Sail Provincetown Harbor and Cape Cod Bay on a private 6-hour charter
Sail Provincetown Harbor on a private, captained 2-hour charter for up to six guests
Customize a private 4-hour Martha’s Vineyard island tour with flexible stops
Tour Martha’s Vineyard’s 6 towns in 3 hours, with a stop at Aquinnah cliffs
Tour all 6 Martha’s Vineyard towns in 3 hours, with time for photos and a Menemsha stop
Sail Cape Cod Bay on a family-friendly cruise where you can help raise sails and bring a picnic aboard
Sail Cape Cod Bay at sunset on a bring your own food and drinks cruise
Charter a private sail in Provincetown for up to 34 guests
Sail Provincetown at sunset on the historic Schooner Hindu
Sail the historic Cutter Bloodhound during the Sail Boston 2026 Festival
Sail Boston during Sail Boston 2026 on the restored Schooner Hindu
Charter a private sail for up to 42 people from MacMillan Pier

Search for whales on Stellwagen Bank aboard a boat reserved exclusively for your group.
Share a whale watch trip from Provincetown and split the boat with other travelers
Book a private whale watch to Stellwagen Bank in Provincetown
Enjoy a private evening cruise past Provincetown’s historic lighthouses
Private whale watch with a sunset cruise in Provincetown Harbor
Choose your beach and use the boat as your home base for swimming and relaxing
Cruise for seals, fish, and lobster traps with the kids
Cruise past three historic lighthouses and visit a local seal colony
Private 3-hour morning bay cruise for up to 6
Sail Wellfleet Harbor on a private 3-hour charter, with tide-based stops for swimming or beach time
Cruise Wellfleet Harbor at sunset on a private charter for up to 6