Best results for Water Activities in Oak Bluffs, MA

Paddle at sunrise with breakfast and coffee included

Build kayak skills with guided games and exploration for kids

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

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

Paddle Sengekontacket Pond with a private guide tailored to your group

Cruise Cape Cod’s outer beaches with a spotter pilot to look for great white sharks

Join the crew for a treasure hunt with sea chanteys, stories, and cannon action

Rent a 2-person kayak for 24 hours to 1 month

Rent a canoe for 24 hours to 1 month and get on the water

Rent a stand-up paddleboard for 24 hours to 1 month

Explore the water your way in a single recreational kayak

Paddle Popponesset Bay at your own pace with kayak or paddleboard rentals

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

Pick up a kayak or paddleboard at Scorton Creek and explore at your own pace

Paddle Popponesset and Ockway bays at sunset with an ACA-certified guide

Paddle Cape Cod’s barrier beaches with an ACA-certified guide

Paddle into a Cape Cod sunset with an ACA-certified guide

Paddle Scorton Creek with an ACA-certified guide, with routes picked for the tides

Learn paddleboarding basics with an ACA certified guide

Pick up at Scorton Creek and paddle Cape Cod at your own pace

Paddle Lawrence Pond your way with a 1-hour kayak or paddleboard rental

Paddle Popponesset Bay with a 1-hour kayak or paddleboard rental

Private family kayak lesson with ACA (American Canoe Association) certified guides

Pick up at Popponesset Bay and paddle at your own pace—off the water by 5:30 PM