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Writer's picturePhilippe & Ingrid Goyette

Sample Anguilla Itinerary for Sandcastle Villa & Beach House Guests

Updated: Nov 5

Sandcastle Villa & Beach House GuestsHere’s a recreated itinerary tailored for guests who want to explore the best of Anguilla. This example is customized for a group


Day 1: Arrival

Evening: Dinner at Home (Spaghetti Night)


Day 2: Beach & Relaxation

Morning: Breakfast at Home

Day Activity: Day at the Beach with lounge chairs; Lunch at a casual beachside restaurant (great beach for kids)

Lunch: Blanchard Beach Shack (Casual Beach Vibes)

Evening: Dinner at Home (Asian-Inspired Cuisine)


Day 3: Adventure & Dining

Morning: Breakfast at Home

Day Activity: Private Boat Tour to a Deserted Island for Snorkeling

Lunch Stop: Prickly Pear (Caribbean flavors and island ambiance)

Evening: Dinner at Sand Bar (Tapas-style dining by the beach)


Day 4: Outdoor Activities & Hotel Dining

Early Morning: Golf for Adults

Morning: Breakfast at Home

Day Activity: Horseback Riding, Fishing from Shore, Relax at VillaLunch: BBQ at Home (Grilled burgers and casual fare)

Evening: Drinks at Four Seasons followed by Dinner at Picante (Mexican cuisine)


Day 5: Excursion to Scrub Island

Morning: Breakfast at Home, Pick up Subway Sandwiches for the ExcursionDay Activity: Day Trip to Scrub Island (Pack hats and long sleeves)Lunch: Picnic on Scrub IslandEvening: Dinner at Home (Selection of Meats from the Butchery)


Day 6: Water Sports & Beach Fun

Morning: Breakfast at Home

Day Activity: Crocus Bay – Jump off the Pier, Kayak, and Paddle Board to Little BayLunch: Da’Vida (Caribbean cuisine right by the water)

Evening: Dinner at Home (French-Inspired Dishes)


Day 7: Aquatic Adventure & Relaxation

Morning: Breakfast at Home

Day Activity: Scuba Diving, Aquapark, Relax on the Beach with Live Music

Lunch: Medearman (Caribbean Beachfront Dining)

Evening: Dinner at Home (Fresh Fish and Seafood Dishes)


Day 8: Island Excursion to St. Barts

Morning: Breakfast at Home

Day Activity: Day Trip to St. Barts & Nikki Beach Experience (Pre-Reserved)

Evening: Dinner at Home (Pizza Night)


Day 9: Art & Culture Day

Morning: Breakfast at Home

Day Activity: Art Class at the Villa; Italian Lunch at Trattoria

Lunch: Trattoria (Authentic Italian Flavors)

Evening: Dinner at Home (Indian-Inspired Cuisine)


Day 10: Departure

Morning: Breakfast at Home

Departure: Farewell from Anguilla, and we look forward to welcoming you back!


Additional Activities & Experiences We Can Arrange these Anguilla Itinerary

  • Golf & Tennis at local resorts

  • Beach Massages for ultimate relaxation

  • Paddle Boarding & Kayaking along serene beaches

  • Fishing (Shore or Offshore) for a day on the water

  • Aquapark for Kids with supervised fun

  • Cooking Classes with local chefs

  • Horseback Riding in the ocean for an unforgettable experience

  • Cliff Jumping at Little Bay

  • Deserted Island Picnic on Prickly or Sandy Island (Highly recommended!)


Our Concierge Service will handle all reservations and bookings to create a stress-free experience for you. Whether you prefer an action-packed schedule or a relaxing escape, we’ll tailor the itinerary to suit your needs. Contact us via call, text, WhatsApp, or email to start planning!




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