A guys' weekend trip to Nantucket offers a mix of adventure, relaxation, and fun, with plenty of activities to suit different interests.
Start your weekend off with a little fishing on one of the island’s chartered fishing tours.
Captain Tom’s Charters, Albacore Charters and Topspin Charters are all popular options that cater to experienced anglers and beginners alike.
For a more relaxed experience, grab some gear and head to Great Point, Madaket Beach, or Cisco Beach for surfcasting. Striped bass and bluefish are common catches in these areas.
If golfing is more your group’s speed, hit up Miacomet Golf Course, Nantucket’s only 18-hole public golf course. The course is known for its well-maintained greens, scenic views, and coastal breezes, offering a challenging yet enjoyable experience for golfers of all skill levels.
After a round of golf, you can grab lunch at the Miacomet Golf Course Clubhouse. The restaurant offers a relaxed, casual dining experience with indoor and outdoor seating overlooking the course. The menu features a variety of American fare, including burgers, salads, seafood, and daily specials.
Or travel slightly east to hit up Cisco Brewery for great beer, a fun atmosphere, live music (sometimes) and their seasonal food trucks.
Another option for an active group is surfing or other island water sports.
Nantucket is a prime spot for surfing, especially along Cisco Beach and Surfside Beach. If the group is new to surfing, you can take lessons from Nantucket Island Surf School or rent boards from local surf shops.
For a more laid-back day on the water, rent paddleboards or kayaks from Sea Nantucket Paddle Sports and explore Nantucket Harbor or Polpis Harbor.
Rent a boat or charter a private sail for the group and spend the day on the water. Many companies offer half-day or full-day rentals, allowing you to explore the coastline, go fishing, or just relax. Endeavor Sailing offers private charters on a classic sailboat, perfect for a memorable afternoon.
If you’re feeling adventurous, head to Tuckernuck Island or Muskeget Island for a secluded boating trip.
End your day with a sunset mudslide at the Gazebo and then head to dinner at the Proprietors or Cru, known as Nantucket’s premium oyster bar. No night out on Nantucket is complete without a visit to the Chicken Box for live music or the swankier piano music option at the Club Car.
