How to Plan the Best Guys’ Weekend on Cape Cod

Are you planning a guys’ weekend on Cape Cod? If so, you’ve landed on the right blog! Cape Cod is the ideal place to get together with your best mates and enjoy some quality time with them. Whether you’re celebrating a life event or simply wanting to reconnect with one another for old time’s sake, we know the perfect activities that will make your trip unforgettable. After all, this weekend will be child and partner-free, so why not make the most of it? 

Learn more about the best things to do on Cape Cod in our free Vacation Guide. Inside, you’ll discover our favorite local restaurants, events, museums, shops, outdoor activities, and more.

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4 Activities to Make the Most of Your Guys’ Weekend to Cape Cod

Take an SUV Tour of Cape Cod’s Seashore

One activity we love to recommend to our guests is an SUV tour of the National Seashore! Art’s Dune Tours are fantastic ways to discover the splendor of Cape Cod’s beaches, while still enjoying some fun times driving through the dunes with your best chaps. Board one of their spacious SUVs and roll through the scenic sand dunes of the Peaked Hill Bars Historic District. Tours last one hour and can only take four people at a time per truck. 

Hop on a Fishing Boat

Do you enjoy fishing with your best friends? We know some of the best boat rentals and fishing charters in the area. Chatham Sailboat Rentals, for example, has more than 50 years of experience, offers affordable boats, and even has a snack bar where you can enjoy a savory lunch while gazing at the ocean on the horizon. 

Go Golfing

Would you like to practice your swing during this guys’ weekend? There’s nothing like gathering your best pals on a great golf course, and Cape Cod has no shortage of them! The Captains Cape Cod Golf Course features two 18-hole championship courses in one location, providing you with the perfect backdrop for your friendly competition. There is also a fabulous public golf option, the Cranberry Valley Golf Course, which was voted No.5 of the best public courses in New England!

Pamper Yourself at a Barber Shop

Your guys’ weekend on Cape Cod is also a perfect occasion for you and your best friends to relax, and what better way to accomplish that than with a visit to a barbershop? Next Level Barber Shop in Chatham offers an elegant atmosphere and a wide array of services, including straight razor shaves, hot facial towels, and haircuts. Make sure you call to make an appointment before your visit to ensure they have room for your party.

Have Your Gentlemen’s Weekend at Chatham Gables Inn

Chatham Gables Inn Exterior at DuskDid you think your guys’ weekend would be over once the sun sets? Come back to Chatham Gables Inn with your best mates and continue the gentlemen’s experience. Join us downstairs in the common area for an exclusive whiskey tasting by the fireplace. Sit back and relax in your comfy chair, and let the aromas dance around your palate. It’s the laid-back time you’ve been looking for to chat and laugh with your friends before returning to your rooms and dreaming the night away in your plush bed. Wake up the next morning to the smell of freshly brewed coffee and enjoy a delicious homemade breakfast with stunning views of the garden.

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