Best 45 things to do in Brewster, MA

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

Sail Provincetown in the afternoon on a 2-hour cruise

Enjoy a relaxing two-hour cruise as daylight fades over the water

Charter a private boat for Pleasant Bay’s Fourth of July fireworks

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

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

Private 2.5–3 hour white shark charter with a spotter pilot and AWSC naturalist

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

Sail Cape Cod Bay on a family-friendly cruise where you can help raise sails and bring a picnic aboard

Sail a restored 1925 schooner at sunset with drinks and charcuterie

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