Exploring Anguilla, what to do, where to stay and what to eat: A Three-Day Itinerary

Anguilla, the stunning Caribbean Island known for its white sandy beaches and turquoise waters, offers a perfect blend of relaxation and adventure. If you’re planning a trip to this Caribbean gem, here’s a three-day itinerary that will allow you to make the most of your time on the island. Be sure to make reservations at least a month in advance for your hotel, Moke Rental, Sandy Ranch horseback experience and dinner reservations. Anguilla is a hot spot so plan at least 30 days ahead if you can!


Day 1: Arrival and Sandy Ranch Experience

Hotel Check-In: Start your Anguilla getaway by checking into one of the island’s best hotels. The Four Seasons Resort and Residences Anguilla, Malliouhana, Auberge Resorts Collection or Cap Juluca Boutique Belmont Hotel, are three top-tier resorts that will provide the ultimate luxury and comfort during your stay.

Lunch at Blanchards Restaurant: Head to Blanchards Restaurant for a delightful lunch experience. With its beachfront location and delicious Caribbean fusion cuisine, this establishment promises a memorable dining experience to kick off your vacation.

Sandy Ranch Horseback Riding: Check in advance as time options of this experience changes throughout the year. After lunch, take a trip to Sandy Ranch, where you can embark on a unique horseback riding adventure along the island’s pristine beaches. Explore the breathtaking coastline while riding well-trained horses, creating lifelong memories of your time in Anguilla.

Dinner at either Pimms or Cip’s Restaurant at Cap Juluca Boutique hotel. Indulge in a sumptuous dinner at either one of their award-winning restaurants. They are both known for their creative global flavors and stunning views of the Caribbean Sea. They both offer warm and inviting atmosphere, making it the perfect spot to unwind after a day full of activities.


Day 2: Island Exploration

Moke Rental: Rent one of the 12 mokes on the island! You have a rainbow of exotic colors to choose from. It is a popular mode of transportation in Anguilla to venture out to explore the island’s stunning beaches, hidden coves, and vibrant local communities. With its open-air design and compact size, a moke allows you to easily navigate the island’s narrow roads and discover hidden gems at your own pace.

Visit Shoal Bay East: Start your day by visiting Shoal Bay East, one of the most beautiful beaches in the Caribbean. Sink your toes into the powdery sand, swim in the crystal-clear waters, and soak up the sun while enjoying the serene surroundings.

Lunch at Straw Hat Restaurant: For a delightful beachfront dining experience, head to Straw Hat Restaurant. With its Caribbean-inspired menu, fresh seafood, and tropical cocktails, this charming establishment offers a taste of Anguilla’s culinary excellence.

Discover Meads Bay: Continuing your island exploration, make your way to Meads Bay, another stunning beach that boasts crystal-clear waters and picturesque views. Take a refreshing swim or simply relax on the beach, immersing yourself in the natural beauty that Anguilla has to offer.

Sunset at Sunset Lounge: As the day winds down, indulge in a refreshing sunset cocktail at Sunset Lounge, located at the Four Seasons Resort and Residences Anguilla. With its breathtaking ocean views and chic ambiance, this is the perfect place to witness a spectacular Caribbean sunset. Enjoy dinner right at the Sunset Lounge or SALT, both exceptional restaurants with breath taking views at The Four Seasons Resort.


Day 3: Lounge at Beach and/or pool at your hotel

Breakfast at Geraud’s Patisserie: Start your day with a delicious breakfast at Geraud’s Patisserie, a popular local bakery known for its delectable pastries, freshly brewed coffee, and cozy atmosphere. Treat yourself to a mouth-watering array of French-inspired delicacies.

Before bidding farewell to Anguilla, chill and relax all day soaking up the sun and or head to your hotel spa. I promise you’ll leave with fond memories and a desire to return.


Safe travels and enjoy your Anguilla getaway!


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