Welcome to Martha’s Vineyard, one of New England’s premier vacation destinations. Our island offers innumerable summertime activities and the Madison Inn is the ideal location from which to enjoy them all. Our in-town location is just steps from the Oak Bluffs Harbor, all public transportation, beaches, bike rentals, hiking trails, kayak rentals, and superb shopping and dining. We want to help make your stay amazing, and below is a list of activities we recommend. If you don’t see what you’re looking for, just ask!

Water Activities


Kayak rentals and tours are available through Island Spirit Kayak  www.islandspiritkayak.com.  Located about a mile from the Madison Inn on State Beach, Island Spirit offers access to one of Martha’s Vineyards many beautiful inland ponds, Sengekontacket Pond, as well as to Nantucket Sound. If you are a novice, they will provide instruction, or you can join one of their many guided tours. Kayaking is a great way to get out on the water and experience the Vineyard in a whole new way. Kayak rentals are also available from The Trustees of Reservations, and a private company called Winds Up.


One of our strongest recommendations is to get out on the water and view the Vineyard from the sea, as mariners and explorers have done for hundreds of years. Plan an outing through Mad Max Catamaranwww.madmaxmarina.com, or onboard one of the Black Dog Tall ships www.theblackdogtallships.com. Both companies provide day and evening excursions during the summer season.