Active Travel Itinerary

Want to stay in shape during your stay? Maybe you’re the type who relaxes by getting busy. Either way, recreation options in Orleans will keep you on the move.

Day One – Float Your Boat

A direct channel to the Atlantic, Nauset Inlet flows into Town Cove, a large bay that juts right into the heart of Orleans. On any given day in the summer and early fall, you’ll see paddlers and boaters breezing across blue Town Cove waters.

Explore our inlets up close and spend the day on Pleasant Bay with a boat rental from Nauset Marine. The marina offers an assortment of boats for half day or full day rentals which come fully equipped and ready to go.

Some visitors arrive with kayaks strapped to their car roofs, but if you need equipment, Goose Hummock rents and sells kayaks and paddling gear.

Goose Hummock can also hook you up with everything you’ll need to fish plentiful local waters. Or you can join one of many fishing charters, including the Luau.

Pleasant Bay Tour with Nauset Marine

Day Two – Down to Earth

Wrapped around the town’s charming retail areas and quiet residential streets are protected conservation lands, many bordering ponds and lakes with small beaches. You’ll traverse a varied landscape of forested woodlands, meadows, saltwater marshes and bogs via footpaths and walking trails from 1 to 2 miles in range. For a list of conservation areas, visit

Hiking trails also wind through area parks and wildlife preserves.

Hiking Kent’s Point

Day Three – Get Rolling

From walking to cycling, the Cape Cod Rail Trail passes directly through the arts and shopping district in Orleans, the only town on the Cape able to make such a claim. From Orleans, it’s easy for bicycling enthusiasts to take the trail north to destinations like Cape Cod National Seashore or southwest to Nickerson State Park, both offering bike trail systems of their own.

You can rent bicycles, tagalongs, trailers and other gear at Orleans Cycle, adjacent to the trail; or at nearby Brewster Bike,

Biking the Cape Cod Rail Trail

Day Four – Fun and Games

The name of the game is fun in Orleans and it’s always playtime. Make a day of it on the golf course, in the bowling alley or in one of our fitness centers where workouts and classes will keep you on your game.