Meet our Guides

Get to know the person behind the tour

Private tour guide Dolores

Dolores B.

Oak Bluffs, MA, United States

My name is DeeDee and my roots date back to the year 1909.

I am a third generation Islander. My great grandfather came to Marthas Vineyard bought a home and started a business. I grew up loving the history and have had the best historians (teachers and my grandfather) teach me everything I know. My goal is to provide a once-in-a-lifetime experience for my customers ensuring a safe, fun and comfortable environment along with an educational view on what has made the Island it is today. I created this business to provide a service that will help Martha's Vineyard become more handicapped accessible through tours around the Island. I was inspired by a gentlemen who was confined to a wheelchair and that did a tour with me and I am doing this in his honor.

A Recent Review of this guide

DeeDee did a great job of showing our group of 6 around the island. Being a local, she had all kinds of fun stories about her time on the island, including the filming of Jaws. Plus, we got to meet some of her friends. We walked away from the tour feeling like we really got to experience the local flavor of the island.
Paige Balius

Read Reviews


7 Years Experience Tour Guide
certified By The State Of Mass.
certified By The Town Of Oak Bluffs
cpr Certified

Guide Requirements for United States

Private tour guide Dolores

Contact this Guide

Questions about the tour? Not seeing exactly what you’re looking for? Contact this guide with questions, or to create a custom itinerary for you and your travel companions.

Message Dolores B.
Web address (URL) of this page:

Tours by Dolores B.

See all of the tours offered by this guide.

Private tour guide Dolores

Marthas Vineyard African/American History,...


A private excursion to the sites of the former slaves of Martha's Vineyard

400 USD per tour

(for up to 5 people)

3 hours

learn more
Private tour guide Dolores

Martha's Vineyard Lighthouse Tour


Explore the island and its natural habitat while venturing upon the,...

350 USD per tour

(for up to 5 people)

2 hours 30 min.

learn more
Private tour guide Dolores

Martha's Vineyard All - Island Tour

Explore Martha's Vineyard on an exclusive excursion covering the entire,...

550 USD per tour

(for up to 5 people)

4 hours

learn more