Water Activities in South Dennis, MA

Search for whales on Stellwagen Bank aboard a boat reserved exclusively for your group.

Sail Martha's Vineyard aboard a historic 1926 schooner

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

Sail Cape Cod Bay on the historic Schooner Hindu

Share a Chatham Harbor motorboat cruise and look for seals

Glide across Nantucket Harbor on your choice of kayak or paddleboard

Soar up to 600 feet over the sea on a parasailing flight

Set your own course across Popponesset Bay

Paddle Cape Cod’s quiet marshes with guidance for every experience level

Savor sunset views around Cape Cod and Martha's Vineyard on an exclusive evening cruise for your group

Rent a kayak or paddleboard and explore State Beach from the water

Private 3-hour morning bay cruise for up to 6

Share a whale watch trip from Provincetown and split the boat with other travelers

Fish for tuna on a 10-hour private Cape Cod charter (up to 4 people)

Book a private whale watch to Stellwagen Bank in Provincetown

Sail Provincetown at sunset on the historic Schooner Hindu

Learn to ride a LIFT eFoil with a 2-hour lesson for up to 3 or 6 riders

Build sailing skills with a private youth lesson for up to 3 sailors

Cruise Oak Bluffs waters on a Yamaha WaveRunner with professional instruction

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

Paddle Cape Cod waters with gear delivered to your launch area

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

Paddle a clear-bottom kayak at night with glow lights on State Beach

Sail Wellfleet Harbor on a private 3-hour charter, with tide-based stops for swimming or beach time