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Showing 11 - 20 of 43

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 ~

East Rip Charters

Welcome to East Rip Charters! We are located in the heart of Cape Cod’s traditional BIG Striper and Bluefish feeding grounds off Chatham, Massachusetts. Whether it’s chasing schools of breaking Stripers and Blues, or battling Bluefin Tuna, let Captain Jeff’s years of commercial fishing expertise guide you to an unforgettable experience on the... show more

Categories: Fishing Charters

46 Ryders Cove, Chatham ~ (508) 320-6923 ~

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 ~

Fish Chatham Charters

Join us for some of the best big game action in New England fishing for bluefin tuna east of Chatham, MA. Trips depart from Stage Harbor in Chatham. We also offer full and half day striped bass, bluefish, bonito, or false albacore trips in the rips off Monomoy, Nantucket, or Martha's Vineyard. Arrangements can be made for pick ups on Martha’s... show more

Categories: Fishing Charters

Stage Harbor, Chatham ~ (508) 237-7210 ~

Harwich Mariners

Home Field: Whitehouse Field, Harwich High School, 75 Oak Street, Harwich Capacity 4,000 OF Dimensions LF 330 CF 395 RF 330

Categories: Baseball

75 Oak Street, Harwich ~ (508) 432-2000 ~

Skydive Chatham

Experience the thrill of a lifetime with a skydive over beautiful Cape Cod and its glorious beaches. Never skydived before? After tandem jump training, you will fly to 10,000 feet. Harnessed to your tandem instructor, you will freefall for about 45 seconds at over 120 MPH! Once your parachute is open, you will steer your parachute to a soft... show more

Categories: Extreme Sports

240 George Ryder Road, Chatham ~ (508) 348-1422 ~

Academy of Performing Arts

Offering classes in dance, music, theatre, outreach residencies, workshops, assemblies, and main stage Playhouse & School productions. Kids can perform weekly in July and August.

Categories: Performing Arts

120 Main Street, Orleans ~ (508) 255-3075 ~

Orleans Bowling Center

Open Monday - Thursday 9 am to 9 pm, Friday 9 am to 10 pm, Saturday 9 am to 11 pm, Sunday 12 noon to 9 pm.

Categories: Amusements

191 Rt 6A, Orleans ~ (508) 255-0636 ~

Orleans Firebirds

Home Field: Eldredge Park, 78 Eldredge Park Way, Orleans
Capacity 6,000; Seating 300; Outfield Dimensions: LF 300 CF 434 RF 312

Categories: Baseball

Eldredge Park, Orleans ~ (508) 255-0793 ~

Harbor Lights Adventure Mini Golf

Categories: Mini Golf

81 Underpass Rd, Brewster ~ (508) 896-2692 ~

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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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