New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

Ultimate Anguilla and St. Maarten Adventure

Ultimate Anguilla and St. Maarten Adventure Itinerary

Last updated: 2024 Jun 14

Beach Day Bliss in Anguilla

Morning
Start your Anguilla adventure with a delicious breakfast at the renowned {Straw Hat Restaurant}. Afterward, spend the morning relaxing on the pristine sands of {Meads Bay}.
Afternoon
For lunch, head to {Blanchards Restaurant and Beach Shack} for a taste of local flavors. Post lunch, continue your beach escapade at the stunning {Shoal Bay}.
Evening
Enjoy a memorable dinner at {Jacala Beach Restaurant} with your toes in the sand, savoring the fresh seafood and Caribbean ambiance.
Bedtime
Find amazing hotels in Anguilla.
Visit Meads Bay in Anguilla
star4.78

Meads Bay

Book Now
Visit Shoal Bay in Anguilla
star4.78

Shoal Bay

Book Now

Island Exploration in St. Maarten

Morning
Kick off your day with a hearty breakfast at {The Palms Restaurant}. Then, embark on a half-day tour of the French and Dutch sides of the island with the {St. Maarten Half-Day Tour of French & Dutch Sides}.
Afternoon
For a local experience, have lunch at the famous {Sarah's Snack}. Afterward, visit the iconic Maho Beach and witness the extreme plane landings up close with the {Philipsburg Extreme Plane Spotting at Maho Beach}.
Evening
Conclude your day with a delightful dinner at {Mark's Place}, known for its Caribbean cuisine and relaxed atmosphere.
Bedtime
Find amazing hotels in St. Maarten.
Visit St. Maarten Half-Day Tour of French & Dutch Sides in St. Maarten
star4.50

St. Maarten Half-Day Tour of French & Dutch Sides

Book Now
Visit Philipsburg Extreme Plane Spotting at Maho Beach in St. Maarten
star4.66

Philipsburg Extreme Plane Spotting at Maho Beach

Book Now

Culinary Delights and Sunset Views

Morning
Indulge in a leisurely breakfast at {The Artisan}. After breakfast, take a private speedboat excursion to explore the hidden gems of Anguilla with the {Anguilla Full-Day Private Speedboat Excursion}.
Afternoon
Enjoy a gourmet lunch at the exclusive {Hibernia Restaurant and Art Gallery}. Spend the afternoon snorkeling at the Underwater Sculpture Park and relaxing on the white sands of {Cove Bay}.
Evening
Witness a breathtaking sunset while sipping cocktails at {Da'Vida}, followed by a sumptuous dinner at this beachfront establishment.
Bedtime
Find amazing hotels in Anguilla.
Visit Anguilla Full-Day Private Speedboat Excursion in Anguilla
star5.00

Anguilla Full-Day Private Speedboat Excursion

Book Now
Visit Los Cabos Sunset Fajitas Dinner Cruise on Cabo Escape in Anguilla
star4.19

Cove Bay

Book Now

Adventure and Adrenaline in St. Maarten

Morning
Start your day with a thrilling ATV adventure to explore the island's best sights with the {Sint Maarten ATV Adventure Explore the Island's Best Sights}. After the adventure, have a casual lunch at {Mr. Busby's Beach Bar}.
Afternoon
Continue the adrenaline rush with the Loterie Farm Fly Zone Treetop Zip-Line Adventure. Afterward, relax at the Loterie Farm with a refreshing drink.
Evening
For dinner, experience a unique dining setting on the Tango Dinner Cruise, where you can enjoy a delicious meal while cruising along the coast.
Bedtime
Find amazing hotels in St. Maarten.
Visit Sint Maarten ATV Adventure Explore the Island's Best Sights in St. Maarten
star4.50

Sint Maarten ATV Adventure Explore the Island's Best Sights

Book Now
next arrow

Relaxation and Rejuvenation in Anguilla

Morning
Treat yourself to a relaxing spa morning at the {CuisinArt Resort and Spa}. Afterward, have a healthy and rejuvenating lunch at the resort.
Afternoon
Spend the afternoon at the Prickly Pear Cays, snorkeling in the crystal-clear waters and basking in the sun on the pristine beaches.
Evening
Enjoy a gourmet dinner at {The Restaurant at Malliouhana} with stunning views of the Caribbean Sea.
Bedtime
Find amazing hotels in Anguilla.

Sailing and Snorkeling in St. Maarten

Morning
Embark on a luxury catamaran cruise with lunch and drinks, exploring the best snorkeling spots around the island with the {Sint Maarten Luxury Catamaran Cruise with Lunch and Drinks}.
Afternoon
After a refreshing swim, enjoy a beachside barbecue on one of the secluded coves. Spend the afternoon relaxing on the catamaran and taking in the beautiful views.
Evening
For dinner, savor the catch of the day at {Buccaneer Beach Bar} while watching the sunset over the Caribbean Sea.
Bedtime
Find amazing hotels in St. Maarten.
Visit Sint Maarten Luxury Catamaran Cruise with Lunch and Drinks in St. Maarten
star5.00

Sint Maarten Luxury Catamaran Cruise with Lunch and Drinks

Book Now
next arrow

Farewell to the Caribbean Paradise

Morning
Take a final stroll along the soft sands of Rendezvous Bay, followed by a farewell breakfast at {The Place Restaurant}.
Afternoon
Visit the historic Heritage Collection Museum to learn about the rich cultural heritage of Anguilla. For lunch, enjoy a traditional Anguillian meal at {Garvey's Sunshine Shack}.
Evening
End your Caribbean adventure with a sunset cruise, toasting to the memories made during your time in this tropical paradise. Enjoy a farewell dinner at {Blanchards Restaurant}.
Bedtime
Find amazing hotels in Anguilla.

Top Anguilla Travel Videos

Adjacent Cities

kayakFind the right stay during your trip.
Got a question about your trip?