Best results for Oak Bluffs MA

Rent kayaks, paddleboards, and bikes with delivery and pickup across Cape Cod

Explore Cape Cod trails and waterways with a local outdoor community

Stand-up paddleboard tour up Scorton Creek with an ACA Certified guide

Beginner stand-up paddleboard tour with ACA-certified guidance

Paddle Popponesset Bay at sunset and into the full moonlight

Taste wine, beer, and spirits while learning how Nantucket’s top producers craft each pour

Explore historic Nantucket on a 90-minute narrated tour of landmarks and lighthouses

Explore Nantucket’s historic landmarks on a private 90-minute narrated ride

Cruise Nantucket Harbor with up to 8 friends on a stable, powerful 200hp center-console.

Watch the sun set over Menemsha Beach aboard a comfy shuttle with dinner options and local commentary

Discover all six Martha's Vineyard towns in a small-group guided bus tour.

Soar 600 feet above the water with a dry deck takeoff and landing

Ride a Yamaha WaveRunner for an exhilarating hour on Martha's Vineyard waters.

Discover Martha’s Vineyard’s iconic cliffs and villages on a flexible private tour.

Paddle In A Clear Kayak Under the Stars!

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

Learn SUP basics with instruction and gear as you explore calm waters with a guide

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

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

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

Paddle at sunrise with breakfast and coffee included