There’s something magical about arriving in Nantucket—the way the ferry glides into the harbor, past sailboats and shingled cottages, instantly slows your pulse. My first visit felt like stepping into a storybook where cobblestone streets, wild roses, and salty sea air take center stage. Whether you’re here for a beachy weekend, a romantic getaway, or a solo reset, Nantucket has a way of charming you into staying just a little longer.
I visited in early summer, when the days stretched long and the beaches were still blissfully quiet. In this guide, I’ll walk you through the most memorable things to do in Nantucket, including lighthouse hopping, hidden trails, and where I found the best lobster roll on the island.
1. Wander the Historic Downtown
Start your trip in the heart of Nantucket Town, where cobblestones and gas lamps set the scene. I spent a full morning popping into local bookstores, sipping iced coffee from Handlebar Café, and browsing boutiques like Nantucket Looms and Erica Wilson. If you love charming architecture, take your time admiring the weathered shingle homes and climbing hydrangeas.
Tip: Go early in the morning before the crowds and catch that golden Nantucket light.
2. Visit Brant Point Lighthouse
This was my first stop after getting off the ferry. Just a short walk from the harbor, Brant Point Lighthouse is one of the island’s most iconic sights. It’s small and simple—but so photogenic. I went around sunset, and the light on the sand dunes was unreal.
3. Take a Bike Ride to Sconset
If you only do one bike ride on the island, make it the route to Siasconset (locals say “Sconset”). It’s about 7.5 miles from town via the Milestone Road bike path, and the coastal views are worth every pedal. Once you arrive, stroll the Sconset Bluff Walk—a quiet footpath that weaves between cottage backyards and ocean cliffs.
Pro Tip: Pack a picnic or grab lunch at Claudette’s. Their turkey sandwiches and lemonade hit the spot.
4. Explore Sankaty Head Lighthouse
Sankaty Head Lighthouse might be my favorite on the island. Perched on a bluff with sweeping views of the Atlantic, it felt like something from a novel. If you’re into photography, the lighting out here in the late afternoon is perfection.
5. Relax on Madaket Beach
This is where I came to unwind. Madaket is a bit more remote, on the island’s western end, and the sunsets here are legendary. Bring a blanket, a bottle of wine, and stay until the sky turns pink. It’s the kind of moment you remember.
6. Eat a Lobster Roll at Sayle’s Seafood
I sampled more lobster rolls than I’d care to admit, and the one at Sayle’s was hands-down my favorite. It’s no-frills, served in a paper basket, and absolutely packed with fresh lobster meat.
Other local favorites:
- The Sandbar at Jetties Beach (scenic and lively)
- Cru Nantucket (upscale, with harbor views)
7. Go Whale Watching
I wasn’t expecting to be as moved by this as I was. Seeing humpbacks breaching off the coast was surreal. Several charters operate from the island—check out Shearwater Excursions or Nantucket Whale Watch for seasonal trips.
8. Visit the Whaling Museum
Even if museums aren’t usually your thing, this one is worth it. It paints a vivid picture of Nantucket’s seafaring past, and the rooftop observation deck offers panoramic views over town. I spent a surprisingly rainy afternoon here and was totally absorbed.
9. Sample Local Ice Cream at The Juice Bar
No visit is complete without a cone from The Juice Bar. The line can stretch down the block, but it moves fast—and it’s worth it. I went classic with the mint chip in a homemade waffle cone, still warm from the press.
10. Sunset Sail from Nantucket Harbor
On my last evening, I booked a sailboat ride at golden hour. Gliding past Brant Point with the wind in my hair and a glass of rosé in hand was the perfect farewell. Look for companies like Endeavor Sailing for 90-minute sunset cruises.
Best Restaurants in Nantucket
- Galley Beach – Beachfront dining with candlelit tables right on the sand. Perfect for date night.
- The Nautilus – Asian fusion meets coastal vibes. The tuna poke was divine.
- Black-Eyed Susan’s – Cozy brunch spot with amazing pancakes and local coffee.
- Straight Wharf – Upscale but unpretentious. Order the scallops.
- Millie’s – Baja-style tacos and margaritas out in Madaket, just in time for sunset.
Where to Stay in Nantucket
- White Elephant Hotel – Classic luxury on the waterfront.
- Greydon House – Design-forward boutique hotel in town.
- Life House Nantucket – Cozy, stylish, and centrally located.
Travel Tips for Visiting Nantucket
- Book early: Accommodations fill up fast, especially in July–August.
- Bring layers: Even in summer, evenings can get chilly near the water.
- Ferry or flight: The ferry from Hyannis is scenic, but there are seasonal flights too.
- Pack comfy shoes: You’ll walk more than you expect, especially in town.
- Beach gear: Many beaches don’t have rentals—bring your own umbrella and towel.
FAQs About Nantucket
Is Nantucket worth visiting for a weekend?
Absolutely. It’s small enough to explore in two days, yet packed with charm and variety.
What’s the best time to visit Nantucket?
Late spring (May–June) and early fall (September) are ideal—fewer crowds and beautiful weather.
Do you need a car on Nantucket?
Not really. The island is bike- and shuttle-friendly, and many areas are walkable.
Are Nantucket beaches public?
Yes, most beaches are public access, though some may have limited parking.
Is Nantucket family-friendly?
Yes! Beaches, bike paths, and ice cream shops make it great for kids too.
Final Thoughts
Nantucket felt like a slower rhythm of life—one where days revolve around salty swims, morning bike rides, and lingering dinners under the stars. If you’re craving a coastal escape that’s equal parts refined and relaxed, this little island might just be your next favorite place.