The Valley

Day Trips

Make the most of your day with our curated plans, packed with The Valley's hidden gems and unique experiences!

day 1
Arrival and Relaxation
morning
:

Arrive at The Valley, Anguilla and check into your beachfront accommodation. Take a moment to settle in and soak up the stunning ocean views from your balcony. Enjoy a leisurely breakfast at a local café, indulging in fresh tropical fruit and traditional Caribbean fare.

afternoon
:

Explore the nearby beaches, specifically the iconic Shoal Bay East, known for its powdery sands and crystal-clear waters. Engage in various water activities like snorkeling or paddleboarding, immersing yourself in the vibrant marine life. Alternatively, you can simply relax under the sun with a refreshing cocktail in hand.

evening
:

Dine at a beachfront restaurant, enjoying freshly caught seafood prepared with local spices. As the sun sets, listen to the soothing sounds of the ocean and watch as the sky transforms into a palette of colors. End your night with a leisurely stroll along the beach, feeling the soft sand beneath your feet.

day 2
Exploring local culture
morning
:

Start your day with a visit to the Arawak Archaeological Site, where you can explore the remnants of ancient Caribbean culture. Learn about the history of the island through informative displays and guided tours. Afterward, head to a local bakery for a traditional breakfast pastry.

afternoon
:

Visit the Anguillian Heritage Museum to dive deeper into the island’s history, showcasing artifacts and exhibits reflecting the rich culture of Anguilla. Then, enjoy a leisurely lunch at a popular establishment known for its local dishes. In the afternoon, take a stroll through the local craft shops to pick up unique souvenirs made by local artisans.

evening
:

Attend a cultural event or local music performance, immersing yourself in the vibrant rhythms of Caribbean music. Savor a delicious dinner featuring local specialties at a renowned restaurant, complemented with a glass of island rum. Wind down your evening with a nightcap while enjoying the soothing sounds of the nearby ocean.

day 3
Water sports adventure
morning
:

Get ready for an action-packed day by renting a jet ski or booking a guided tour to explore Anguilla's nearby cays and uninhabited islands. Take an invigorating morning ride over the sparkling blue waters, feeling the thrill as you speed through the waves. Stop for a swim in hidden coves as you enjoy the pristine surroundings.

afternoon
:

After a morning of adventure, refuel with a relaxing lunch at one of the beach bars that offer stunning views and tasty grilled seafood. Spend the afternoon lounging at a secluded beach, soaking up the sun and enjoying a refreshing swim. If you're up for it, try out paddleboarding or join a group for a sunset kayak tour.

evening
:

Return to your accommodation to freshen up, then head out for a gourmet dining experience at an upscale restaurant. Relish the flavors of Caribbean fusion cuisine as you enjoy a multi-course meal crafted by talented chefs. Conclude your evening with a night at a lively bar enjoying local cocktails and live music.

day 4
Nature and Relaxation
morning
:

Begin your day with a guided visit to the Anguilla's Nature Reserve, where you can hike through lush greenery and observe the native wildlife. Enjoy the tranquility of the surroundings while taking in the stunning coastal vistas. Afterward, treat yourself to breakfast at a charming café offering organic and local ingredients.

afternoon
:

Spend the afternoon at Rendezvous Bay, a serene beach perfect for relaxing in the sun or indulging in a pampering beachside massage. Grab a book or enjoy some beach games with friends and family. For lunch, taste some delicious bites at a nearby beach bar with a laid-back atmosphere.

evening
:

As evening approaches, seek out a local tavern to experience authentic Anguillian hospitality while sampling regional dishes. Enjoy a relaxed setting with a beautiful ocean view, creating the perfect backdrop for dining. Complete your day with stargazing on the beach, listening to the gentle waves crashing on the shore.

day 5
Culinary Exploration
morning
:

Join a cooking class to learn about traditional Caribbean dishes with fresh local ingredients. Gather at a local chef's kitchen, where you will learn recipes and techniques that have been passed down through generations. Enjoy the fruits of your labor with a delicious meal prepared by you and your classmates.

afternoon
:

After cooking, head to the local farmers market where you can interact with farmers and vendors while sampling fresh produce and artisanal products. Spend your afternoon learning about the ingredients you will use while creating your culinary masterpieces at home. Take a leisurely stroll through the market, picking up unique items for your kitchen.

evening
:

Attend a food festival or a themed tasting event happening in the area, showcasing local chefs and their creations. Savor a culinary adventure while mingling with locals and fellow travelers, all while enjoying the best flavors Anguilla has to offer. Cap off the night with dessert and cocktails as you continue to engage with the vibrant community.

day 6
Historical Sites and Scenic Views
morning
:

Conquer the day with a visit to Fort Pleasant, an important slice of Anguilla's history offering breathtaking views of the surrounding area. Explore the remains of the fort while learning about its role in the island's past. Afterward, grab breakfast at a nearby café with fresh local coffee and pastries.

afternoon
:

Venture to the nearby Sandy Ground beach where you can enjoy a delicious lunch at one of the colorful beach shacks. You may want to participate in various beach games or simply relax under a beach umbrella. Be sure to capture some beautiful photos of the vibrant surroundings.

evening
:

Wind down with a dinner cruise that provides stunning views of the sunset over the horizon. Savor a delicious meal on board while being surrounded by the beautiful coastline of Anguilla. After dinner, enjoy a fun night out with music and dancing at a local venue.

day 7
Adventurous Isles
morning
:

Set sail on a day trip to explore neighboring cays such as Prickly Pear and Sandy Island, known for their stunning beauty and tranquility. Enjoy a hearty breakfast at your accommodation before embarking on this exciting excursion. Equip yourself with snorkeling gear to discover the underwater wonders waiting for you.

afternoon
:

Spend the day hopping from one pristine beach to another, indulging in beachside picnics and swimming in exquisite turquoise waters. Your guides may provide insight into the history and ecology of the islands as you explore hidden gems. Take the opportunity to simply relax on the sand and enjoy the serene environment.

evening
:

Return to The Valley and freshen up before heading out for some local seafood dinner at a popular eatery. Relish the flavors of freshly prepared dishes, highlighting the richness of the ocean. Engage with locals while enjoying your meal, creating a delightful way to conclude your adventure-filled day.

day 8
Local Art and Relaxation
morning
:

Start your final day by visiting local art galleries that display the works of Anguillian artists, showcasing the island's unique culture and creativity. Spend some time appreciating the diverse styles and mediums used by local talents. Afterward, treat yourself to a leisurely brunch at a popular café with a cozy ambiance.

afternoon
:

Spend the afternoon at Meads Bay, enjoying the soft sands and warm waters that this beautiful beach offers. Rent a cabana for some shade and continue to relax with a good book or simply enjoy the sound of waves lapping the shore. Have a light lunch at a beachside restaurant, savoring more of the local cuisine.

evening
:

As your stay comes to a close, enjoy a farewell dinner at a restaurant with a breathtaking view of the sunset. Treat yourself to a lavish meal, toasting to your memorable experiences in Anguilla. Reflect on your journey as you savor the last moments of your magical vacation.

Discover The Valley

Read more in our The Valley 2025 Travel Guide.

The Valley Travel Guide