Best 206 things to do in Sandwich, MA

Seasonal tastings and local tales on a relaxed walk through Chatham

Cruise Chatham Harbor privately and watch for seals with your group

Share a private motorboat cruise as evening settles over the harbor

Learn sailing fundamentals with private on-water instruction

A private evening sail with room for your own refreshments

Honor a loved one with an End of Watch tribute at sea

Scan the water for sharks with a naturalist guide and aerial spotting support

Share a sunset motorboat ride through the harbor

Set sail on a private classic sloop tailored to your group

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

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

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

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

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

Reserve your kayak online and enjoy a full day on the water with included gear and basic instruction

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

Paddle from State Beach with a quick lesson and gear included

Rent a kayak or paddle board and explore Oak Bluffs from the water

Schedule island-wide kayak delivery and pick up

Build kayaking and paddleboard skills on a 4-day kids series at Sengekontacket Pond

Build paddling skills at any level with a private lesson

Rent a paddleboard for 24 hours at State Beach in Oak Bluffs