5-Day Martha's Vineyard Yacht Charter: Secluded Coves & Coastal Charm
Embark on a tranquil Martha's Vineyard yacht charter, seeking out the region’s most secluded coves and charming coastal villages. This itinerary focuses on serene anchorages and natural beauty, offering a more intimate experience of the New England cruising area. Your Martha's Vineyard yacht charter begins in the peaceful waters of Menemsha, before discovering hidden gems around the island and beyond. Enjoy pristine beaches, quiet fishing villages, and the untouched landscapes that define this exquisite region. Feel the calm of the open water and the warmth of the sun as you explore these less-travelled paths, away from the bustling crowds.
Scroll to explore ↓
- DAY 01
Menemsha, Martha's Vineyard
Begin your journey in the idyllic fishing village of Menemsha, known for its untouched beauty and spectacular sunsets. Enjoy the freshest seafood directly from the docks.
- Menemsha Public Beach
- Larsen's Fish Market
- Sunset viewing
- Walk the fishing docks
- Anchorage
- Menemsha Pond
- Dining
- Home Port Restaurant
- DAY 02
Tarpaulin Cove, Naushon Island
Sail to the protected waters of Tarpaulin Cove on Naushon Island, a private island offering one of the most picturesque and secluded anchorages in the region. Enjoy swimming and paddleboarding in tranquil surroundings.
- Tarpaulin Cove Lighthouse
- Secluded beach access
- Swimming and watersports
- Birdwatching
- Anchorage
- Tarpaulin Cove
- Dining
- Onboard chef
- DAY 03
Hadley Harbor, Naushon Island
Continue exploring Naushon Island with a visit to Hadley Harbor, a stunning and well-protected natural harbour. This anchorage offers unparalleled serenity and natural beauty, perfect for relaxation.
- Exploring uninhabited coves
- Kayaking and paddleboarding
- Picnic on the beach
- Star gazing
- Anchorage
- Hadley Harbor
- Dining
- Onboard chef
- DAY 04
Lake Tashmoo, Martha's Vineyard
Return to Martha's Vineyard and enter the calm, brackish waters of Lake Tashmoo, a hidden gem offering a peaceful anchorage and access to a beautiful freshwater pond. Enjoy the quiet natural surroundings.
- Tashmoo Beach
- Fishing in the lake
- Dinghy exploration
- Observing local wildlife
- Anchorage
- Lake Tashmoo (inner basin)
- Dining
- Lambert's Cove Inn & Restaurant (short taxi ride)
- DAY 05
West Chop, Martha's Vineyard
Conclude your Martha's Vineyard yacht charter at West Chop, offering stunning views of Vineyard Sound and the iconic West Chop Lighthouse. Enjoy a final swim or paddle before disembarking.
- West Chop Lighthouse
- Panoramic views of Vineyard Sound
- Swimming near the shore
- Coastal walk
- Anchorage
- West Chop (outer anchorage)
- Dining
- Onboard chef or a casual beachfront meal
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
- Martha’s Vineyard Yacht Charter
Contract relationship visits -> destination recorded by the ecosystem spec; rationale normalized by Phase 2.
- Block Island Yacht Charter
Neighbouring destination in the same ecosystem, reachable on this route
- Nantucket Yacht Charter
Neighbouring destination in the same ecosystem, reachable on this route
Berths on this route
The berths the route actually calls at
- Vineyard Haven / Edgartown berths
Berth or call on this route
- Block Island yacht access
Berth available on this leg of the route
- Nantucket Boat Basin
Berth available on this leg of the route
Yachts for this route
Yachts able to run the route
- GAZELLE
Yacht that operates in every cruising ground on this route
- THE GORILLA
Yacht that operates in every cruising ground on this route
- KRAKEN
Yacht that operates in every cruising ground on this route
- RELENTLESS
Yacht that operates in every cruising ground on this 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.