Best 138 things to do in East Dennis, MA

Rent a kayak or paddle board for 1–3 months with free delivery

Paddle Sengekontacket Pond with a private guide tailored to your group

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

7–8 hour white shark and whale expedition with onboard experts

Private 2.5–3 hour white shark charter with a spotter pilot and AWSC naturalist

Dig into shark fossils and take home a tooth

Paddle Scorton Creek, then make your own glass piece in Sandwich

Explore Cape Cod trails and waterways with a local outdoor community

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

Sail a restored 1925 schooner at sunset with drinks and charcuterie

Charter a sailboat in Key West for up to 42 guests

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 pours on a 2-hour schooner sail in Provincetown

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

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

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

Build kayak skills with guided games and exploration for kids