7-Day Martha's Vineyard Yacht Charter: Classic New England Charm
Embark on a quintessential Martha's Vineyard yacht charter, exploring the timeless beauty of the New England coast. Your journey begins amidst the gingerbread cottages of Oak Bluffs, before sailing to the sophisticated shores of Edgartown. Discover secluded coves and vibrant harbour towns, each offering a unique glimpse into island life. This Martha's Vineyard yacht charter promises a harmonious blend of relaxation and exploration, with ample opportunities for watersports, gourmet dining, and soaking in the rich maritime history of this iconic cruising area. Feel the gentle sea breeze as you navigate the pristine waters, discovering hidden gems and iconic landmarks.
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- DAY 01
Oak Bluffs, Martha's Vineyard
Your Martha's Vineyard yacht charter begins in the vibrant town of Oak Bluffs, famous for its colourful Victorian gingerbread cottages and lively atmosphere. Explore the historic Camp Meeting Association grounds.
- Circuit Avenue shopping
- Flying Horses Carousel
- Ocean Park
- Gingerbread Cottages
- Anchorage
- Oak Bluffs Harbor
- Dining
- Nancy's Restaurant
- DAY 02
Edgartown, Martha's Vineyard
Sail to the elegant town of Edgartown, characterized by its stately whaling captains' homes and pristine harbour. Enjoy a stroll along the tree-lined streets and visit the iconic Edgartown Lighthouse.
- Edgartown Lighthouse
- Main Street boutiques
- Old Whaling Church
- Chappaquiddick Island ferry
- Anchorage
- Edgartown Harbor
- Dining
- The Port Hunter
- DAY 03
Vineyard Haven, Martha's Vineyard
Discover Vineyard Haven, the main port of entry to Martha's Vineyard, offering a blend of maritime history and contemporary charm. Explore its art galleries and bustling waterfront.
- Martha's Vineyard Museum
- Black Dog Tavern
- Owen Park Beach
- Art galleries on Main Street
- Anchorage
- Vineyard Haven Harbor
- Dining
- The Black Dog Tavern
- DAY 04
Cuttyhunk Island
Cruise to the tranquil island of Cuttyhunk, the outermost of the Elizabeth Islands. This secluded haven offers pristine natural beauty, ideal for quiet reflection and exploring untouched landscapes.
- Cuttyhunk Pond
- Penikese Island views
- Lobster Pot restaurant
- Beachcombing
- Anchorage
- Cuttyhunk Pond
- Dining
- The Cuttyhunk Fishing Club
- DAY 05
Nantucket Island
Sail across to the charming island of Nantucket, renowned for its cobblestone streets, rose-covered cottages, and rich whaling history. Explore the historic district and pristine beaches.
- Nantucket Whaling Museum
- Siasconset Bluff Walk
- Great Point Lighthouse
- Main Street shopping
- Anchorage
- Nantucket Harbor
- Dining
- Cru Restaurant
- DAY 06
Woods Hole, Cape Cod
Return to the mainland, visiting Woods Hole, a picturesque village on Cape Cod known for its scientific institutions and vibrant marine life. Enjoy the scenic beauty of the Falmouth coastline.
- Woods Hole Oceanographic Institution
- Marine Biological Laboratory
- Nobska Lighthouse
- Woods Hole Historical Museum
- Anchorage
- Woods Hole Great Harbor
- Dining
- The Landfall Restaurant
- DAY 07
Menemsha, Martha's Vineyard
Conclude your Martha's Vineyard yacht charter in the rugged fishing village of Menemsha, famous for its stunning sunsets and fresh seafood. Experience the authentic working harbour atmosphere.
- Menemsha Public Beach sunset
- Larsen's Fish Market
- Chilmark Chocolates
- Menemsha Hills Reservation
- Anchorage
- Menemsha Pond
- Dining
- Larsen's Fish Market (takeaway)
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
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