Best 131 things to do in Provincetown, MA

Pick up a kayak or paddleboard at Lawrence Pond and explore at your own pace

Paddle Lawrence Pond your way with a 1-hour kayak or paddleboard rental

Build foundational paddling skills with an ACA-certified guide

Enjoy a private evening cruise past Provincetown’s historic lighthouses

Private whale watch with a sunset cruise in Provincetown Harbor

Cast, jig, and troll for striped bass and bluefish with crew support

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 wines and spirits aboard a historic schooner

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

Set your own course for a private outing on the water

Cruise Provincetown Bay at sunset with snacks and soft drinks

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

Fish Cape Cod Bay on a private 3-hour charter for up to 6

Try fishing in Cape Cod Bay on a 2-hour kids-friendly private charter

Join a 6-hour Cape Cod Bay fishing charter with a licensed captain

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

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

Learn sailing fundamentals with private on-water instruction

Share a sunset motorboat ride through the harbor

Paddle Scorton Creek and create your own blown-glass piece

Join a pirate crew mission with treasure maps and water cannons