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Discover the most popular places to visit in Lesser Antilles
Maho Beach
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.
Sapphire Beach
9.0/10 (1,479 reviews)
Enjoy sunbathing, swimming and fun-filled watersports at this peaceful arched bay.
Virgin Islands National Park
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.
Flamenco Beach
9.2/10 (225 reviews)
Nothing says vacation like spending a lazy day at Flamenco Beach, a popular beach in Culebra. Stroll along the seaside or seek out the snorkeling spots.
Trunk Bay
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.
Magens Bay Beach
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.
Photo by Matt Anderson Photography
Open Photo by Matt Anderson Photography
Jolly Beach
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.
"I love the four seasons in Anguilla!! This is my 3rd time going to the island and I wouldn't stay anywhere else!’Nothing but top notch service!! Amazing time!!"
"A perfect stay for our honeymoon that we will always remember. Ocean suite was spacious, clean and peaceful, service across the whole hotel was wonderful, we loved the complimentary amenities and food and drinks were superb everyday!"
"The attention to detail by the staff were second to none. From the moment we arrived there was an abundance of attention and pampering. The concierge service sets an impressive standard. This was truly the nicest stay I’ve experienced and i cannot recommend it more."
"I stayed at the Sonesta Ocean Pointe as a single guest. Firstly, I felt completely safe walking the grounds and enjoying all the options available at both resorts. The food was always good at the Azul Restaurant which I went nightly for dinner because of the beautiful over the cliff ambiance. "Baddie Maddie" was such an excellent waitress always putting a smile on my face. The daytime parties and entertainment were all good. I would have like to have seen better entertainment at night on...
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.
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.
All you need to know about luxury vacations in Lesser Antilles
What can I expect from a luxury Lesser Antilles vacation?
Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Lesser Antilles vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views.
How can I find all-inclusive luxury vacation packages in Lesser Antilles?
By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger.
Can I book a cheap Lesser Antilles luxury vacation?
Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at . Prices and availability are subject to change. Additional terms may apply.
How can I book a luxury family vacation in Lesser Antilles?
Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi.
Can I book a package in Lesser Antilles with a luxury vacation home?
A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.
How can I find the best luxury vacation deals in Lesser Antilles?
Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.
Can I book a luxury holiday in Lesser Antilles with free cancellation and/or flexible dates?
Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan.
Why should I book my luxury trip to Lesser Antilles with Expedia?
A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.