Best results for East Dennis MA

Ride the Cape Cod Canal on your own schedule with a 4-hour bike 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

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

Spend half a day sailing Cape Cod Bay with a private crew and optional swim stop.

Sail Provincetown Harbor and Cape Cod Bay on a private 6-hour charter

Sail Provincetown Harbor on a private, captained 2-hour charter for up to six guests

Sail a restored 1925 schooner at sunset with drinks and charcuterie

Charter a sailboat in Key West for up to 42 guests

Search for whales on Stellwagen Bank aboard a boat reserved exclusively for your group.

Discover feeding and nursing whales at Stellwagen Bank on an intimate boat tour

Explore Martha’s Vineyard for a week with a family-run rental since 1989

Rent bikes for 1–6 days with delivery to your address

Pick up your bike steps from the ferry and ride Martha’s Vineyard for 1–6 days

Get bikes for a full week, with delivery to your address

Explore Oak Bluffs with flexible 1–6 day bike rentals and many models to choose from

Get a 7-day bike rental delivered to your address in Oak Bluffs

Pick up a 7-day bike rental in Oak Bluffs

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

Rent a kayak or paddleboard and explore State Beach from the water