things to do in Orleans, MA

Discover the dune landscape that has inspired generations of artists and writers

Pick up a kayak or paddleboard at Scorton Creek and explore at your own pace

Rent a 52cm road bike with helmet and lock for 24 hours to 1 month

Explore Stellwagen Bank’s whale feeding grounds from a private boat

Take in the dunes from an open-air Ford Bronco

Fish Cape Cod waters on a 4.5-hour private charter for up to 6

See Pleasant Bay, Chatham, and the Lower Cape from above

Get messy and create art that's entirely your own

Cruise Chatham Harbor privately and watch for seals with your group

Get hands-on with 300-year-old pirate treasure

Meet ghostly hosts with Revolutionary War stories to tell

Discover the Hoppers' lesser-known Cape paintings without leaving home

Ride the Cape Cod Canal with an 8-hour bike rental

Paddle Scorton Creek with an ACA-certified guide, with routes picked for the tides

Take in Provincetown's dunes and sunset from a private open-air Bronco

See Monomoy seals up close on a small-group harbor cruise

Explore the Outer Cape's dunes, then unwind by the water at sunset

Fish Cape Cod waters on an 8-hour private striper charter for up to 6

Aerial views of Chatham, Orleans and Cape Cod National Seashore

See Monomoy Island and Provincetown from the air

Share a private motorboat cruise as evening settles over the harbor

A private evening sail with room for your own refreshments

E-bike rental for 24 hours to 1 week, with helmet and lock

Rent a 2-person kayak for 24 hours to 1 month