Top Beach vacation packages in Lesser Antilles

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

The Villas at Simpson Bay Resort

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Philipsburg (SXM)

9.2/10 Wonderful! (1,220 reviews)

The property is within walking distance to restaurants, bars and lounges. There are several restaurants on site as well.

Reviewed on Aug 17, 2025

The Verandah Antigua - All Inclusive - Adults Only

Save 100% on your flight

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to St. John's (ANU)

8.6/10 Excellent! (534 reviews)

Fantastic Resort, great room with great food options for those with dietary restrictions.

Reviewed on Aug 10, 2025

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

per person

Oct 20 - Oct 24

found 22 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Philipsburg (SXM)

9/10 Wonderful! (1,270 reviews)

Very friendly staff! Clear beach, quiet and peaceful! It would have been great if they could provide shuttle services to the airport!

Reviewed on Aug 18, 2025

St. James's Club Antigua - All Inclusive

Save 100% on your flight

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to St. John's (ANU)

8.4/10 Very Good! (754 reviews)

Hotel is dated needs upgrade, lack entertainment for guest,beach being worked on for excessive sea weeds.i would grade it a ⭐️ ⭐️ ⭐️ Hotel.

Reviewed on Aug 4, 2025

Cocobay Resort - All Inclusive - Adults Only

per person

Sep 18 - Sep 21

found 15 hours ago

Roundtrip flight included

Baltimore (BWI) to St. John's (ANU)

9.4/10 Exceptional! (1,000 reviews)

Food options were good, internet was ok. Improving entertainment with a daily mixture for all like dance, local Caribbean music, jazz etc like a theme night. Drinks were good and the local beer was delicious.if you want quiet this is the place.

Reviewed on Aug 18, 2025

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5* Beach vacations in Lesser Antilles

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

The Ritz-Carlton, St. Thomas

per person

Oct 20 - Oct 21

found 6 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to St. Thomas (STT)

8.4/10 Very Good! (405 reviews)

The Ritz always does an amazing job of putting their best foot forward. Right away you could tell that the staff was trained to give all guests undivided attention and courtesy no matter who they were from the gardeners and landscapers to the managers. The facilities where carved into the natural topography in the back of a bay surrounded by mountains... just gorgeous! We had an amazing room where it was said that Supreme Court Justice Clarence Thomas once stayed. There was a window in the hallway with such an amazing view... i could have spent my whole trip staring out the window at the electric blue water and Island of St. John in the distance. This was a big facility and getting around often ment planning or walking a bit. Food: we stayed on the club level and the club provided most meals from the hotel. And it was beautiful if not always the most tasty. We ate at the residence's restaurant once and found it just ok. But we never at at the beach resturant or the main resturant which i attempted to and couldn't be seated. Seems odd that you have a captive group at your hotel and can not accommodate everyone at the main restaurant. We ended up having room service. Good thing we were club level or it would have been alot more room service. Sargassum is a seedweed problem in the Atlantic Ocean this year in particular. The Ritz makes a real effort to keep it clean. The bed was amazing! Feather topper and thick down comforter.

Reviewed on Aug 17, 2025

Zemi Beach House, LXR Hotels & Resorts

per person

Oct 19 - Oct 25

found 8 hours ago

Roundtrip flight included

Baltimore (BWI) to The Valley (AXA)

9.6/10 Exceptional! (237 reviews)

Transportation for outside activity is limited. taxis are at least 30 USD one way. One round-trip outside venture would pay for a rental car.

Reviewed on Aug 9, 2025

Sonesta Ocean Point All Inclusive, Adults Only Resort

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

8.6/10 Excellent! (1,005 reviews)

Our stay at Sonesta Ocean Point was excellent. The staff was friendly and helpful, the room was spotless and confortable. The food was great but specially al Blue restaurant where in particular we want to thank some special people who work there and they are Jenneal, Schneider and Sidia they made us feel welcome and happy. If there is something we need to said is the hotel does not has a doctor nor nurse service, I had a cut in one foot and my wife has to run to the city to buy supplies to to cure it.

Reviewed on Aug 14, 2025

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3 Night Beach vacations in Lesser Antilles

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

The Villas at Simpson Bay Resort

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Philipsburg (SXM)

9.2/10 Wonderful! (1,220 reviews)

The property is within walking distance to restaurants, bars and lounges. There are several restaurants on site as well.

Reviewed on Aug 17, 2025

The Verandah Antigua - All Inclusive - Adults Only

Save 100% on your flight

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to St. John's (ANU)

8.6/10 Excellent! (534 reviews)

Fantastic Resort, great room with great food options for those with dietary restrictions.

Reviewed on Aug 10, 2025

St. James's Club Antigua - All Inclusive

Save 100% on your flight

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

Charlotte (CLT) to St. John's (ANU)

8.4/10 Very Good! (754 reviews)

Hotel is dated needs upgrade, lack entertainment for guest,beach being worked on for excessive sea weeds.i would grade it a ⭐️ ⭐️ ⭐️ Hotel.

Reviewed on Aug 4, 2025

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4 Night Beach vacations in Lesser Antilles

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

Oct 20 - Oct 24

found 22 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Philipsburg (SXM)

9/10 Wonderful! (1,270 reviews)

Very friendly staff! Clear beach, quiet and peaceful! It would have been great if they could provide shuttle services to the airport!

Reviewed on Aug 18, 2025

The Verandah Antigua - All Inclusive - Adults Only

per person

Oct 19 - Oct 23

found 1 day ago

Roundtrip flight included

New York (JFK) to St. John's (ANU)

8.6/10 Excellent! (534 reviews)

Fantastic Resort, great room with great food options for those with dietary restrictions.

Reviewed on Aug 10, 2025

St. James's Club Antigua - All Inclusive

Save 100% on your flight

per person

Oct 19 - Oct 23

found 1 day ago

Roundtrip flight included

New York (JFK) to St. John's (ANU)

8.4/10 Very Good! (754 reviews)

Hotel is dated needs upgrade, lack entertainment for guest,beach being worked on for excessive sea weeds.i would grade it a ⭐️ ⭐️ ⭐️ Hotel.

Reviewed on Aug 4, 2025

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How do I book the best Lesser Antilles beach vacation packages?

Life’s a beach when you dive into our brilliant Lesser Antilles beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Lesser Antilles?

A rental steps from the shore creates an amazingly affordable Lesser Antilles beach vacation. Seaside sojourns during low season start from $560. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Lesser Antilles?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Lesser Antilles beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Lesser Antilles vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Lesser Antilles beach vacation deals?

Sort your search results by deals to delight in amazing Lesser Antilles beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Lesser Antilles beach trip with free cancellation and/or flexible dates?

Just like the Lesser Antilles tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Lesser Antilles beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Lesser Antilles. (OK, maybe not that last part.)

Top Beach Lesser Antilles Hotels

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay, St. Thomas

4 hours drive from Oyster Bay Marina

This hotel is a few steps from Pineapple Beach, where you can watch the sunset on your beach trip. Amenities at Margaritaville Vacation Club - St. Thomas include ...

8/10 Very Good! (2,188 reviews)

Travelers like: on the beach, sun loungers, beach umbrellas, beach towels

Travelers say...

"We absolutely loved it, but the seaweed was awful. It was hard to really sit outside on the property."

Reviewed on Aug 16, 2025

The Westin St. Thomas Beach Resort & Spa

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

4 hours drive from Oyster Bay Marina

Recharge at this luxury spa resort and get ready to watch the sunset on the beach in St. Thomas, as you'll be not far from Morningstar Beach. Amenities at The ...

8.2/10 Very Good! (1,018 reviews)

Travelers like: on the beach, cabanas, beach bars, beach towels

Travelers say...

"Hidden Treasure! View was unbelievable. Pools were out o this world. Beach could have been a little better but that is Mother Nature's fault. No complaints here."

Reviewed on Aug 17, 2025

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road, Maho Bay, Lowlands

12 min drive from Oyster Bay Marina

At this spa all-inclusive property, get ready to stroll along the shore in Lowlands, as you'll be a short walk from Maho Beach. Amenities at Sonesta Maho Beach ...

7.8/10 Good! (2,508 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach umbrellas

Travelers say...

"Great vibes .Air conditioning didn't work for two days though"

Reviewed on Aug 18, 2025

See all 14,651 properties in Lesser Antilles

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.