The Ultimate Guide to Planning your Nantucket Trip

Nantucket holds a special place in my heart, as we vacation there every summer. People often ask me why I love Nantucket so much, and the best way I can describe it is that it offers an unforgettable island vacation with a unique vibe like no other! From charming wood-shingled houses adorned with hydrangeas to breathtaking sunsets and coastal views dotted with sailboats, you’re surrounded by beauty at every turn.

Another thing I adore about Nantucket is how incredibly relaxing it is. Your days are spent lounging on the beach with a good book, cycling around the island, or shopping in town, while your evenings are enjoyed at fantastic restaurants or sipping champagne while watching the sunset at Steps Beach. If you’re seeking the perfect destination to unwind, look no further than beautiful Nantucket.

Planning Your Nantucket Vacation

When to Visit Nantucket Island

The best time to visit Nantucket Island is from May to October, with peak season being June to September. The best beach weather is July through early August. If you’re looking for a more relaxed atmosphere, consider visiting during the shoulder season (April to May or September to October), but note it will be on the cooler side during this time. Keep in mind that Nantucket is a popular destination, so it’s essential to plan ahead and book your accommodations and activities early.

Getting to Nantucket

Nantucket is accessible by plane or ferry from Hyannis, Massachusetts. Cape Cod serves as a common starting point for travelers heading to Nantucket. You can fly into Nantucket Memorial Airport (ACK) or take the Steamship Authority or Hy-Line Cruises ferry from Hyannis, arriving at the ferry dock in time for departure.

Walk On vs. Drive On Ferry

When taking the ferry to Nantucket, you have two options: the drive-on ferry, which allows you to bring your car with you, or the high-speed walk-on ferry, where you park your car and travel on foot.

I recommend the walk-on high-speed ferry, as you generally don't need a car when visiting Nantucket, especially if you're staying in town most destinations are within walking distance. Many visitors find it convenient to rent bikes for getting around the island, including trips to the beach and other attractions.

If you do need to bring your car, keep in mind that space on the drive-on ferries is limited and they tend to book up well in advance. To secure a spot, set a reminder for the reservation opening date.

Accommodations

21 Broad

Where to Stay on Nantucket

Nantucket has a wide range of accommodations, from luxury hotels to cozy bed and breakfasts. Consider staying in Nantucket Town, which is within walking distance to many shops, restaurants, and beaches. If traveling with the whole family, another option is renting a house through one of Nantucket’s local realtors.

Popular hotels on Nantucket Island

  • White Elephant Nantucket

  • Sister hotels: 21 Broad & 76 Main

  • The Nantucket Hotel & Resort.

  • The Wauwinet

I've stayed at both the White Elephant and 21 Broad, and both were exceptional. The White Elephant offers coastal luxury at its finest and is undoubtedly the top hotel in Nantucket. The rooms are exquisitely detailed, and the bed was among the most comfortable I've ever slept in. On the other hand, 21 Broad is a charming and cozy hotel with an amazing location and a very comfortable stay.

Renting a House in Nantucket

While the hotels in Nantucket are fantastic, we usually prefer renting a house on the island. We use Congdon and Coleman Real Estate for our annual rentals, and their agents are incredibly helpful and friendly. Our agent, Ann, consistently finds us the perfect home each year.

Activities and Attractions

Galley Beach

Beaches and Outdoor Activities

  • Nantucket has some of the most beautiful beaches in the country, including Cisco Beach, Surfside Beach, and Madaket Beach.

    • Our personal favorite is Steps Beach which we love for its calm waters and beautiful sunsets!

    • Jetties Beach is a must-visit, popular among locals and vacationers alike. Its proximity to Brant Point and Galley Beach makes it a top choice for a relaxing beach experience amidst a variety of options available on the island.

    • Children's Beach is a family-friendly destination near various hotels, making it an ideal spot for families visiting the island.

  • Rent bikes at the Nantucket Bike Shop and explore the island’s scenic bike trails. With over forty percent of Nantucket Island designated as preserved land, taking a bike ride is the ideal way to experience the natural beauty of the island.

  • Visit the Brant Point Lighthouse, which is one of the oldest lighthouses in the country.

Museums and Historical Sites

Nantucket Whaling Museum

  • The Nantucket Whaling Museum is a must-visit attraction that showcases the island’s rich whaling history.

  • The Oldest House, also known as the Jethro Coffin House, is a historic house museum that dates back to 1686.

  • Visit the Sankaty Head Lighthouse, which is one of the most iconic lighthouses on the island.

Food and Drink on your Nantucket Vacation

Club Car

  • Nantucket is famous for its seafood, and you can find fresh lobster, fish, and shellfish at many of the island’s restaurants. Most notably, you can't go to Nantucket without enjoying a lobster roll which will undoubtably be one of the best lobster rolls you have ever eaten! To find out where to get the best lobster rolls on the island, check out my blog The Top 5 Lobster Rolls in Nantucket.

  • A must-visit on Nantucket is the Juice Bar, famous for its homemade ice cream. They always feature a tempting flavor of the day. Don’t be deterred by the long line—it moves swiftly and the delicious sweet scoops are absolutely worth the wait!

  • Visit the Cisco Brewers, which is a popular spot for craft beer and live music. There are several food vendors which offer a variety of food such as raw oysters, pizza, and lobster rolls. Cisco is fun for the whole family, so bring the kids, bring the dog and enjoy a fun afternoon hanging out at Cisco Brewers.

  • Don’t miss the Nantucket Wine & Food Festival, which takes place every May.

Nantucket Restaurants

Cru

Nantucket boasts a vibrant dining scene with an array of restaurants that will make a foodie swoon! From upscale seafood spots serving the freshest catch to charming bistros offering farm-to-table fare, the island’s dining options are as diverse as they are delightful.

Whether you’re craving a sophisticated meal with coastal views or a casual bite in a cozy, historic setting, Nantucket’s restaurants promise memorable culinary experiences that highlight the island's local flavors and hospitality.

Top restaurants I recommend

For Dinner:

  • Cru

  • Club Car

  • American Seasons

  • Proprietors Bar & Table

For Lunch:

  • Sandbar at Jetties Beach

  • Slip 14

Neighborhoods and Shopping

Exploring Nantucket Town

  • Nantucket Town is filled with charming shops, galleries, and restaurants. A must-visit spot for my kids is Town Pool. This store offers Nantucket souvenir apparel, but the real fun lies in its scavenger hunt and secret candy room. Every child who visits can participate in a scavenger hunt to find the daily word. After completing the hunt, they get to enter a hidden door that leads to a candy room where they can pick out a piece of candy!

  • Visit the Old South Wharf, which is a historic wharf that’s now home to many shops and restaurants.

  • Explore the South Wharf, which is a popular spot for shopping and dining.

Events and Festivals

Nantucket Wine & Food Festival

  • The Nantucket Wine & Food Festival is a popular event that takes place every May.

  • The festival features wine tastings, cooking demonstrations, and live music.

  • It’s a great way to experience the island’s food and wine scene.

Day Trips and Itineraries

Nantucket Bike Trails

Nantucket Day Trip Itinerary

  • Start your day with breakfast at a local café, such as the Lemon Press.

  • Rent bikes and explore the island’s scenic bike trails.

  • Visit the Brant Point Lighthouse and take a stroll along the beach.

  • End your day with dinner at a local restaurant, such as the Galley Beach.

Additional Tips and Resources

Frequently Asked Questions

  • What is the best way to get to Nantucket? You can fly into Nantucket Memorial Airport (ACK) or take the Steamship Authority or Hy-Line Cruises ferry from Hyannis.

  • What is the best time to visit Nantucket? The best time to visit Nantucket is from May to October, with peak season being June to September. If you want to enjoy the beach in Nantucket, July is the best month to visit as it can be cool in Nantucket early and late in the season.

  • What are some popular activities on Nantucket? Some popular activities include visiting the beaches, renting bikes, and exploring the island’s scenic bike trails.

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