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Adventure Chatham

Adventure Chatham offers stand-up paddleboard, kayak, and bicycle rentals on a pickup or delivery basis! Explore the diverse waterways of Chatham and Harwich, or cruise Main Street shops or the scenic Rail Trail from a comfortable cruiser bike. We are specialists in stand-up paddleboarding (SUP), an affordable & family friendly new crossover sport... show more

Categories: Kayaking & Paddle Sports

1150 Queen Anne Road, East Harwich ~ (800) 809-1750 ~

Beachcomber Boat Tours

Welcome aboard the Beachcomber! We’ll take you on an exciting seal tour along the Chatham Harbor waterways between North Beach, Chatham Light and the Break. Seal tours are 1 1/2 hours. Let us shuttle you to North Beach, voted “best beach to get away from the crowds.” Swim in the Atlantic surf or relax on the calm bay side. Our captains are U.S.... show more

Categories: Sightseeing & Tours, Boat Cruises

174 Crowell Road, Chatham ~ (508) 945-5265 ~

Cape Cod Museum of Natural History

Discover what Cape Cod is all about at the Cape Cod Museum of Natural History in Brewster! We integrate natural history, nature education for adults and children, and steward 400 acres of beautiful conservation land. Walk the trails, attend exciting programs, spend the day strolling through our informative and visually stunning exhibits, wind... show more

Categories: Natural History Museums, Sightseeing & Tours

869 Main Street/Route 6A, Brewster ~ (508) 896-3867 ~

Land Ho!

Entertainment on weekends. Check out our entertainment schedule:http://www.land-ho.com/orleans/special-events. Land Ho! is a favorite with locals and vacationers alike. Featuring fresh seafood and many daily specials posted on our chalkboard. Signs from local businesses hang from the ceiling add a down-home atmosphere. Open daily – no... show more

Categories: Casual Dining, Entertainment / Live Music, Historical Museums

Rt. 6A and Cove Rd, Orleans ~ (508) 255-5165 ~

Cape Cod Rail Trail Bike & Kayak

Would you like to get off the beaten path and take a break from the traffic on Routes 6A and 28? The Cape Cod Rail Trail is a paved recreational trail extending 26 miles through some of the most picturesque scenery on Cape Cod. A good portion of the trail runs through the historic village of Brewster, home of Rail Trail Bike & Kayak.Our rental... show more

Categories: Bike Rentals, Kayaking & Paddle Sports

302 Underpass Rd, Brewster ~ (508) 896-8200 ~

SUPfari Adventures Cape Cod

Contact info: 508-205-9087 or info@supfariadventures.com. Paddle, play, swim and have fun! SUPfari Adventures~Cape Cod offers a variety of SUP(standup paddling) instructional programs that include: family friendly beginner lessons, eco tours, evening glow tours, and core strengthening floating yoga classes. All lessons include a board, custom... show more

Categories: Kayaking & Paddle Sports

(774) 722-5750 ~

Outdoor Adventure Camps for Girls

We welcome girls whose families are vacationing on the Cape to join us for summer camp. Whatever her interests, she will find a variety of activities in our day and resident camp settings, where she can pursue nature exploration, outdoor adventure and team building with new friends. Amenities vary by camp and include adventure/challenge course,... show more

Categories: Camps

208 Crowell's Bog Road, Brewster ~ (617) 350-8335 ~

Monomoy Island Excursions

Enjoy a leisurely cruise to the beautiful island of Monomoy off Chatham’s coast. Narrated by a trained naturalist, the tour offers spectacular, up close views of harbor seals and other natural wildlife and bird species in the undisturbed setting. Private charters available. Reservations are strongly recommended.

Categories: Sightseeing & Tours

702 Rte 28, Harwich Port ~ (508) 430-7772 ~

The Chatham Kayak Company

The Chatham Kayak Company, where you’ll find kayaks and SUP rentals for young and old, fully equipped with gear for all depths of experience. Guided tours are offered and lessons available upon request. Oyster River is where you will find one of Chatham's most accessible outlets to salt water. Located at the end of Barn Hill Road off Route 28,... show more

Categories: Kayaking & Paddle Sports

391 Barn Hill Road, West Chatham ~ (508) 241-5389 ~

Barley Neck Inn

With its 18-year history, Joe's has made its mark as one of the Cape's hotspots among locals and vacationers alike. Featuring live entertainment every Friday and Saturday night, Joe's has an array of popular groups lined up for the summer, including The Rip It Ups, Dunebilly Allstars and The Johns. The dance floor will be jumping!

Categories: Casual Dining, Entertainment / Live Music

5 Beach Road, East Orleans ~ (508) 255-0212 ~

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Just Off Cape Vacation Planner Upper Cape Cod Vacation Planner Mid Cape Cod Vacation Planner Lower Cape Cod Vacation Planner Outer Cape Cod Vacation Planner Martha's Vineyard Vacation Planner Nantucket Vacation Planner
We have included a wide variety of Cape Cod, Nantucket and Martha's Vineyard activities to help you plan your family vacation. From biking, kayaking and golfing to sightseeing and fishing, there are a ton of fun things to do on Cape Cod and the islands.

Vacationing with kids can be less than relaxing at times, so schedule unique daily activities to keep your little ones entertained. By planning ahead, your family will enjoy discovering all of the seaside adventures that the islands have to offer. Need some adult time to unwind? Sign the kids up for day camp so they can explore the islands with new friends.

Let us help you plan your activity itinerary and show you the best in Cape Cod entertainment! From Cape Cod amusement parks to Nantucket and Martha's Vineyard bike rentals, our travel guide will help you plan the most memorable family getaway ever.

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