Close-up of the front a large ship with other yachts in the background

Best Oak Bluffs Boat Tours

Vacation on Martha's Vineyard is all about sand, sun, and time on the water. And our Oak Bluffs boutique hotel Summercamp is the perfect place to enjoy the waterfront views of the harbor. But for those who didn't get enough boat time on the ferry ride over, a boat tour in Oak Bluffs is a great way to get out and see the island. Next time you're on a lark to Martha's Vineyard, enjoy a fishing charter, a leisurely sightseeing cruise, or a pirate-themed adventure with the kids on these Oak Bluffs boat tours.

The Skipper | 2 Circuit Avenue Ext, Oak Bluffs | (508) 693-1238

This Oak Bluffs fishing charter will help you realize your dream of landing a big one on the Vineyard. With group fishing trips that provide all the equipment and bait you'll need; you just need to bring drinks and lunch. With a morning and an afternoon trip offered each day, you'll fish for sea bass, fluke, and tautog for a few hours before returning to the dock. Crew will help with the gear if you're a beginner and even clean your catch for you to take home.

Martha's Vineyard Leisure Boat Charters | Lagoon Pond, Oak Bluffs | (508) 696-5252

This 29-foot powerboat is perfect for sightseeing—unlike a sailboat, you can cover a lot more ground on this comfortable cruiser. Trips range from a 2-hour sightseeing cruise to a half-day trip to Lambert's Cove and Naushon Island. But MV Boat Charters offers one of the Vineyard's most unique trips—a 3/4 naturalist day, clothing optional, to Gay Head Cliffs, one of the island's famed landmarks. Partake in this Martha's Vineyard tradition with the privacy of a private charter boat.

Pirate Adventures Martha's Vineyard | 12 Circuit Avenue Ext, Oak Bluffs | (508) 687-2739

Entertain the kids with this lively Oak Bluffs boat tour. This 40-foot boat has been decked out as a pirate ship, complete with water cannons, a treasure hunt, and sea shanties. Kids will be completely engrossed in this 90-minute experience, dressing up as pirates, and helping to complete the afternoon's mission, while adults can sit back and enjoy the sights.