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Don’t be fooled by Cape Cod’s reputation for being a cute and charming New England locale; it’s also an awesome place to escape from the day-to-day routine of life in the company of friends, complete with a steady supply of cool places to hang out and an endless list of outdoor activities. It’s the ideal place to plan a trip with the guys!

Fun Things to Do and Places to Go

If you and your travelling buddies enjoy the great outdoors, Cape Cod has much to offer. Hiking, fishing, boating and sailing, and golfing are all extremely fun and popular activities here on Cape Cod for guys. Stand-up paddleboarding and kayaking are two additionally entertaining ways to take in the sights from the water while testing your endurance and competing with your friends.

For that perfect coastal experience, you can’t go wrong with hanging out on the beaches of Cape Cod. Or maybe you’d prefer an adventure out on the water? If so, you can always rent out a deep sea fishing boat or a party boat and live it up out on the ocean!

Friends with a history buff? Or maybe that’s your role in the group? Either way, Cape Cod has a ton of cool historical homes, museums, and monuments that you can check out during your time here, such as the Pilgrim Monument or the Edward Gorey House.

In between hitting up all of the best spots all along the cape, grab a bite to eat at someplace good, like Captain Parker’s Pub, emBargo, Wicked Restaurant and Wine Bar, or Spanky’s Clam Shack and Seaside Saloon.

Cape Cod is also ideal for nights out on the town. You and your friends will definitely want to stop by one of the many bars or clubs here. Chatham Squire, the Wellfleet Beachcomber, Oak & Ember Whiskey Bar & Grill, The Box Office Bistro, Trader Ed’s, Cape Cod Beer, and The Improper Bostonian are all excellent places to go to get the party started and keep it going. Coming during the middle of the week? Head over to Quahog Republic for Kick the Keg night on Tuesdays!

New England Vacation Rentals – Your Guides to the Best of Cape Cod

Contact our reservations team to learn more about Cape Cod’s many attractions and activities—including those that are more suited for a trip with the boys—when you book your stay in one of the awesome vacation rental properties that New England Vacation Rentals has to offer today!

Water Fun on Cape Cod

Cape Cod forms an island on the coast of Massachusetts and while the coast lines, beaches, wineries are just some of what draws us to this spectacular land mass, it’s the water activities that keep us coming back time after time! Kayaking, stand up paddleboarding, canoeing – all fun activities that will keep your interest while letting you experience the waters surrounding the Cape. We love our down time here on the Cape, when it’s just us, the board, kayak, or canoe and the water; isn’t it time you discovered the joys of a Cape vacation spent on the water?

Kayaking on the Cape

Kayakers have a more intimate connection with the water, sitting low in the boat, holding a single paddle to maneuver through both calm waters and waters that have a rougher current. Kayaking on the Cape is an experience that shouldn’t be missed and our marsh tours offer the opportunity to get out, get a little exercise and enjoy the beauty of Cape Cod’s wildlife and flora. CapeKayaking.com offers sunset tours, marsh tours at both high and low tide, tours of Monomoy Island Wildlife refuge in Chatham, and tours along the Herring River. They leave no tide unexplored. Cape Cod Kayak offers the opportunity to rent a kayak and explore for yourself as well as tours similar to Cape Kayaking. Check out their websites for more information at CapeKayaking.com or CapeCodKayak.com.

Cape Cod Canoeing

Canoes are similar to kayaks, only you sit a little higher up in the boat and they have more room for people and supplies. Spend your days paddling the waters that surround the Cape, reveling in the peace and quiet. In many places the only sounds you will hear will be the wind, the trees, the water, and the wildlife calling out to you to enjoy your stay as you paddle quietly through the waters enjoying the picturesque views of the island. Cape Cod is an enchanting place and nowhere is that more obvious than from the water surrounding it. Cape Cod Waterways offers boat rentals of canoes, kayaks, paddleboats, and stand up paddleboards. Check out their website at www.capecodwaterways.com for more information and enjoy scanning their gallery of pictures that allow you a glimpse of what to expect when you visit.

Stand Up Paddle Boarding on Cape Cod

A relatively new entry to the world of water activities, stand up paddle boarding originated in Hawaii and has grown in popularity all across the world. Involving an oversized surfboard, a long oar, and great core body strength, you can glide across the waters with relative ease. Recent developments in the SUP (stand up paddleboard) movement include yoga classes; if you can do the pose on land, you can do it on a paddleboard! Check out The Yoga Collaborative at www.theyogacollab.com if SUP yoga interests you. Adventure Chatham offers lessons and rentals of paddleboards, including an 18-foot-long one that they have named SUPSQUATCH for a whimsical SUP experience for up to 6 adults. Our staff at New England Vacation Rentals have had a blast learning to SUP. If you’re the adventurous type, you should give it a shot!