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
Paddle open-ocean routes to remote spots with guides on Martha’s Vineyard
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
Target stripers and bluefish with guidance and dockside catch filleting
Cast, troll and jig for local striped bass and bluefish with hands-on mate support