Looking for private and exclusive tours in Anguilla that feel more personal than the usual beach day? Anguilla is exactly the kind of island where special experiences make sense: quiet coves, soft white sand, clear water, and a slower pace that suits travelers who want space, comfort, and personal attention.
If you want something beyond a standard group excursion, these private and exclusive tours in Anguilla are a strong place to start. Think breezy catamaran sails, secluded beach picnics, guided snorkeling stops, sunset cruises, and unique after-dark experiences like moonlit kayaking.
Below, you’ll find 9 private and exclusive Anguilla tours that can make your trip feel more memorable, polished, and effortless.
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Unforgettable Private and Exclusive Tours in Anguilla:
A Private Speed Boat Charter Around Anguilla
Shoal Bay – Wikimedia Picture this: You, your closest buddies (or sweetheart), and a sleek speedboat slicing through the crystal clear waters of Anguilla past Meads Bay, Crocus Bay, and Shoal Bay – all heavyweights on the world’s best beach scene.
With a private speed boat charter, the Caribbean Sea is your playground as your captain takes charge.
Boat staff will pamper you with your favorite drinks and snacks for a VIP experience on the high seas.
Catamaran Sail from Anguilla to St. Martin
Why stay confined to one island when you can explore two?
So hop aboard a catamaran for a breezy sail from Anguilla to the dual nation island of Saint Martin.
Opt for a sunset sail to witness a fiery spectacle in the skies as the sun goes down into the sea.
Sip on world-class champagne and toast to the good life.
A catamaran sail also gives you a unique seaside perspective of both Anguilla and Saint Martin’s palm-fringed coastlines.
The rugged cliffs and cozy coves and bays as well as islets all make for extremely Instaworthy shots.
Anguilla Nightlife Tour
For those looking to paint the town red, don’t do it alone!
Join the Best of Anguilla Nightlife Tour and let local guides take you bar-hopping to the coolest spots on the island.
It’s not all bars and clubs though, there are full-moon beach parties, rave parties, and local festivities galore.
This is your chance to dance the night away with party animals from across the globe, and who knows – you could meet someone special!
Lit Lounge is the place to be seen at with its fun roster of DJs while the seductive interiors of Mirabelle’s will have you clamoring for more.
Aurora Amphitheater hosts high-profile concerts and shows, check out their calendar.
Discover Nearby St. Martin Nightlife
Next in order is to savor Franco-Dutch nightlife at “Sin Island”.
Book a 4-hour exclusive private tour to Saint Martin to take in its nightlife scene with a local guide in tow.
It’s a safe and fun way to visit casinos and beachfront bars and try the world-famous rum cocktails.
Dance enthusiasts can take their pick from EDM, jazz, dance hall, and even salsa at Saint Martin’s iconic clubs.
Adult entertainment is a major crowd-puller and well-known names include Platinum Room in Maho, Simpson Bay’s Red Diamond, and El Capitan and Club Carolina in Philipsburg where things get a bit raunchier.
Saint Martin’s adult entertainment industry is regulated so you don’t need to worry.
Anguilla Beach-Hopping Private Charter
Rendezvous Bay – Wikimedia This British Overseas Territory in the Caribbean has over 33 stunning beaches to choose from with plenty of luxurious accommodations.
Set out on an Anguilla Beach-Hopping Private Charter and unravel the island’s hidden gems.
From the world-famous Shoal Bay and Meads Bay where you can drop anchor and snorkel to your heart’s content, other mention-worthy beaches include Rendezvous Bay, Sandy Island, and the dreamy crescent-shaped Crocus Bay Beach.
Pack a snorkel and mask to lose yourself in a vibrant underwater world teeming with pretty fish and coral.
Sailing Excursion to Prickly Pear Cays
Prickly Pear Cays – Wikimedia Escape the crowds and sail away to the uninhabited twin islands of Prickly Pear Cays on a private boat tour.
Located to the west of Anguilla, these islands are famous for their shallow waters with brilliantly colored schools of fish.
Most private boat tours will include beverages and a Caribbean buffet lunch – chicken, ribs, coleslaw, and the famous Johnny cakes.
If sailing is not your thing, a catamaran tour is an alternative.
Bring along a beach blanket and picnic basket for a fun lunch on Prickly Pear Cay’s shores – it’s the best way to spend a day under the sun. Check out these day trip ideas from Anguilla.
Night Kayaking in Anguilla
Night kayaking in Anguilla is a spectacular and unusual experience that lets you experience the night ocean in a whole new way.Anguilla has some of the most pristine waters in the Caribbean, which makes it ideal for kayaking.
As you paddle through the pitch-black waters, you’ll be surrounded by a soft glow of phosphorescence, which will illuminate your route and add to the beauty of the experience.
Wear dark clothing to enhance the glow, and don’t forget your waterproof camera for some epic shots. This is the perfect tour for couples looking to kindle the romance.
No moon nights are a bonus – you’ll see the skies studded with bright stars.
A knowledgeable guide is a great addition to this tour, as you will learn so much about fragile marine ecosystems.
Explore Nearby St. Barts
Fort Gustav – Wikimedia And something for the history buffs and culture trippers.
Why not uncover the rich history and culture of St. Barts on a private sightseeing tour?
A clean air-conditioned vehicle will take you to iconic spots like the Wall House Museum, where you can learn about the island’s colonial past, and the charming village of Corossol, known for its traditional weaving and artisanal crafts.
The Inter Oceans Museum offers a fascinating glimpse into the maritime history of St. Barts, showcasing rare shells and artifacts.
Don’t miss a visit to Gustavia, the island’s capital, where you can explore historic sites such as Fort Gustav and enjoy some souvenir shopping at the local boutiques.
Make sure to savor the authentic flavors of the island at one of the many exquisite restaurants in town.
Sunset Sail Excursion in Anguilla
Sunset Sail – Wikimedia Bring your Caribbean getaway to a close on a high note with a sunset sail excursion in Anguilla.
Round up the gang and watch in awe as the sun starts its descent, drenching the sky in hues of red.
Keep your eyes peeled for dolphins frolicking in the wake – it’s a sight to behold.
A good idea is to book a boat trip with dinner included – you could get roasted Gorgonzola, French-style charcuterie platters, and a top selection of cheeses and wines.