Our fleet fill the needs for every island adventure


Whether you are looking to take the family out for a fun day that will form a lasting memory for years to come, a perfect vehicle to parade you and your newly wed down the street after a wedding, or simply take a cruise around the island, we will match you with the perfect ride for your stay on the beautiful island of Martha's Vineyard.



This is more than just a rental car, its an experience...


In addition to our cars, we at Island Classics offer an array of extra services to enhance your trip the island. whether you are planning the perfect sunset date, a day out to one of many beaches, or even a night out on the town, we at Island Classics have you covered.

Consider us your personal concierge for your stay on the island.


Beach Day

arrive with all the toys

When your traveling to the Island whether by boat or plane, bringing items that make beach days so great can be an inconvenience. Items such as boogie boards, skimboards, beach games, towels, are all available through our beach day package. Get the car and the toys.

Sunset Date

plan the perfect date

The island of Martha's Vineyard has some of the most beautiful beaches in all of New England, perfect for watching the sunset. Win your date over with not only the cool car, and come prepared to enjoy some quality date items such as a blanket and a bottle of wine. 


Valet Service

start your night feeling like a vip

Parking on the island can be quite sparse during the summer. Avoid the craze of parking and costly other ride services providers, and book the valet service package for your trip. Island Classics will meet you at your restaurant of choice, retrieve the car from you, and return it upon finishing your meal.


Photography Service

Document your trip with a professional

Documenting your vacation often is simply reduced to a post on social media, however with our photographer you can get quality of photograph that is worth hanging on the wall rather than a simple post to the web. 


Pick-Up Service

The best way to arrive

When arriving to Martha's Vineyard via aircraft or as a passenger on foot on one of the many ferries, it can get a little hectic getting transportation to your next location. Schedule your pick up and we will have a ride waiting for you, ready to handle getting you, your guests, and luggage to your classic car rental as well as where you will be staying for your trip. 


Become a Member

join the list of premier members

Our membership packages allow customers to get access to all of our additional amenity packages at a reduced rate in addition to the select number of hours of automotive rentals that come with the membership package. 


Take a ride in your Island Classic


We at Island Classics aim to provide our clients with top notch service and products that aid in creating memories that will last a lifetime. However the natural beauty of the island is what gives substance to taking a cruise in one of our cars. Explore the island in style with one of our gorgeous vehicles and the see the beauty for yourself.

 Give us a call or come check out our office in Edgartown to arrange taking your own cruise.

140A Cooke Street, Edgartown