For the 50+ Traveler

Pristine beaches, maritime history, and beautiful scenery are all part of an island escape. In New England, two of the most picturesque island destinations await: Nantucket and Martha’s Vineyard, both located off the southern coast of Cape Cod, Massachusetts. Both can only be reached by boat or air, and on both islands, peak season begins on Memorial Day weekend and ends on Labor Day weekend. A few shoals and about 30 miles separate the two islands, which were both formed during the Ice Age. While each destination inspires fierce loyalty, there are key differences between them to keep in mind when deciding which to visit.

Aerial view of Nantucket.

1. Location, Size, And Population

About 30 miles off the coast of Cape Cod, Nantucket beckons to visitors to experience its coastal beauty. Just 14 miles long, the crescent-shaped island is easy to explore by bike, and the island shuttle buses have bike racks. Nantucket is home to just one town and two zip codes, and many of the restaurants and shops are located downtown in Nantucket proper.

Aerial view of Martha's Vineyard.
Martha's Vineyard / Alinn Mihai / Shutterstock

Martha’s Vineyard is located closer to the mainland, only 7 miles offshore across Vineyard Sound. With about 125 miles of coastline, the island comes in at close to 96 square miles, about twice the size of Nantucket, making a car more of a necessity. The town’s population soars from 17,000 to close to 200,000 in summer -- about twice the number of seasonal visitors to Nantucket.

Insider Tip: Up island, down island, on island, and off island are all part of the local vernacular used to describe someone’s whereabouts or give directions.

A ferry on its way to Martha's Vineyard.
Martha's Vineyard / Cheri Alguire / Shutterstock

2. Transportation Options

You can travel to both of these award-winning destinations by air or sea. The frequency of transport, however, is quite different.

Ferries to Martha’s Vineyard leave from several locations along Cape Cod as well as from New Bedford, Massachusetts, and Kingston, Rhode Island. (By taking the ferry from Rhode Island, you can avoid the Cape Cod traffic on a busy weekend.) The ride only takes about 35 minutes. In addition, there is a SeaStreak ferry from New York City that takes 5 hours. Flights to Martha’s Vineyard depart from big city hubs as far south as Washington, D.C.

A ferry on its way to Nantucket.
Nantucket / Dan Logan / Shutterstock

Nantucket’s car ferry is booked months in advance, so planning is essential if you want to bring a vehicle. The Steamship Authority (car ferry) and Hy-Line Cruises (passenger ferry) are both based in Hyannis, Massachusetts. A SeaStreak ferry departs from New Bedford. The ferry ride can take anywhere from 1 hour to 3 hours, depending on the boat you choose. Flights to the Nantucket Memorial Airport run from Boston, New York, and Hyannis.

If you plan to visit both islands, you’ll be interested to know that there is an interisland boat that runs during peak season and takes 1 hour.

The coastline of Martha's Vineyard.
Martha's Vineyard / Allan Wood Photography / Shutterstock

3. Geography And Architecture

Nantucket, Martha’s Vineyard, and Cape Cod all border a triangular area of the sea referred to as the Sound. However, the geography and architecture of Martha’s Vineyard are quite different from those of Nantucket.

Martha’s Vineyard features many high cliffs and rolling hills. It’s also home to six towns, all with their own personality and rich history: Tisbury, which offers an excellent natural harbor; Oak Bluffs, with its multicolored gingerbread Victorians; Edgartown, which includes the infamous island of Chappaquiddick; Chilmark, with its rolling hills and green space; West Tisbury; and Gay Head, now called Aquinnah, which boasts dramatic, colorful cliffs leading down to the sea.

The coastline of Nantucket.
Nantucket / EQRoy / Shutterstock

Nantucket is so flat that most everything can be seen from the roads. The highest point on the island, Sankaty Head, home to one of Nantucket’s three lighthouses, is located 111 feet above sea level. You won’t find any box stores or traffic lights, and the town of Nantucket is the only one on the island. At the eastern end of the island is the small hamlet of Siasconset, with its rose-covered former fishing cottages on white shell paths. The Nantucket Historical Association’s strict building and restoration codes allow only a few paint colors on the island, and most of the buildings are clad in weathered gray shingles. Stepping off the ferry onto the cobblestone streets of Nantucket is like stepping back in time.

A beach in Nantucket.

4. Beaches

The main attractions on both Martha’s Vineyard and Nantucket are the beaches. Martha’s Vineyard has 124 miles of coast, while Nantucket has only 80. The beaches on both islands run the gamut from small spots with calm waters, perfect for children and families, to challenging waters with pounding surf. Lifeguards are only present on some of the beaches, so make sure to check before heading out, especially if there are little ones in your party.

A beach and lighthouse at Martha's Vineyard.
Martha's Vineyard / melissamn / Shutterstock

All of the beaches on Nantucket are open to the public. On Martha’s Vineyard, there are public beaches in Edgartown and Oak Bluffs, but many of the others require a parking permit, so be sure to ask about access when booking your vacation.

A woman near a lighthouse in Nantucket.

5. Vibe

Nantucket has more of a buttoned-up vibe than the Vineyard. Nantucket Reds™, cotton canvas pants or shorts that fade to a dusty rose, are de rigueur for men and are often worn with a collared button-down shirt and blue blazer in the evening. Like the beach pass bumper stickers, which are a status symbol on cars, faded pants are stylish -- they indicate that you’re an island regular! Women will be quite comfortable in their Lilly Pulitzers with cardigans draped over their shoulders. The social scene on Nantucket attracts captains of industry and the country-club set.

Tourists and residents walking through Martha's Vineyard.
Martha's Vineyard / Michael Gordon / Shutterstock

On Martha’s Vineyard, you’ll rarely feel underdressed in flip-flops and shorts. Don’t let the island’s name fool you -- the only vineyard you’ll find on the island is Vineyard Vines, a preppy line of clothing and accessories that is very popular both on and off island. Effortless style rules here: Think understated, simple, and chic. The island is popular with politicians and Hollywood types.

A nice house in Martha's Vineyard.
Martha's Vineyard / Raymond Douglas Ewing / Shutterstock

6. Cost

There’s no denying that these islands are pricey. Some of the most expensive real estate in the country can be found on both, and the shops, restaurants, and hotels are mostly high end. The sheer size of Martha’s Vineyard, however, allows for more variety, so it will be easier to find budget-friendly accommodations and restaurants there.

A foggy beach at Martha's Vineyard.

7. Fog

There’s something hauntingly beautiful about fog. Both islands get plenty of it, but on Martha’s Vineyard, more often than not, the fog departs by noon. If you are a lover of misty mornings and harbors clad in gray, get up island and enjoy the sailboats parked in Menemsha Harbor as the sun rises. All is covered in a mysterious blanket that provides great photo opportunities.

A lighthouse obscured by fog in Nantucket.

Nantucket is nicknamed “the Gray Lady” for a reason. Sometimes, the fog sticks around for an entire weekend. While I would never dispute the picturesque beauty of this shadowy covering, be sure to plan alternatives to the beach. One of the many museums would be a great place to spend a few hours with the family. Keep in mind that, while one part of the island (frequently Cisco) may be covered, it is often bright and sunny down island or on another beach.

You can’t go wrong with a visit to either Nantucket or Martha’s Vineyard. On both, you’ll find a vibrant arts and culture scene that’s active throughout the year, as well as great restaurants and chefs serving up fresh seafood. Both destinations offer family-friendly hospitality that encourages multigenerational travel. Either would make an ideal celebration location for an anniversary, birthday, or retirement party.

Keep in mind the things that set these two former whaling capitals apart, and you’ll be guaranteed a memorable stay, no matter which island you choose.