Late Summer Nantucket Getaway Ideas

Updated 2026.

Looking for the perfect way to extend summer? A late summer Nantucket getaway offers warm beach days, fewer crowds, and some of the island’s best weather. September is one of our favorite times to welcome guests, with comfortable temperatures, great dining, and plenty of opportunities to explore at a relaxed pace.

Pristine beaches
Scenic nature trails
Cobblestone streets
Top-rated restaurants and boutiques.

Quick Answer: Late summer is one of the best times to visit Nantucket. September brings warm ocean temperatures, smaller crowds, excellent dining, outdoor activities, and beautiful weather before the fall festival season begins.

With fewer crowds and warm days still ahead, it’s the perfect time to explore Nantucket’s small-town charm before fall arrives. Discover our favorite late summer experiences below!

Planning a fall visit instead? Here’s our guide to Nantucket’s top fall events.

A Round of Golf

How about some time on the green? Nantucket offers world-class golf courses so bring your clubs on your next visit! Miacomet Golf Course provides 18 holes on a link-style course. Pro golfers and beginners alike will enjoy each stroke as you work your way through the course.

Siasconset Golf Course is one of the oldest golf courses in the U.S. This 9-hole course’s season runs from May through October. Enjoy either a morning or afternoon round on this charming green.

Casting A Line

Ready to spend a relaxing morning on the water? There is fantastic fishing here in Nantucket and some may call the area an angler’s paradise. Anyone can go fishing from the shores of Nantucket and have a good chance of landing a fish. Striped bass, bluefish, and bonito are commonly caught. You can also paddle out in a kayak or with a local fishing charter.

Setting Sail on Nantucket Waters

Sailing in Nantucket offers an exceptional way to experience the island’s shoreline and marine life. We recommend either Endeavor Cruises or Nantucket By Water.

Endeavor Sailing Excursions, led by Captain Jim Genthner, provides intimate sailing experiences aboard a U.S. Coast Guard certified classic 31-foot Friendship Sloop. With over 40 years of sailing experience, Captain Jim offers daily excursions and private charters that reveal Nantucket Harbor’s beauty. You’ll see views of Brant Point Lighthouse and historic waterfront homes. Guests can participate in sailing or relax while learning about the island’s rich maritime history. The Endeavor operates from late May through mid-October and departs from Straight Wharf.

For a variety of water-based adventures, Nantucket By Water offers tours for adults, families, and adventure seekers. Their offerings include harbor cruises, sunset sails, and eco-tours exploring local wildlife sanctuaries. Specialty trips like the Ice Cream Cruise and Kids’ Fishing Trip cater to younger guests, while private charters allow for personalized experiences. With over 25 years of operation, this family-run company ensures a memorable time on the water for all ages.

Exploring Nantucket’s Natural Beauty

Hiking on Nantucket is one of the most relaxing ways to experience the island’s untouched landscapes and coastal charm. We have miles of protected conservation land and scenic trails. As a nature lover, you’ll experience a variety of walking and hiking opportunities regardless of your skill level. Explore windswept moors, lush forests, and oceanfront bluffs. Every path showcases a different side of Nantucket’s natural beauty.

A few local favorites include the Sanford Farm & Ram Pasture Trail, a moderately easy 6-mile loop with sweeping views of open fields and the ocean. Another is the Masquetuck Reservation, a quieter, forested trail perfect for birdwatching and peaceful reflection. For a more adventurous coastal trek, the Sconset Bluff Walk guides you past historic cottages and stunning cliffside ocean views. No matter the trail, hiking on Nantucket is an ideal way to slow down, connect with nature, and let Nantucket’s serenity embrace you.

Kick Back and Relax

Sometimes the best part of a getaway is slowing down. If you’re traveling on your own, you’ll find plenty of peaceful places to relax, recharge, and explore at your own pace. Our guide to solo travel on Nantucket shares ideas for making the most of a quiet island escape.

Planning time away with someone special instead? Discover our favorite romantic things to do on Nantucket before enjoying breakfast on our garden patio or an afternoon at the beach. No matter how you choose to spend your getaway, Seven Sea Street Inn is the perfect place to unwind.

We would love to host you for a special and memorable stay in Nantucket. You can book online today or purchase a gift certificate for a future stay! Contact us anytime for more information about our inn or help planning your next trip to our neck of the woods.

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