Best 223 things to do in Sandwich, MA

Set sail on a private classic sloop tailored to your group

Share an evening harbor sail as the light shifts over the water

Explore JAWS movie history with shark-themed drinks and trivia

Sail Vineyard Haven Harbor with brunch bites, mimosas, and live jazz

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

Explore Sengekontacket Pond from State Beach with stable kayaks and a quick on-water intro

Learn stand-up paddleboarding with a guided, beginner-friendly tour

Build paddling skills at any level with a private lesson

Paddle open-ocean routes to remote spots with guides on Martha’s Vineyard

Paddle at sunrise with breakfast and coffee included

Start your day with a beginner-friendly paddle board fitness class

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

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

Enjoy a carefree day on the beach while we handle all setup, gear, and cleanup

Build kayak skills with guided games and exploration for kids

Cruise Provincetown Bay at sunset with snacks and soft drinks

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

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

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

Enjoy a private evening cruise past Provincetown’s historic lighthouses

Private whale watch with a sunset cruise in Provincetown Harbor