ABOUT YOUR TOUR
Includes Stops In:
What to Expect on Your 4-Hour Tour:
What to Expect on Your 4-Hour Tour:
🧁 Oak Bluffs
Home of the iconic Gingerbread Cottages and Victorian-era charm. We’ll drive through the historic “Campgrounds” (open for visits between Sept 16–June 14).
⚓ Vineyard Haven
The island’s bustling, year-round port with deep maritime roots and a vibrant harbor community.
🌾 West Tisbury & Chilmark
Quaint up-island farm towns filled with rolling countryside, stone walls, and scenic open vistas.
🌈 Aquinnah Cliffs (Gay Head)
See the dramatic, multi-colored clay cliffs and historic lighthouse. This is the perfect photo stop—plus time to stretch your legs for 15 minutes.
🏛️ Edgartown
One of the most elegant towns on the island, known for its Greek Revival sea captains' homes and charming streets.
🌉 Beach Road Drive
Cross the legendary “Jaws Bridge,” admire the peaceful Inkwell Beach, and enjoy sweeping views of the Atlantic and Vineyard Sound.
What to Expect on Your 4-Hour Tour:
What to Expect on Your 4-Hour Tour:
What to Expect on Your 4-Hour Tour:
Your private tour begins when your dedicated driver/guide picks you up at the location of your choice on Martha’s Vineyard.
On this 4-hour journey across the island, you’ll:
- Hear insider stories about the celebrities, artists, and locals who’ve made the Vineyard their haven
- Explore each unique town, from charming harbors to scenic up-island roads
- Pause for photos, shopping, or a quick lunch (meal not included)
- Receive a true sense of orientation and connection to this magical place
This isn’t just a drive—it’s your VIP introduction to Vineyard life.
