Things to do in Dennis

Cast lines in Cape Cod Bay with experienced crew and soak in scenic coastal views

Enjoy flexible 24-hour to one-month kayak rentals and explore at your own pace.

Enjoy hassle-free paddling with flexible rental periods and no age restrictions.

Explore Cape Cod waters with flexible 24-hour to month-long paddleboard rentals.

Chase striped bass on Cape Cod during a flexible 4.5-hour private charter for up to six guests

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

Explore interactive exhibits and learn about Great White Sharks during a self-guided visit.

Catch Cape Cod’s vibrant evening colors on a private charter for up to six guests with BYO food and drinks.

Start your day with a private 3-hour cruise to secluded beaches and tidal islands around Wellfleet Harbor.

Discover remote beaches and swim in secluded waters during a customizable private charter for up to six guests.

Pedal scenic Cape Cod trails with quality bikes and gear included for four hours.

Pedal scenic canal paths at your own pace with quality bikes and included gear

Paddle scenic Cape Cod marshes at your own pace with quality gear included.

Paddle Lawrence Pond at your own pace with included gear and flexible 2–3 hour rental.

Explore Popponesset Bay with quality gear and the freedom to paddle for up to three hours.

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

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

Search for humpback and finback whales then savor a colorful Cape Cod sunset aboard the Beth Ann.

Relax aboard the Beth Ann as you glide past Provincetown’s iconic lighthouses at sunset

Experience close encounters with humpbacks and finbacks on an exclusive 3.5-hour charter

Enjoy a relaxing two-hour cruise as daylight fades over the water

Enjoy a relaxing two-hour sail on calm afternoon waters

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

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

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.

Paddle a clear kayak under the stars with glow lights and expert guides

Enjoy a carefree day on the beach while we handle all setup, gear, and cleanup

Explore Martha's Vineyard waterways for up to a week with fully equipped single or tandem kayaks.

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

Savor a seafood picnic in Menemsha during a custom island tour

Learn about humpbacks and other whales as naturalists guide a 3-hour cruise through Cape Cod Bay.

Learn Plymouth’s maritime past on a 30-minute narrated boat cruise with panoramic harbor views.

Savor sunset views around Cape Cod and Martha's Vineyard on an exclusive evening cruise for your group

Rent top-tier carbon or aluminum road bikes to explore the island.

Customize a half-day private drive and discover Martha's Vineyard landmarks with a local guide