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Showing 11 - 20 of 44

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 ~

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 Sail

Enhance your Cape Cod vacation with a private sail aboard Sabbatical , a 35' Southern Cross. Rhode Island-built Southern Crosses have made many ocean crossings. Our Saquatucket Harbor homeport allows easy access to the bird and marine life of Chatham's Monomoy Island Wildlife Refuge. Captain Bob Rice started Cape Sail in 1983 and has sailed... show more

Categories: Sailing Charters and Lessons

Saquatucket Harbor, Harwichport ~ (508) 896-2730 ~

Rockin Robin Charters

Leaving from Rock Harbor, the Rockin' Robin, a 30' Boston Whaler, will take you fishing across Billingsgate Shoal, one of the most productive striped bass fishing spots on Cape Cod Bay. Please join us while you're staying on the Cape and enjoy the sun, fun, and the excitement that catching striper can only provide. Whether or not you're a seasoned... show more

Categories: Fishing Charters

Rock Harbor, Orleans ~ (774) 722-0974 ~

Blue Claw Boat Tours

Our 1-1/2 hr guided tour from Orleans, travels to Chatham and back along the historic waterway of Pleasant Bay once used by early pilgrims, pirates and Indians. Capt Rob will regale you with tales of the rich history and natural bounty of this pristine ecosystem. A lighthouse, seals, rustic beach camps, seaside mansions, deserted islands, and... show more

Categories: Sightseeing & Tours, Boat Cruises

235 Main Street, Orleans ~ (508) 240-5783 ~

Hindsight Sportfishing

HINDSIGHT, is one of the largest and is the newest boat in our fleet. Full accommodations and very comfortable. Striped bass, bluefish and giant Bluefin tuna are our specialties. We also do whale watch trips as well as sight seeing tours of Cape Cod all the way to Provincetown. Sunset trips when available. We are located at Rock Harbor in Orleans.... show more

Categories: Fishing Charters

Rock Harbor, Orleans ~ (305) 481-1291 ~

Cape Cod Charter Fishing

Book a day of sport fishing on the 35-foot Capt'n & Tonaire and depart from Harwichport for a short ride to the Cape’s rich fishing grounds. Whether your interest is striped bass fishing, bluefin tuna fishing, porgy, sea bass, or fluke fishing, the Capt'n & Tonaire is fully equipped to make your Cape Cod sport fishing charter a memorable... show more

Categories: Fishing Charters

(508) 246-6691 ~

Orleans Cycle

Offering bike rentals for hourly, daily or weekly rates, Orleans Cycle is located on the Cape Cod Rail Trail in the center of Orleans. We rent new, high quality, road bikes, comfort bikes, hybrids, kids bikes, trailers, and tag-a-longs. Orleans Cycle sells new Trek and Specialized bicycles. All rentals include helmets and a map of the bike trail.... show more

Categories: Bike Rentals

26 Main Street, Orleans ~ (508) 255-9115 ~

Explore Cape Cod Kayak Tours

For 12-yrs, we've offered kayak trips led by owner/guides-ACA instructors, paddlesport specialists, and permitted outfitters within Cape Cod National Seashore marshes & bays.

Categories: Kayaking & Paddle Sports

PO Box 651, South Orleans ~ (508) 240-1211 ~

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 ~

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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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