If you’re looking to get a meaningful glimpse into the African American history of Martha’s Vineyard without breaking the bank, this 4-hour shared tour might just be what you need. It’s designed to be accessible, engaging, and packed with stories that connect the dots between the island’s past and present.
What we really appreciate about this experience is its affordability—at just $130 per person, it offers a well-rounded look at notable sites and historical narratives. Plus, the knowledgeable guides make a big difference—they bring the stories to life and help you understand their significance. The tour’s structured itinerary means you’ll cover a lot of ground, stopping at key locations for photos and insights, making it both educational and visually rewarding.
One thing to keep in mind is that the tour is about 4 hours long with nearly 2.5 hours spent driving around the island. If you’re someone who prefers a more relaxed, leisurely pace with plenty of time at each stop, this might feel a bit rushed. Also, since it’s a shared experience with a small group (up to 10 travelers), it could be less ideal if you prefer a private, tailor-made outing. It’s best suited for those interested in history and culture, and not necessarily for families with very young children, as it’s not recommended for kids under 12.
This tour is perfect for curious travelers eager to learn about Martha’s Vineyard beyond its beaches, especially if you value insightful storytelling and a budget-friendly price point. Now, let’s dig into a deeper look at what makes this experience worth considering.
Key Points

- Affordable price point for a comprehensive cultural tour
- Expert guides who bring stories to life with local knowledge
- Visit significant sites linked to African American history on Martha’s Vineyard
- Includes photo opportunities at scenic and historic locations
- Approximately 4 hours of engaging storytelling and sightseeing
- Limited to 10 travelers for a more intimate experience
A Detailed Look at the African American Heritage Tour
Planning more time in Marthas Vineyard? We've covered other experiences worth considering.
Introduction to the Tour Concept
This shared tour aims to shed light on the stories and sites that form the fabric of Martha’s Vineyard’s African American community. It’s crafted for travelers who want to understand the connections between the island’s history and broader civil rights narratives without committing to a full-day or private tour. Since it’s offered at a budget-friendly price, it’s accessible for many, yet it still promises a meaningful experience.
How the Tour Is Structured
Starting at Ocean Park in Oak Bluffs at 11:00 am, the tour begins with a relaxed drive around the island, lasting nearly 2.5 hours. During this time, you’ll pass by and stop at several important locations, each telling its own part of the story. The guide’s commentary is a highlight—bringing context and background to each site.
The tour wraps back at the starting point, making it easy to plan your day afterward. The mobile ticket system makes check-in straightforward, and the small group size (up to 10 people) helps ensure a more personal, engaging experience.
The Driving Stops: What You’ll See and Learn
Cottagers Corner & the Tivoli (Aunt Georgia’s)
Your journey begins with a drive-by or stop at Cottagers Corner and the Tivoli, formerly known as Aunt Georgia’s. These sites are woven into Martha’s Vineyard’s African American social history, offering glimpses into community life and social hubs that helped shape local culture. While just a brief stop, it’s a good start to contextualize the tour.
Bradley Square Memorial Church
Next, expect to see Bradley Square Memorial Church, a historic site that stands as a testament to the community’s faith and resilience. The guide will probably share stories about the church’s role in local civil rights efforts.
Bunny Cottage & Dorothy West House
These stops are particularly picturesque and meaningful. The Dorothy West House connects you to the celebrated author who wrote about life on the Vineyard, adding a literary dimension to the stories. Bunny Cottage is another local landmark, representing the everyday history of Black residents on the island.
Coleman Corners & Shearer Cottage
These sites are part of the fabric of Martha’s Vineyard’s African American community, illustrating the everyday life and social spaces that sustained the community over decades.
Key Historical Stops and Their Significance
Aquinnah Cliffs & Wampanoag Tribe
A highlight of the tour is the stop at the Aquinnah Cliffs, home to the Wampanoag Tribe, where you’ll learn about their role in helping enslaved people escape via the Underground Railroad. It’s a brief 15-minute stop, but the stories shared here are powerful and add depth to the narrative.
Grace Church & Photo Time
Following the cliffs, you’ll visit Grace Church—an iconic religious site where there will be time for pictures and reflection. It’s about 15 minutes from Oak Bluffs, giving you a chance to appreciate the architecture and tranquility.
Menemsha & the Underground Railroad
The stop at Menemsha is linked to the Underground Railroad, emphasizing Martha’s Vineyard’s role in the broader abolitionist movement. With a 30-minute drive from Vineyard Haven, this segment offers both scenery and storytelling.
Chilmark & Nancy Michael’s Home
If time permits, there’s a quick stop in Chilmark for photos, and then a longer drive to Nancy Michael’s residence, where stories of NAACP activism and civil rights efforts are shared. This part of the tour conveys the ongoing legacy of activism rooted in the community.
What’s Included, What’s Not
The tour includes a guided storytelling experience with a friendly, English-speaking guide, along with several photo stops at significant sites. It’s a good value considering the depth of stories told and the sites visited, especially given the price.
What’s not included? Lunch, so plan accordingly—there are no food provisions during the tour, and food isn’t allowed in the vans. Tipping isn’t included either, but if you appreciate the guide’s insights, a gratuity is always encouraged.
Practical Details & Traveler Considerations
The tour is designed for most travelers, with confirmation provided immediately upon booking. It’s not recommended for children under 12, as the material may be more suited to older audiences. The tour is also accessible for those near public transportation but involves a fair amount of driving—almost 2.5 hours total—so be prepared for some time on the road.
The group size is small, which enhances your opportunity to ask questions and engage with your guide. Be aware that the weather can impact the experience—poor weather may lead to cancellations or rescheduling, and refunds are available if that happens.
Important Practicalities
- Start point: Ocean Park, Oak Bluffs at 11:00 am
- Duration: About 4 hours, including travel and stops
- Price: $130 per person
- Booking in advance: On average, trips are booked 91 days ahead, so plan early if you’re interested
- Maximum travelers: 10 for a more personal experience
- Children: Not recommended for those under 12
- Travelers with service animals: Allowed
Final Thoughts: Is This Tour Right for You?

If you’re curious about the African American experience on Martha’s Vineyard and enjoy storytelling coupled with scenic drives, this tour offers a worthwhile introduction. The small group format helps keep the experience intimate, and the guides’ local knowledge makes the stories more relatable.
However, if you prefer a more relaxed pace or want to explore sites more extensively on your own, this might feel a bit rushed. Also, since there’s no food included, be sure to bring snacks or plan for a meal after the tour.
This experience is particularly suitable for history buffs, culture seekers, or anyone interested in understanding Martha’s Vineyard beyond its beaches and vacation spots. It’s a solid choice for travelers who value storytelling, scenery, and meaningful cultural insights at a reasonable price.
New Budget Friendly Shared 4 hour African American Heritage Tour
Frequently Asked Questions
Is this tour suitable for families?
It’s not recommended for children under 12, mainly because of the nature of the stories and the time spent driving.
How long does the tour last?
It runs about 4 hours in total, including travel time.
Can I cancel if my plans change?
Yes, you can cancel free of charge up to 24 hours before the experience, and you’ll get a full refund.
Is parking available at the starting point?
The tour begins at Ocean Park in Oak Bluffs, where parking is generally accessible.
Are there any food options during the tour?
No, food isn’t included and isn’t allowed in the vans, so plan to eat before or after.
What’s the group size?
A maximum of 10 travelers, making for a more intimate and engaging experience.
Can I bring my service animal?
Yes, service animals are permitted on the tour.
What kind of vehicle is used?
The description mentions vans, suitable for small groups, but specific details aren’t provided.
Do I need to prepare anything special?
Just bring your curiosity, a camera for photos, and dress for the weather.
Is this tour accessible via public transportation?
It’s near public transit, but transportation details are not specified, so plan accordingly.
In the end, if you’re eager to explore Martha’s Vineyard through the lens of its African American heritage and appreciate guided storytelling at a reasonable price, this tour could be a meaningful addition to your trip. Just be ready for an engaging ride filled with stories, scenic views, and historic insights.
