point Village are located nearby.
Top Lesser Antilles hotels deals
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free cancellation
Reserve now, pay when you stay
The price is CA $415 per night
CA $415
CA $527 total
Jun 7 - Jun 8
includes taxes & fees
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Pool
Spa
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is CA $266 per night
CA $266
CA $358 total
Jun 14 - Jun 15
includes taxes & fees
Stay at this hotel in St. Thomas. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Sapphire Beach and Magens Bay Beach are located nearby.
Pool
Hot tub
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
The price is CA $825 per night
CA $825
CA $928 total
May 16 - May 17
includes taxes & fees
Book a stay at this beach hotel in St. Thomas. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sapphire Beach and Coki Point Beach are located nearby.
Pool
Parking included
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
The price is CA $461 per night
CA $461
CA $558 total
May 19 - May 20
includes taxes & fees
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Pool
Spa
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Free cancellation
Reserve now, pay when you stay
The price is CA $306 per night
CA $306
CA $375 total
May 17 - May 18
includes taxes & fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
On private beach
Pool
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
The price is CA $386 per night
CA $386
CA $547 total
Jun 10 - Jun 11
includes taxes & fees
Book a stay at this luxury resort in St. Thomas. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sapphire Beach and Bolongo Bay are located nearby.
Don't see what you're looking for?
See all available properties in Lesser Antilles
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.
Popular places to visit
Sapphire Beach
Nothing says vacation like spending a lazy day at Sapphire Beach, a popular beach in Red Hook. You can seek out the snorkeling spots in this family-friendly area.
Orient Bay Beach
Nothing says vacation like spending a lazy day at Orient Bay Beach, a popular beach in Orient Bay. Check out the lively bars or top-notch restaurants in this quaint area.
Maho Beach
Nothing says vacation like spending a lazy day at Maho Beach, a popular beach in Maho Reef. Check out the lively bars or top-notch restaurants in this family-friendly area.
Frequently asked questions
Photos of local treasures
Browse Lesser Antilles vacation photos for more inspiration
