7-Day Anguilla Yacht Charter Itinerary: Unspoiled Caribbean Beaches
7 planned days, starting at Road Bay, Anguilla and finishing at Meads Bay, Anguilla. Stops include Road Bay, Anguilla, Little Bay, Anguilla, Sandy Ground, Anguilla, Dog Island, Anguilla, Prickly Pear Cays, Anguilla and further stops detailed below. Confirm the daily passages and shore plans with your captain before booking.
Cruising region: Caribbean Yacht Charter
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Plan this charter
- First planned stop
- Road Bay, Anguilla
- Final planned stop
- Meads Bay, Anguilla
Shore plans to discuss with your crew
- Day 1Welcome champagne on deck
- Day 1Sunset views over the harbour
- Day 1First swim in crystal-clear waters
- Day 1Exploring the local art galleries
- Day 2Snorkelling with sea turtles
- Day 2Cliff jumping (optional, for the adventurous)
Confirm joining and departure ports, yacht availability and the daily passage plan before paying a deposit. The captain decides anchorages and any route changes for weather, sea conditions and local restrictions. Shore venues, marine-park permissions and activity bookings require separate confirmation.
Map connections are schematic, not a navigable passage plan. Distances, safe approaches and passage times must be checked by the captain.
Ask for an itemised quotation covering the charter fee, taxes, APA or package expenses, berth charges and any delivery or redelivery costs.
- DAY 01
Road Bay, Anguilla
Arrive in Road Bay, the main port of entry for yachts in Anguilla. Settle into your luxury yacht and enjoy the vibrant atmosphere of the waterfront, watching local fishing boats return with their daily catch.
- Welcome champagne on deck
- Sunset views over the harbour
- First swim in crystal-clear waters
- Exploring the local art galleries
- Anchorage
- Road Bay
- Dining
- Jacala Beach Restaurant
- DAY 02
Little Bay, Anguilla
A short cruise brings you to the secluded cove of Little Bay, accessible only by boat or a challenging cliff descent. This intimate spot is perfect for snorkelling and paddleboarding, surrounded by dramatic cliffs and calm, clear waters.
- Snorkelling with sea turtles
- Cliff jumping (optional, for the adventurous)
- Paddleboarding in calm waters
- Picnic lunch on the beach
- Anchorage
- Little Bay
- Dining
- Onboard chef's gourmet BBQ
- DAY 03
Sandy Ground, Anguilla
Return to the lively Sandy Ground for a day of beachside relaxation and water sports. This natural harbour is a hub of activity, with charming beach bars and restaurants lining the shore.
- Water skiing or wakeboarding
- Exploring the salt pond
- Sunset cocktails at Elvis' Beach Bar
- Live music at local venues
- Anchorage
- Sandy Ground
- Dining
- Dolce Vita Restaurant
- DAY 04
Dog Island, Anguilla
Venture to the uninhabited Dog Island, a pristine nature reserve offering exceptional birdwatching and secluded beaches. The surrounding reefs are teeming with marine life, making it an ideal spot for diving.
- Birdwatching (boobies, terns, noddies)
- Scuba diving on vibrant reefs
- Beachcombing for shells
- Exploring hidden coves
- Anchorage
- Dog Island (west side)
- Dining
- Freshly caught seafood prepared onboard
- DAY 05
Prickly Pear Cays, Anguilla
Sail to the Prickly Pear Cays, two small uninhabited islands surrounded by vibrant coral reefs. Enjoy snorkelling in the crystal-clear waters and then relax on the pristine white sand beaches.
- Snorkelling with colourful fish
- Relaxing on the secluded beaches
- Enjoying a fresh lobster lunch ashore
- Exploring the nature trails
- Anchorage
- Prickly Pear Cays (west cay)
- Dining
- Prickly Pear Bar & Restaurant
- DAY 06
Rendezvous Bay, Anguilla
Experience the long, sweeping curve of Rendezvous Bay, renowned for its soft sand and calm, shallow waters. This iconic beach offers stunning views of St. Martin in the distance.
- Long walks on the beach
- Swimming in the calm, shallow waters
- Enjoying a rum punch at a beach bar
- Watching the sunset over St. Martin
- Anchorage
- Rendezvous Bay
- Dining
- The Place Restaurant
- DAY 07
Meads Bay, Anguilla
Conclude your Anguilla yacht charter at Meads Bay, home to some of the island's most luxurious resorts and fine dining establishments. Enjoy a final swim and soak in the sophisticated atmosphere before departing.
- Swimming and sunbathing
- Indulging in a spa treatment at a resort (optional)
- Enjoying a final gourmet meal
- Reflecting on the week's adventures
- Anchorage
- Meads Bay
- Dining
- Blanchards Restaurant
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