Best results for Kayaking Tours in Oak Bluffs MA

Schedule island-wide kayak delivery and pick up

Paddle Penn Cove with a local guide, learn its history, and spot eagles and herons on a relaxed two-hour outing.

Enjoy a relaxed 5-mile paddle with gentle Class I rapids and scenic mountain views

Kayak from Washington Island to Rock Island with a guide and picnic lunch

Beginner-friendly guided paddle to a shipwreck, pictographs, and Door Bluff cliffs

Paddle past a shipwreck and ancient pictographs beneath Door County's tallest bluff on a guided 2-hour tour.

Paddle In A Clear Kayak Under the Stars!

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

Paddle at sunrise with breakfast and coffee included

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

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

Build paddling skills at any level with a private lesson

Build kayak skills with guided games and exploration for kids

Kayak and hike to sea caves and bluffs with a naturalist, plus a light picnic lunch

Paddle calm Green Bay waters beneath Peninsula State Park bluffs on a beginner-friendly 2-hour tour

Paddle to the Schooner Fleetwing shipwreck, hike Door County's highest bluff, and enjoy a charcuterie picnic

Design a personalized 4-hour sea kayak adventure in Door County with gear and light lunch included