Best results for Chatham MA

Cruise Cape Cod waters with a naturalist team on an open-boat white shark charter

Sip, Savor & Cruise: Narrated Harbor Views with Cocktails and Ice Cream Treats Onboard

Watch Cape Cod's vibrant sunset while enjoying onboard cocktails and treats

Fish for tuna on a 10-hour private Cape Cod charter (up to 4 people)

Fish Cape Cod waters for bass and tuna on an 11-hour private charter

Fish for sharks off Cape Cod on an 8-hour private charter

Fish Cape Cod waters on a private 8-hour charter for up to 6 people

Cast lines in Cape Cod Bay with experienced crew and soak in scenic coastal views

Join the crew for a treasure hunt with sea chanteys, stories, and cannon action

Start your day with a private 3-hour cruise to secluded beaches and tidal islands around Wellfleet Harbor.

Discover remote beaches and swim in secluded waters during a customizable private charter for up to six guests.

Catch Cape Cod’s vibrant evening colors on a private charter for up to six guests with BYO food and drinks.

Track Cape Cod great whites with a captain and spotter pilot on a private 3-hour tour

Spend half a day sailing Cape Cod Bay with a private crew and optional swim 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

Sail Cape Cod Bay on the historic Schooner Hindu

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

Taste Truro Vineyards pours on a 2-hour schooner sail in Provincetown

Cruise to Provincetown's pristine beaches for sun, scenery, and seaside fun.

Cruise Provincetown Bay at sunset with snacks and soft drinks