7-Day Anguilla Yacht Charter: Secluded Coves & Culinary Delights in the Leeward Islands
Embark on an Anguilla yacht charter, a journey through the serene turquoise waters and sugar-soft sands of the Leeward Islands. This itinerary unveils hidden coves, vibrant coral reefs, and a culinary landscape that tantalizes the senses. Feel the gentle trade winds, discover secret beaches like Little Bay, and savour exquisite dining experiences under the stars. An Anguilla yacht charter offers the perfect blend of relaxation and gourmet exploration in this Caribbean paradise.
Cruising region: Caribbean Yacht Charter
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- DAY 01
Road Bay, Anguilla
Arrive at Road Bay, the bustling hub of Anguilla, where your luxury yacht awaits. Settle in and enjoy the vibrant atmosphere as local fishing boats return with their daily catch.
- Boarding your yacht
- Sunset cocktails at Elvis' Beach Bar
- Strolling along the beach
- Briefing with your captain
- Anchorage
- Road Bay
- Dining
- Jacala Beach Restaurant
- DAY 02
Sandy Island & Prickly Pear Cays
Sail to the idyllic Sandy Island, a tiny cay offering pristine waters and excellent snorkelling. Later, cruise to the larger Prickly Pear Cays, a designated marine park.
- Snorkelling Sandy Island reef
- Lunch at Sandy Island Restaurant
- Exploring Prickly Pear East
- Birdwatching
- Anchorage
- Prickly Pear Cays
- Dining
- BBQ on board
- DAY 03
Crocus Bay & Little Bay, Anguilla
Head to Crocus Bay, a tranquil stretch of sand. From here, take the tender to Little Bay, a truly secluded cove accessible only by boat, offering spectacular cliff views and marine life.
- Paddleboarding in Crocus Bay
- Snorkelling Little Bay
- Cliff jumping (for the adventurous)
- Exploring sea caves
- Anchorage
- Crocus Bay
- Dining
- Da'Vida Restaurant
- DAY 04
Dog Island, Anguilla
Venture further afield to Dog Island, an uninhabited sanctuary known for its untouched beaches and a significant seabird colony. Enjoy the ultimate escape from civilization.
- Beachcombing for shells
- Observing seabirds
- Picnic lunch on the beach
- Deep-sea fishing opportunity
- Anchorage
- Dog Island (west side)
- Dining
- Chef's special on board
- DAY 05
Meads Bay & Barnes Bay, Anguilla
Cruise to the west end of Anguilla, anchoring off the iconic Meads Bay. Enjoy the vibrant beach scene and then move to the more secluded Barnes Bay for a peaceful evening.
- Watersports at Meads Bay
- Relaxing on the golden sands
- Sunset cocktails at Malliouhana
- Fine dining experience
- Anchorage
- Barnes Bay
- Dining
- Straw Hat Restaurant
- DAY 06
Shoal Bay East, Anguilla
Discover the famously beautiful Shoal Bay East, renowned for its dazzling white sand and clear, calm waters. Spend the day swimming and enjoying the vibrant coral reefs.
- Snorkelling the coral gardens
- Swimming in the calm waters
- Beach bars and local rum punches
- Collecting sea glass
- Anchorage
- Shoal Bay East
- Dining
- Tropical Sunset Restaurant
- DAY 07
Rendezvous Bay, Anguilla
Spend your final day at Rendezvous Bay, a long, sweeping beach offering magnificent views of St. Martin. Enjoy a last swim before preparing for departure from Road Bay.
- Walking the length of Rendezvous Bay
- Final swim and sunbathing
- Lunch at a beachside grill
- Farewell dinner on board
- Anchorage
- Rendezvous Bay
- Dining
- The Place Restaurant
Knowledge graph
Where this route sits in the ecosystem
Destinations, berths and yachts connected to this itinerary — each with the reason for the link.
Destinations on this route
An itinerary is defined by the places it visits
- Anguilla Yacht Charter
Contract relationship visits -> destination recorded by the ecosystem spec; rationale normalized by Phase 2.
- Grenada Yacht Charter
Neighbouring destination in the same ecosystem, reachable on this route
- Jamaica Yacht Charter
Neighbouring destination in the same ecosystem, reachable on this route
Berths on this route
The berths the route actually calls at
- Errol Flynn Marina Boatyard
Berth available on this leg of the route
- Errol Flynn Marina
Berth available on this leg of the route
- Port Louis Marina
Berth available on this leg of the route
Build a week from this itinerary — every related page
Continue with the destinations, itineraries, marinas and practical guides that are most closely related to this page.
