Anguilla, a pristine gem in the Caribbean, offers more than just stunning beaches and luxury resorts. For those looking to uncover the real essence of this beautiful island, this ultimate 7-day itinerary is the perfect guide to a Caribbean getaway. From swimming with turtles at Little Bay to enjoying live reggae at Bankie Banx, there’s something for everyone. This guide will show you how to make the most of your trip by exploring local markets, historical sites, and even participating in one of Anguilla’s most vibrant festivals. So, let’s dive in and discover how to spend seven unforgettable days in this island paradise.

This 7-day itinerary takes you through Anguilla’s best experiences, from swimming with turtles at Little Bay and enjoying live reggae at Bankie Banx to savoring seafood by the beach. Explore local markets, visit historical sites, and experience Anguilla’s vibrant culture. Highlights include beach relaxation, horseback riding, and underwater exploration. Enjoy local cuisine at top restaurants, unwind at Shoal Bay, and shop for souvenirs. With insider tips and resources, this guide ensures a stress-free trip while supporting Caribbean Focus™ Travel.

Day 1: Arrival And Beachfront Relaxation

Day 1_ Arrival And Beachfront Relaxation

Arriving at Clayton J. Lloyd International Airport is your first step into the peaceful rhythm of Anguilla. From there, it’s just a short drive to your choice of luxurious accommodations. Top-rated hotels such as Malliouhana ResortAurora Anguilla Resort & Golf ClubFour Seasons Resort & Residences, and Zemi Beach House LXR offer the perfect mix of comfort and style. 

Once settled in, make your way to Anguilla Sands and Salts to pick up some locally made products to last throughout your stay.

Afterward, head to Rendezvous Bay, one of the most popular beaches on the island, where you can unwind and take part in various activities. Whether you want to enjoy a round of golf at Aurora International Golf Club or embark on an island tour like the Anguilla Getaway CruiseCultural food tour in Marigot, or Sky Exploration and Flying Dutchman, there’s no shortage of things to do. 

For dinner, visit Blanchards Restaurant and Beach Shack, where you can savor a delicious grilled cubano or try other delectable dishes like jerk chicken or black bean soup.

In the evening, embrace the island nightlife by visiting Elvis Beach Bar, a lively spot where you can enjoy live music, beach games, and tropical drinks. It’s the perfect way to kick off your adventure.

Day 2: Island Exploration And Fun Activities

Day 2_ Island Exploration And Fun Activities

Start your second day in Anguilla with breakfast at Straw Hat Restaurant. You can choose from a variety of dishes, from buttermilk pancakes to a savory bagel and lox combination featuring smoked salmon, cream cheese, and island tomatoes.

Once fueled up, take a leisurely ride around the island to discover some of Anguilla’s most beautiful and hidden spots. After the tour, make your way to Aurora Entertainment Park for a day of fun. The park features a water park with a lazy river, water slides, and a kids’ splash pad, perfect for cooling off under the Caribbean sun. If you’re visiting on a Saturday, don’t miss the live DJ performances from 12 pm to 5 pm.

After a fun-filled day at the park, head to the C Level Restaurant for dinner. The menu offers dishes like curried goat with pigeon peas and rice or a refreshing kale and sweet potato salad.

Later, unwind with some live reggae at Bankie Banx Dune Preserve, a bar owned by the famous Anguillian reggae artist. Enjoy live performances and sample delicious Caribbean-inspired cocktails and dishes.

Day 3: Underwater Exploration

The Ultimate 7-Day Itinerary For A Best Caribbean Getaway

Start your third day with breakfast at Da’Vida Restaurant, where you can enjoy their Bayside Breakfast, including egg omelets with Johnny cake and seasonal fruit. Once you’re ready, head to the Prickly Pear Cays, a small group of islands perfect for a boat tour or a peaceful picnic with family or friends.

Afterward, explore the underwater world at Stoney Bay Marine Park, home to the wreck of the 18th-century Spanish Crown vessel, El Buen Consejo. Whether you’re scuba diving, snorkeling, or taking a boat tour, you’ll encounter a variety of marine life, including sea turtles, stingrays, and fish.

For dinner, enjoy some local cuisine at Vincy Restaurant, where you can try dishes like curry goat with rice and peas or curry conch with coconut dumplings.

In the evening, head to Sandy Ground Beach Bars to enjoy some live music, fresh seafood, and tropical cocktails by the shore.

Day 4: A Day Of Beach And History

Day 4_ A Day Of Beach And History

Start your fourth day with a delicious breakfast at Julian’s, before heading to Great Bay Beach for a relaxing swim with the turtles or some snorkeling. The clear, warm waters make this an ideal spot to enjoy the ocean.

Next, dive into the history of Anguilla by visiting the Wallblake House, the island’s oldest landmark. This historic plantation house, built by enslaved laborers, now serves as a museum and offers a glimpse into the island’s troubled past. It’s the only surviving plantation house on Anguilla and a key piece of its history.

After a day of exploration, enjoy lunch at Roy’s Bayside Grill, where you can enjoy delicious food while listening to live music by the beach.

Day 5: Horseback Riding And Nature Exploration

The Ultimate 7-Day Itinerary For A Best Caribbean Getaway

Begin your day with breakfast at Tasty’s Restaurant, known for its chocolate chip pancakes and shrimp poached eggs. Once you’ve eaten, take a short trip to the Anguilla Arch. The arch is accessible via a narrow dirt road, but the breathtaking panoramic views of the island make the journey well worth it.

Afterward, head to Seaside Stables for a horseback ride along the beach. You might even have the opportunity to swim with the horses—an unforgettable experience.

For dinner, visit Veya Restaurant, known for its flavorful dishes like roasted red pepper soup and lobster fritters. The evening will be the perfect end to a day filled with nature and adventure.

Day 6: Souvenir Shopping And Beach Relaxation

Day 6_ Souvenir Shopping And Beach Relaxation

Start the day with breakfast at Le Bon Pain, where you can enjoy fresh pastries like croissants and delicious sandwiches. Afterward, take a scenic drive to Shoal Bay, one of the best beaches in the world. Whether you want to swim, snorkel, or simply bask in the sun, this beach is the ideal place to relax.

For lunch, enjoy fresh seafood and local Anguillan cuisine at a beachside restaurant. Afterward, head to Irie Life for some souvenir shopping. This shop offers a great selection of locally made items, often at better prices than resort shops. Then, treat yourself to a soothing massage at Zemi Thai House Spa.

End the day with a visit to The Tipsy Turtle, where you can enjoy a delicious Bahamas Roll or crab cakes. Don’t forget to try the coconut shrimp and decadent chocolate lava cake for dessert.

Day 7: Departure

The Ultimate 7-Day Itinerary For A Best Caribbean Getaway

On your final day, enjoy a hearty breakfast at Hank’s Restaurant, famous for its seafood dishes. Afterward, take one last swim at Meads Bay, a beautiful beach with calm, clear waters. You can also try kayaking or paddleboarding, or simply take a stroll along the beach.

Once you’re ready, it’s time to head to the airport and reflect on the wonderful memories you’ve made during your stay in Anguilla. Whether it was swimming with turtles, exploring the island’s rich history, or enjoying the local music scene, this trip will stay with you long after you’ve left.

Conclusion

Anguilla offers a blend of stunning natural beauty, rich culture, and exciting adventures. Whether you’re looking to relax on the beach or explore the island’s history and vibrant local life, this ultimate 7-day itinerary ensures you experience the very best of a Caribbean getaway. Each day brings something new and unforgettable, and by the end of your trip, you’ll have cherished memories that will last a lifetime.

We hope this guide helps you plan your perfect Anguilla getaway. Don’t forget to subscribe to our newsletter for more such guides.

Spread the love