Experience the beauty of Martha’s Vineyard on a private sightseeing tour. Explore the down-island towns, learn about local history, and enjoy scenic coastal views. Book now!
Experience the beauty of Martha’s Vineyard on a private sightseeing tour. Explore the down-island towns, learn about local history, and enjoy scenic coastal views. Book now!
- Vineyard Haven - The journey begins by passing the Steamship Authority Wharf and continues along Vineyard Haven’s Historic Main Street, which gracefully leads towards West Chop and the outer Harbor.
- West Chop Lighthouse - Delight in the charming architecture of this historic lighthouse and the stunning bluff of West Chop. A brief stop here…
- Vineyard Haven - The journey begins by passing the Steamship Authority Wharf and continues along Vineyard Haven’s Historic Main Street, which gracefully leads towards West Chop and the outer Harbor.
- West Chop Lighthouse - Delight in the charming architecture of this historic lighthouse and the stunning bluff of West Chop. A brief stop here allows for learning about lighthouses before continuing the scenic drive past the West Chop Club and a picturesque overlook of the Elizabeth Islands. A photo opportunity awaits at this overlook! 5 minutes
- Katama Beach (South Beach) - Revel in the expansive views of the Atlantic Ocean while admiring the beautiful oceanfront homes nestled behind the South Beach dunes. The conversation includes notable personalities who spend their summers in this area.
- Edgartown - The drive along the timeless Main Street area reveals the Old Whaling Church, the harbor, and many charming shops and cottages that define Edgartown’s unique character. The route leads to the Edgartown Lighthouse, with a stop in front of the Harbor View Hotel, offering sweeping views of the outer harbor and a discussion on the lighthouse’s history.
- Joseph Sylvia State Beach - A stop at Jaws Bridge provides an opportunity to discuss the famous scenes filmed here for the movie “Jaws” in 1974.
- Oak Bluffs - The focus here is on the Gingerbread Cottages of the Old Methodist Campground. A stop for photos is made while driving through this uniquely preserved area. The journey continues along Oak Bluffs harbor and East Chop bluff, eventually returning to Vineyard Haven for drop-off at the Steamship Authority Terminal, marking the conclusion of the tour.

- Bottled Water
- Luxury Mini-Van (Extremely Clean)
- Historic details/facts about the Island, past and present.
- Small Group Tour
- Professional Driver/Guide
- Bottled Water
- Luxury Mini-Van (Extremely Clean)
- Historic details/facts about the Island, past and present.
- Small Group Tour
- Professional Driver/Guide
- Customizations
- Customizations
Providing exclusive private tours of the stunning Martha’s Vineyard Island, tailored for small groups of up to 5 individuals seeking a one-of-a-kind adventure.
Unwind and delight in this guided tour as the journey takes you along the picturesque coastline. Enjoy photo opportunities, discussions about celebrities, and insights into local history, all…
Providing exclusive private tours of the stunning Martha’s Vineyard Island, tailored for small groups of up to 5 individuals seeking a one-of-a-kind adventure.
Unwind and delight in this guided tour as the journey takes you along the picturesque coastline. Enjoy photo opportunities, discussions about celebrities, and insights into local history, all while exploring the three down-island towns.
This tour is ideal for day-trippers with limited time who wish to explore the down-island towns.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.