Lesser Antilles Vacation Packages 2025 from $636

Lesser Antilles flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

per person

Jul 11 - Jul 14

found 22 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

Cocovaa

per person

Jul 11 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.

Divi Little Bay Beach Resort

Save 100% on your flight

per person

Jul 16 - Jul 20

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this resort. Relax with free beach cabanas, sun loungers, and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

Residence Alamanda

per person

Jul 11 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

An outdoor pool, free self parking, and concierge services are featured at this apartment. A terrace and luggage storage are also provided.

The Villas at Simpson Bay Resort

per person

Jul 10 - Jul 13

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

Top Lesser Antilles hotels deals

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road, Maho Bay, Lowlands

$231

includes taxes & fees

$221 per night

May 5 - May 6

This property features free water park access, a casino, and a full-service spa. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.

Pool

Breakfast included

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay, St. Thomas

$404

includes taxes & fees

$359 per night

May 4 - May 5

This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Dine at the beachfront restaurant and relax with sun loungers. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas.

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37, Simpson Bay

Free Cancellation

Reserve now, pay when you stay

$144

includes taxes & fees

$138 per night

May 15 - May 16

This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

The Morgan Resort Spa Village

2 Beacon Hill Road, Simpson Bay

Free Cancellation

Reserve now, pay when you stay

$377

includes taxes & fees

$362 per night

May 20 - May 21

A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas

$536

includes taxes & fees

$478 per night

Jun 1 - Jun 2

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. Enjoy a day at the beach kayaking, or relax with beach cabanas. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Emerald Beach Resort

8070 Lindbergh Bay, St. Thomas, St. Thomas

Free Cancellation

Reserve now, pay when you stay

$292

includes taxes & fees

$262 per night

May 11 - May 12

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Dine at the beachfront restaurant and relax with beach umbrellas. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Pool

Pet friendly

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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.

Popular places to visit

Sapphire Beach

4.5/5(258 reviews)

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.

Maho Beach

4/5(445 reviews)

Nothing says vacation like spending a lazy day at Maho Beach, a popular beach in Maho Reef. Check out the top-notch restaurants or lively bars in this romantic area.

Trunk Bay

4.5/5(356 reviews)

If a restful vacation is part of your travel plans, Trunk Bay might be the perfect place to seek out during your trip to St. John. Amble around the area's seaside or seek out the snorkeling spots.

Frequently asked questions

How much are vacation packages to Lesser Antilles?

Splash out on a memorable travel experience in Lesser Antilles with a vacation package starting from just $636. Reserving flights and hotels through Travelocity is a piece of cake. What’s more, our great deals will leave you with extra cash for fun, fun, fun!

Where can I get the best vacation package deals for Lesser Antilles?

It’s hard to top Travelocity when it comes to piecing together your Lesser Antilles package deal. There are as many as 400 partner airlines and 1,000,000 properties worldwide to select from. Book your vacation now and get ready to cross another destination off your travel bucket list.

Why should I book my Lesser Antilles vacation package via Travelocity?

With our Price Match Guarantee, we’ll match any cheaper price you’re able to find. Add to that our 24/7 customer support and top-shelf service and the vacation of your dreams is closer than ever before.

Will I save money on my Lesser Antilles car rental if I book it with hotels and flights?

Combining your bookings into a Lesser Antilles vacation package will certainly save you money. You can book a car and flight; a hotel, flight and car; or a car and hotel. There’s no better way to discover the greater Lesser Antilles area than from the comfort of your own rental car. You can also add activities and experiences to your Travelocity package.

Which airport is best for Lesser Antilles?

Princess Juliana Intl. Airport (SXM) is a popular option for visitors flying to Lesser Antilles. Robert L. Bradshaw Intl. Airport (SKB) and Clayton J. Lloyd Intl. Airport (AXA) also welcome many of the region’s flights.

What is there to do in Lesser Antilles?

You’ll be happy to know Lesser Antilles is full of terrific photo-ops, however Dickenson Bay Beach and The Baths are among the best of them.