New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

5 Days of Anguilla Adventures

5 Days of Anguilla Adventures Itinerary

Last updated: 2024 Jun 14

Exploring Pristine Beaches and Sunset Cruises

Morning
Start your Anguilla adventure with a visit to Shoal Bay, one of the most beautiful beaches in the Caribbean. Spend your morning soaking up the sun, swimming in crystal-clear waters, and enjoying the soft white sand. Shoal Bay is perfect for relaxation and offers excellent snorkeling opportunities right off the beach. For breakfast, head to Tasty's Cafe, known for its delicious local cuisine and friendly atmosphere.
Afternoon
In the afternoon, make your way to Meads Bay. This stunning beach is renowned for its turquoise waters and luxurious resorts lining the shore. Take a leisurely stroll along the beach or indulge in some water sports like paddleboarding or kayaking. For lunch, dine at Blanchards Beach Shack, a popular spot offering a variety of tasty dishes with a view of the bay.
Evening
As evening approaches, embark on an unforgettable experience with St.Maarten No1Sxm Sunset Sailing Trimaran. This sunset cruise will take you around St. Maarten's coastline, providing breathtaking views as the sun sets over the horizon. Enjoy snacks and drinks on board while taking in the serene beauty of the Caribbean Sea. For dinner, return to Anguilla and savor a meal at Veya Restaurant, known for its exquisite cuisine and romantic ambiance.
Bedtime
Find amazing hotels in Anguilla.

Island Tours and Snorkeling Adventures

Morning
Begin your second day with an exciting island tour by joining From Philipsburg St. Maarten Island and Beach Tour. This tour will take you around St. Maarten, showcasing both its French and Dutch sides along with beautiful beaches and vibrant local culture. Have breakfast at Karakter Beach Lounge, where you can enjoy a delicious meal right on Simpson Bay Beach.
Afternoon
After returning from your island tour, head to Cove Bay for some afternoon relaxation. Cove Bay is less crowded than other beaches but equally stunning with its clear waters and soft sands. It's an ideal spot for swimming or simply unwinding under the sun. For lunch, visit Sunshine Shack, a laid-back beach bar offering mouthwatering grilled dishes.
Evening
In the evening, set sail again but this time on Simpson Bay Lambada Sunset Cruise of Sint Maarten. This cruise offers another chance to witness a mesmerizing Caribbean sunset while enjoying music, drinks, and snacks on board. The relaxed atmosphere makes it perfect for winding down after an adventurous day. End your day with dinner at Da'Vida Restaurant, where you can indulge in gourmet cuisine while overlooking Crocus Bay.
Bedtime
Find amazing hotels in Anguilla.

Snorkeling Excursions and Scenic Views

Morning
Kick off your third day by exploring underwater wonders with St Maarten Lunch and Sailing to Tintamarre and Little Bay. This full-day excursion includes sailing to Tintamarre Island for snorkeling among vibrant marine life followed by lunch onboard as you head towards Little Bay for more snorkeling adventures or relaxing on pristine beaches.
Afternoon
Upon returning from your snorkeling trip, spend some time at one of Anguilla's hidden gems - Little Bay (not listed). Accessible only by boat or climbing down ropes attached to cliffsides; this secluded cove offers tranquility away from crowds along with excellent opportunities for cliff jumping into crystal-clear waters below! Enjoy lunch at nearby restaurant Elvis' Beach Bar which serves up delicious seafood dishes right on sandy shores.
Evening
Conclude Day 3 by embarking on yet another memorable cruise - this time it's all about luxury aboard Sint Maarten Luxury Catamaran Cruise with Lunch & Drinks. Sail around scenic coastlines while sipping cocktails from open bar before indulging yourself further during sumptuous onboard dinner prepared fresh just moments earlier! Return back ashore feeling refreshed ready tackle next day's adventures ahead! Finish off night dining al fresco style under stars @ popular eatery called simply enough 'SandBar' serving eclectic mix tapas-style plates sure please any palate!
Bedtime
Find amazing hotels in Anguilla.

Island Hopping and Cultural Exploration

Morning
Start your fourth day with an exhilarating island-hopping adventure by joining St. Maarten Full-Day Catamaran Sail to Prickly Pear Cays. This full-day excursion will take you to the stunning Prickly Pear Cays, where you can snorkel in crystal-clear waters, relax on pristine beaches, and enjoy a delicious lunch onboard. The vibrant marine life and picturesque landscapes make this a must-do activity. For breakfast, visit Le Bon Pain, a charming bakery offering freshly baked pastries and coffee.
Afternoon
After returning from your catamaran sail, immerse yourself in Anguilla's rich culture by visiting the Heritage Collection Museum (not listed). This small but informative museum showcases the island's history, from its indigenous people to colonial times and modern-day developments. It's a great way to learn more about Anguilla's heritage. For lunch, head to Johnno's Beach Stop, known for its relaxed atmosphere and tasty seafood dishes.
Evening
In the evening, experience the vibrant nightlife of Anguilla by joining Simpson Bay Bubbly Sunset Cruise with Prosecco & Snacks. This sunset cruise offers a unique blend of relaxation and celebration as you sip on Prosecco while watching the sun dip below the horizon. The cruise includes snacks and music, creating a lively yet laid-back ambiance. For dinner, dine at Straw Hat Restaurant, renowned for its delectable cuisine and beachfront setting.
Bedtime
Find amazing hotels in Anguilla.

Adventure Sports and Farewell Dinner

Morning
Begin your final day with an adrenaline-pumping activity by participating in St Maarten Atv island highlights tour. This guided ATV tour takes you around St. Maarten's most scenic spots, including beaches, viewpoints, and cultural landmarks. It's an exciting way to explore the island's diverse landscapes while enjoying some off-road fun. Have breakfast at Zee Best, famous for its delicious crepes and pastries.
Afternoon
After your ATV adventure, return to Anguilla for some relaxation at Prickly Pear Cays. Spend your afternoon lounging on these idyllic cays' soft sands or snorkeling in their clear waters teeming with marine life – perfect way unwind after morning filled excitement! For lunch nearby try out popular eatery called simply enough 'Blanchards Restaurant' serving eclectic mix tapas-style plates sure please any palate!
Evening
Conclude your Anguillian adventure with a memorable farewell dinner at Blanchards Restaurant. Before that though why not squeeze one last bit excitement into trip? Join thrilling excursion known as 'St Maarten Sky Explorer Flying Dutchman Entry Ticket' which offers breathtaking views entire region atop Sentry Hill followed heart-pounding zipline ride down mountainside! Return back shore feeling exhilarated ready tackle next day's adventures ahead! Finish off night dining al fresco style under stars @ popular eatery called simply enough 'SandBar' serving eclectic mix tapas-style plates sure please any palate!
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?