Best results for Tours And Adventures in Provincetown MA

Choose your beach and use the boat as your home base for swimming and relaxing

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 a restored 1925 schooner at sunset with drinks and charcuterie

Charter a private sail in Provincetown for up to 34 guests

Charter a sailboat in Key West for up to 42 guests

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

Sail Provincetown Harbor and Cape Cod Bay on a private 6-hour charter

Private 3-hour beach cruise for up to six, with snacks and soft drinks included

Cruise Provincetown Bay at sunset with snacks and soft drinks

Fish Cape Cod Bay on a private 4-hour charter for up to 6 people

2-hour Plymouth Harbor party cruise with DJ, onboard bar, and landmark views

Nighttime harbor cruise with ghost stories and Plymouth history

Sail into the Plymouth sunset with live music, appetizers, and unlimited drinks

Join a pirate crew mission with treasure maps and water cannons

Cruise Cape Cod’s outer beaches with a spotter pilot to look for great white sharks

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

Private 1-hour Shark Center tour with interactive exhibits and time to self-explore

Spot white sharks by boat with a spotter pilot and onboard naturalist

7–8 hour white shark and whale expedition with onboard experts

Join a spotter-piloted open-boat white shark tour that supports research

Visit with lights off, muted videos, and reduced capacity