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304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Experience Martha's Vineyard on a private, 2-hour luxury tour for groups up to 5, exploring iconic sights with knowledgeable guides and stunning coastal views.

The Martha’s Vineyard Luxury Tour offers an intimate way to explore this charming island in just 2 hours, with a private group of up to 5 people. Priced at $525 per group, this tour provides personalized attention, with a professional driver-guide leading the way, making it ideal for travelers who want a relaxed yet rundown of Martha’s Vineyard’s most scenic and historic spots.
Departing from the Steamship Authority Vineyard Haven Terminal, the tour combines narrated commentary, stunning coastal vistas, and photo opportunities. While it’s a brisk experience, it’s designed for those with limited time or who prefer an exclusive, small-group setting. The tour is highly rated, boasting a perfect 5.0 rating from 22 reviews, emphasizing its popularity and quality.

Planning more time in Marthas Vineyard? We've covered other experiences worth considering.

This tour begins at the Steamship Authority Vineyard Haven Terminal, located at 1 Water St, Vineyard Haven, MA 02568. The meeting point is conveniently near public transportation, making access straightforward. The tour concludes back at this same terminal, offering a seamless start-to-finish experience.
The group size is limited to 5, ensuring a personalized approach. The luxury mini-van provided is noted to be extremely clean, adding to the comfort of this quick yet informative adventure. Bottled water is included, and the professional driver-guide shares historic details and facts about Martha’s Vineyard, past and present.

The first stop takes travelers past the Steamship Authority Wharf, giving a quick view of the bustling harbor. The tour then proceeds along Vineyard Haven’s Historic Main Street, winding towards West Chop. Here, travelers admire the charming architecture and learn about the area’s maritime significance.
A brief pause at the West Chop Lighthouse allows for photo opportunities and insights into lighthouse history. The scenic bluff of West Chop and the surrounding area offer picturesque views of the Elizabeth Islands, setting a beautiful tone for the tour.

The next highlight is Katama Beach (South Beach), where sweeping vistas of the Atlantic Ocean greet visitors. This stop provides a chance to see luxurious oceanfront homes behind the dunes, and the guide shares stories about famous summer visitors who frequent this area.
Though brief—around five minutes—this stop combines natural beauty with a sense of the island’s upscale summer scene, making it a memorable photo spot.

The tour brings travelers to Edgartown, renowned for its timeless Main Street and charming cottages. The guide points out notable sites such as the Old Whaling Church and explores the harbor, highlighting its significance in the island’s history.
A stop in front of the Harbor View Hotel offers sweeping views of the outer harbor. The Edgartown lighthouse is also included, providing a chance to learn about the island’s maritime heritage. This part of the tour is perfect for appreciating Martha’s Vineyard’s classic New England architecture.

The Joseph Sylvia State Beach stop is a standout for film fans. The tour includes a visit to Jaws Bridge, famous for scenes from the 1974 movie “Jaws.” The guide shares intriguing stories about the filming, adding a layer of pop culture interest to the natural scenery.
This quick stop is about five minutes but leaves a lasting impression thanks to its cinematic fame and scenic coastal backdrop.

Driving through the well-preserved Gingerbread Cottages of the Old Methodist Campground, the tour offers a photo-worthy glimpse of Martha’s Vineyard’s distinctive architecture. The guide points out the historical significance of these charming structures.
The final stretch takes travelers along Oak Bluffs harbor and the East Chop bluff before returning to Vineyard Haven. This route encapsulates the island’s architectural charm and coastal beauty in a compact, scenic loop.

With just 2 hours, this tour moves briskly through 5 key stops, ensuring visitors see a broad range of sights without feeling rushed. The narrated drive allows for relaxed viewing from the comfort of the luxury mini-van.
While most stops are brief—around 3 to 5 minutes—the expert commentary enriches each location, making the limited time highly effective. The small group size and private setting mean that travelers can ask questions and enjoy a more personal experience.
This private, small-group tour is ideal for day-trippers or visitors with limited time on Martha’s Vineyard who want a personalized overview. It suits those who prefer a comfortable, narrated journey with excellent views and historical insights.
However, because of its short duration and fixed stops, it might not satisfy visitors seeking an in-depth exploration or longer walks at each site.
At $525 per group, this tour offers exclusive access for up to 5 people, providing good value for an intimate experience. Most bookings are made about 61 days in advance, reflecting its popularity.
The tour features free cancellation up to 24 hours before the scheduled time, offering flexibility if plans change due to weather or other reasons. The tour requires good weather; poor weather may lead to rescheduling or a full refund.
The 2-hour private tour from Laid Back Tours delivers a personalized glimpse of Martha’s Vineyard’s highlights in a comfortable, scenic setting. The focus on coastal views, historic landmarks, and pop culture sites like Jaws Bridge makes it a well-rounded experience for those with limited time.
The small, private group and knowledgeable guide enhance the quality, making it a suitable choice for families, couples, or friends seeking a relaxed yet comprehensive overview of the island. While the brisk pace means fewer in-depth stops, the focused itinerary ensures visitors see the most photogenic and meaningful spots.
“Craig was an excellent tour guide! He was very knowledgeable and pleasant. We enjoyed the tour immensely!”
What is included in the tour price?
The price covers transportation in a luxury mini-van, a professional driver-guide, small group size, bottled water, and historic commentary.
Can I cancel or reschedule?
Yes, full cancellation is available up to 24 hours before the tour. Rescheduling is not specified but is generally allowed if weather or other issues arise.
Is the tour suitable for children or mobility-challenged guests?
The tour’s brief stops and scenic drive make it accessible for most, but specific mobility needs are not detailed. It’s best suited for those comfortable with short periods of standing for photos.
How far in advance should I book?
Most bookings are made about 61 days in advance, highlighting its popularity and the need to plan ahead.
What stops are included?
Stops at Vineyard Haven, West Chop Lighthouse, Katama Beach, Edgartown, Jaws Bridge, and the Gingerbread Cottages compose the itinerary.
Is this tour a good value?
For a private, personalized experience with expert narration and beautiful views, the $525 price per group offers good value for a tailored, scenic overview of Martha’s Vineyard.
How long does the tour last?
It runs for approximately 2 hours, making it an efficient way to see multiple sights without a lengthy commitment.
What should I bring?
While not specified, bringing camera gear for photos and sunscreen is advisable, especially at outdoor stops.