A private Vineyard Sound sail shaped around coves, lighthouses, and cockpit relaxation
Raise the sails or take the wheel on Martha's Vineyard waters
Raise the sails or take the wheel aboard a historic schooner
Reserve pedal or electric bikes with island-wide delivery
Pick up pedal or electric bikes for 1–6 days of island riding
Reserve a performance road bike in advance for your Edgartown ride
Cruise the island on a pedal-assist Townie e-bike with 3 speed settings
Cruise to town or the beach on a comfy 7-speed Townie
Cruise comfortably on a hybrid commuter bike with helmet and lock included
Cruise the island on a Specialized Como e-bike with pedal assist
Rent a premium dual sport bike for smooth riding on dirt roads and pavement
Ride Martha’s Vineyard trails on a Trek hardtail mountain bike
Rent a carbon fiber hybrid bike for smooth rides and fitness-focused comfort
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
Customize a private 4-hour Martha’s Vineyard island tour with flexible stops
Tour Martha’s Vineyard’s 6 towns in 3 hours, with a stop at Aquinnah cliffs
Tour all 6 Martha’s Vineyard towns in 3 hours, with time for photos and a Menemsha stop
Private 3-hour morning bay cruise for up to 6
Sail Wellfleet Harbor on a private 3-hour charter, with tide-based stops for swimming or beach time
Cruise Wellfleet Harbor at sunset on a private charter for up to 6
Enjoy a two-hour self-guided sail aboard a stable Rhodes 19 from Jetties Sailing Center
Learn to sail with a private instructor at Jetties Beach