Top Beach vacation packages 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

$812

per person

Mar 9 - Mar 12

found 5 hours ago

Roundtrip non-stop flight included

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

9/10 Wonderful! (1,463 reviews)

Shuttle should be available as long as the casino is open. Better food - Juliette's was the only good restaurant but its a limited menu. We only received housekeeping services 2 out of 6 days we were there. Spotty wi-fi Beach is small **On a positive note, the shuttle and front desk are very responsive and were appreciated

Reviewed on Jan 5, 2026

St. James's Club Antigua - All Inclusive

$2,161

per person

Mar 9 - Mar 14

found 5 hours ago

Roundtrip non-stop flight included

Omaha (OMA) to St. John's (ANU)

8.4/10 Very Good! (766 reviews)

Yes very clean roims and the staff were courteous

Reviewed on Dec 23, 2025

Pineapple Beach Club Antigua - Adults Only – All Inclusive

$2,648

per person

Mar 9 - Mar 14

found 5 hours ago

Roundtrip non-stop flight included

Omaha (OMA) to St. John's (ANU)

8.4/10 Very Good! (840 reviews)

Beach/access and staff were great!

Reviewed on Jan 2, 2026

COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

$2,693

per person

Feb 10 - Feb 13

found 1 hour ago

Roundtrip non-stop flight included

Houston (HOU) to St. John's (ANU)

9.4/10 Exceptional! (769 reviews)

Very well maintained place and friendly staff. The environment was very peaceful. Will definitely be returning.

Reviewed on Dec 19, 2025

The Villas at Simpson Bay Resort

Save 100% on your flight

$898

per person

Mar 9 - Mar 12

found 5 hours ago

Roundtrip non-stop flight included

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

9.2/10 Wonderful! (1,309 reviews)

Overall great experience and amenities

Reviewed on Dec 31, 2025

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5* Beach vacations in Lesser Antilles

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

Sonesta Ocean Point All Inclusive, Adults Only Resort

$1,461

per person

Mar 9 - Mar 12

found 5 hours ago

Roundtrip non-stop flight included

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

8.6/10 Excellent! (1,001 reviews)

My husband and I enjoyed our stay. St. Maarten overall is absolutely beautiful! It was truly a 10 out of 10 experience. We stayed at the Sonesta Ocean Point View - Adult Only, which was the best decision! It was more peaceful, the rooms were nicer & spacious, and we enjoyed the Adult Only restaurants. We loved that we had access to everything!! We definitely believe paying extra to be on the Adult-Only side is 100% worth it! The Staff members greeted us upon arrival, they gave us a welcome drink, we checked-in early for free, had no issues checking-in and checking-out, there were no additional fees besides the security deposit hold ($50 per night of stay and you get it back with no incidents / damage)! The amenities, food, drinks, and entertainment were also great! We highly recommend their Spa. The Ocean front couples massage and classic facial was a 10 out of 10 experience! The Spa Staff is amazing!!! Our only con was: Front desk staff & restaurant staff members energy level is kind of mid. They didn’t have high energy, smile, nor engage from time to time. I also highly recommend getting a private taxi driver before your trip, it made everything super smooth for us! Overall, we loved it and would go back! Thank you Expedia!

Reviewed on Dec 27, 2025

Zemi Beach House, LXR Hotels & Resorts

$2,174

per person

Mar 9 - Mar 11

found 8 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to The Valley (AXA)

9.6/10 Exceptional! (241 reviews)

Zemi was the perfect getaway! clean room, staff, amenities, food, everything was EXCELLENT!!! 10/10

Reviewed on Dec 15, 2025

The Ritz-Carlton, St. Thomas

$1,580

per person

Feb 6 - Feb 8

found 6 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to St. Thomas (STT)

8.4/10 Very Good! (434 reviews)

The staff were good. Expected more from the Ritz. $900 in resort fees unacceptable.

Reviewed on Dec 24, 2025

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3 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

$841

per person

Feb 6 - Feb 9

found 13 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Philipsburg (SXM)

9/10 Wonderful! (1,463 reviews)

Shuttle should be available as long as the casino is open. Better food - Juliette's was the only good restaurant but its a limited menu. We only received housekeeping services 2 out of 6 days we were there. Spotty wi-fi Beach is small **On a positive note, the shuttle and front desk are very responsive and were appreciated

Reviewed on Jan 5, 2026

COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

$2,693

per person

Feb 10 - Feb 13

found 1 hour ago

Roundtrip non-stop flight included

Houston (HOU) to St. John's (ANU)

9.4/10 Exceptional! (769 reviews)

Very well maintained place and friendly staff. The environment was very peaceful. Will definitely be returning.

Reviewed on Dec 19, 2025

The Villas at Simpson Bay Resort

Save 100% on your flight

$898

per person

Mar 9 - Mar 12

found 5 hours ago

Roundtrip non-stop flight included

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

9.2/10 Wonderful! (1,309 reviews)

Overall great experience and amenities

Reviewed on Dec 31, 2025

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4 Night Beach vacations in Lesser Antilles

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

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Save 100% on your flight

$941

per person

Feb 7 - Feb 11

found 6 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

9.2/10 Wonderful! (973 reviews)

Best view I have seen from balcony. Room was amazing, large, comfortable bed and couch. Clean. Friendly staff.

Reviewed on Dec 29, 2025

The Villas at Simpson Bay Resort

$1,122

per person

Mar 9 - Mar 13

found 2 hours ago

Roundtrip non-stop flight included

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

9.2/10 Wonderful! (1,309 reviews)

Overall great experience and amenities

Reviewed on Dec 31, 2025

Cocobay Resort - All Inclusive - Adults Only

Save 100% on your flight

$2,652

per person

Mar 9 - Mar 13

found 6 hours ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to St. John's (ANU)

9.4/10 Exceptional! (1,001 reviews)

Small, cozy with comfortable rooms. Lovely pools and beach access. All inclusive with lots of dining options.

Reviewed on Jan 1, 2026

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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 $812. Prices and availability are subject to change. Additional terms may apply.

When should I book a Lesser Antilles beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

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 ...

7.8/10 Good! (2,340 reviews)

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

Travelers say...

Great location Beach / sea was not friendly due to seaweed

Reviewed on Jan 4, 2026

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay

10 min drive from Oyster Bay Marina

This spa resort is a great choice for catching some rays on Flamingo Beach if you're searching for a Simpson Bay vacation. Amenities at Simpson Bay Resort, Marina ...

8.8/10 Excellent! (1,560 reviews)

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

Travelers say...

Excellent

Reviewed on Jan 2, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road 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! (2,832 reviews)

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

Travelers say...

Great resort. Clean. Good food options. Great pool. Beach was washed out while we were there and ocean was a bit rough.

Reviewed on Jan 6, 2026

See all 14,624 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.