Excursion Options

Cuttyhunk Island Sightseeing

6 hours: 9am–3pm

Hike to Naval Lookout Point, learn about the history of this area during World War II, browse local shops, and enjoy an ice cream on the town dock. On the return, view Nashawena Island’s Highland Cattle and take a break to swim at West End Beach or Kettle Cove.


$900 for up to 6 people
Add-on: Farm to Table Lunch, $20 pp

Elizabeth Islands Beach Day

6 hours from 9am–3pm

Motor to the secluded beach at Naushon Island’s Tarpaulin Cove, only accessible by boat. Swim and snorkel in clear water, walk to a working lighthouse, view unique Highland Cattle, and learn about the natural history of the area. Tubing optional.


$900 for up to 6 people

Evening Sunset Cruises

2 hours from 6:30PM–8:30PM

Escape the crowds and experience the beauty of a Vineyard sunset by boat. You can choose to leave from Edgartown, Vineyard Haven, or Oak Bluffs harbors. Tour the harbor, view lighthouses, learn about local wildlife and aquaculture efforts.


$450 for up to 6 people

Groups leaving from Vineyard Haven can choose to extend their cruise to Menemsha and the Gay Head Cliffs for an additional $75.

Add-on: Lobster Dinner with all the fixings!

Fishing Trips


Fishing trips tailored to your needs: family fishing with kids, learn to fish, sport fishing, Derby trips. Target Sea Bass, Fluke, Scup, Bluefish, Striped Bass, Bonito, False Albacore, and more depending on the season.


4 hours $650 6 hours $950
8 hours $1,250

Vineyard Family Fun Day

5 HOURS: 9AM-2PM or 12pm-5pm

Includes boat tour of salt pond, digging for clams, tubing, swimming, and shore exploration of salt marsh and cranberry lands habitats. Locations: Menemsha Pond or Katama Bay.


$750 for up to 6 people
Add-on: Farm to Table Lunch, $20 pp

Aquinnah Adventure Half-Day

4 hours: 9am–1pm or 1pm-5pm

Motor over Dogfish Bar to a stunning beach under the renowned Gay Head Cliffs. Snorkel among the boulders and sandy beach. Learn about the history and geology of this unique part of the island.


$600 for up to 6 people
Add-on: Farm to Table Lunch, $20 pp

Nantucket Day Out

Tour Nantucket Harbor, view iconic lighthouses, learn about the island’s whaling history, and observe the seal colony. Enjoy shopping, lunch, and museums along Nantucket’s cobble stone streets. Captain Eamonn has plenty of great stories and first hand knowledge from the years he lived on Nantucket!


$1500 for up to 6 people

Custom Charters

You are always welcome to design your own day. Let us know what you’d like to do, and we’ll put together an itinerary for you. Choose from multiple activities: fishing, tubing, clamming, snorkeling, swimming, sightseeing, picnics, sunsets, and more!


Custom charters require a 3-hour minimum charge of $450.

Special Events

Customize your charter around one of these life and local events!

  • Birthday Parties

  • Ashes Ceremonies

  • Edgartown or Oak Bluffs Fireworks

  • Wedding Services: Photo Shoots and Bridal Parties

  • Vineyard Cup, Vineyard Haven, and Edgartown Regattas

  • Nantucket Regatta and Opera House Cup