Best results for Water Activities in Provincetown MA

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

Cruise for seals, fish, and lobster traps with the kids

Cruise past three historic lighthouses and visit a local seal colony

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

Sail Provincetown Harbor and Cape Cod Bay on a private 4-hour charter

Sail Provincetown Harbor on a private, captained 2-hour charter for up to six guests

Sail Provincetown in the afternoon on a 2-hour cruise

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

Haul lobster traps and meet Plymouth Harbor sea life in 1 hour 15 minutes

Cruise shallow channels to observe Gray seals and historic lighthouses with a naturalist guide.

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

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

Sail Cape Cod Bay on the historic Schooner Hindu

Charter a private sail in Provincetown for up to 34 guests

Charter a sailboat in Key West for up to 42 guests

Sail Provincetown at sunset on the historic Schooner Hindu

Sail the historic Cutter Bloodhound during the Sail Boston 2026 Festival