A beach with yellow lounge chairs, palm trees, a boat, and a pier.

Lesser Antilles Beach Vacations

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  • Top Beach vacation packages in Lesser Antilles

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    Discover the most popular places to visit in Lesser Antilles

    A beach with clear turquoise water, a large tree, and a distant hill with buildings.

    Sapphire Beach

    Rating: 9.0/10 (1,479 reviews)

    Enjoy sunbathing, swimming and fun-filled watersports at this peaceful arched bay.

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    A beach with clear turquoise waters, a large airplane flying overhead, and a row of hotels in the background.

    Maho Beach

    Rating: 8.8/10 (2,865 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.

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    A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

    Virgin Islands National Park

    Rating: 9.6/10 (899 reviews)

    Hike on scenic trails, explore sugar plantation ruins and snorkel along an underwater trail in this pristine nature park, which covers much of St. John.

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    A coastal landscape with turquoise waters, a small island with buildings, and a clear sky.

    Magens Bay Beach

    Rating: 9.4/10 (1,559 reviews)

    Appreciate the excellent views of hilly forests as you meander along a scenic trail on your way to this haven of white sand and inviting water.

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    A coastal town with a marina, lush greenery, and a clear blue sea.

    Bolongo Bay

    Rating: 8.2/10 (352 reviews)

    Commune with nature and explore the great outdoors at Bolongo Bay during your travels in St. Thomas. Wander the beautiful beaches in this relaxing area.

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    A rusted shipwreck with graffiti on its side, partially submerged in the ocean waves.

    Photo by Shannon Willitts

    Flamenco Beach

    Rating: 9.2/10 (225 reviews)

    If a restful vacation is part of your travel plans, Flamenco Beach might be the perfect place to seek out during your trip to Culebra. Stroll along the seaside or seek out the snorkeling spots.

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    A tropical beach with clear turquoise waters, lush greenery, and distant mountains.

    Trunk Bay

    Rating: 9.6/10 (1,107 reviews)

    Backed by palms, this stretch of sparkling white sand is regularly ranked as one of the most beautiful beaches in the world.

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    A beach with two palm trees, a red umbrella, and two beach chairs.

    Photo by Matt Anderson Photography

    Jolly Beach

    Rating: 9.0/10 (789 reviews)

    Why not spend a carefree afternoon at Jolly Beach during your travels in Jolly Harbour? While in this relaxing area, you can savor the top-notch restaurants.

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    Top Beach Lesser Antilles Hotels

    Hilton Vacation Club Flamingo Beach St. Maarten

    A swimming pool with clear blue water, a building with balconies, and palm trees.
    • Address: Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay, 29572, SX
    • Location: 28.6 mi from Lesser Antilles
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 1815 reviews)
    • Price: $168 nightly, $177 total, Dec 11 - Dec 12, Total with taxes and fees, for Top Beach Lesser Antilles Hotels
    • Review: Room was very clean and the AC worked great! Perfectly placed resort for relaxing and pool/beach! Iguanas are out and about minding their business! Activities are on time and fun!

    Royal Islander Resort La Plage

    A balcony with a view of a beach and pool area, including lounge chairs and umbrellas.
    • Address: 1B Rhine Road, Lowlands, SX
    • Location: 27.7 mi from Lesser Antilles
    • Star rating: 4/5
    • Guest rating: 8.8/10 (Excellent, 692 reviews)
    • Price: $231 nightly, $241 total, Nov 15 - Nov 16, Total with taxes and fees, for Top Beach Lesser Antilles Hotels
    • Review: The rooms are dated but clean. AC works well. Hot water in the shower goes in and out. Good location to walk to restaurants and shops. Our bedroom was facing the main road, very noisy until 2am most nights. Overall, it was a good stay.

    La Vue Boutique Inn

    A balcony with two wicker chairs and a glass table, overlooking a turquoise sea and a clear sky.
    • Address: Back Street, South Hill, AI 2640, AI
    • Location: 36.1 mi from Lesser Antilles
    • Star rating: 3.5/5
    • Guest rating: 9/10 (Wonderful, 263 reviews)
    • Price: $219 nightly, $244 total, Dec 15 - Dec 16, Total with taxes and fees, for Top Beach Lesser Antilles Hotels

    Sebastian's on the Beach

    A covered outdoor dining area with a view of the ocean, featuring wooden tables and chairs, blue pillars, and ceiling fans.
    • Address: Apple Bay, West End, Tortola, VG
    • Location: 89.8 mi from Lesser Antilles
    • Star rating: 3/5
    • Guest rating: 8.6/10 (Excellent, 986 reviews)
    • Price: $208 nightly, $228 total, Dec 8 - Dec 9, Total with taxes and fees, for Top Beach Lesser Antilles Hotels

    Edwards Guesthouse

    A clear view of a beach with a boat and a building in the background.
    • Address: Sandy Ground Road, The Valley, 2640, AI
    • Location: 36.7 mi from Lesser Antilles
    • Star rating: 2.5/5
    • Guest rating: 9/10 (Wonderful, 131 reviews)
    • Price: $151 nightly, $172 total, Dec 15 - Dec 16, Total with taxes and fees, for Top Beach Lesser Antilles Hotels
    • Review: Very clean rooms

    Wyndham Tortola BVI Lambert Beach Resort

    An outdoor seating area with white wicker furniture and a view of the beach and ocean.
    • Address: East End, East End, Tortola, VG
    • Location: 85.6 mi from Lesser Antilles
    • Star rating: 4.5/5
    • Guest rating: 8.8/10 (Excellent, 748 reviews)
    • Price: $226 nightly, $246 total, Nov 15 - Nov 16, Total with taxes and fees, for Top Beach Lesser Antilles Hotels
    • Review: The resort is in a great location with essentially a private beach. Very quiet and secluded. Also a very nice pool/bar. Staff, especially those at the restaurant were very friendly and helpful. Restaurant was quite nice with good food and reasonably priced. No breakfast buffet, so you're paying for every meal. Rooms were small and a little outdated, but clean. AC worked well, which was essential. No hot water, either in sink or shower, so consequently, 4 out of 5 stars overall.

    Baker's Suites

    A wooden deck with a view of a beach and ocean.
    • Address: Spinel Road #2, Simpson Bay, SX
    • Location: 28.9 mi from Lesser Antilles
    • Star rating: 3.5/5
    • Guest rating: 9.2/10 (Wonderful, 864 reviews)
    • Price: $105 nightly, $110 total, Nov 16 - Nov 17, Total with taxes and fees, for Top Beach Lesser Antilles Hotels
    • Review: 👍👍👍👍👍

    Mary's Boon Beach Resort & Spa

    A beach view from a covered area with palm trees and a clear blue sea.
    • Address: 117 Simpson Bay Road, Simpson Bay, 00000, SX
    • Location: 28.5 mi from Lesser Antilles
    • Star rating: 3/5
    • Guest rating: 8.8/10 (Excellent, 1000 reviews)
    • Price: $155 nightly, $162 total, Nov 15 - Nov 16, Total with taxes and fees, for Top Beach Lesser Antilles Hotels
    • Review: Beat location for day activities and night life. Excellent value for money.

    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.

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    Find your perfect Lesser Antilles beach vacation

    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 $1,323. 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.)