NEW ENGLAND

BOSTON, COASTAL MASSACHUSETTS & RHODE ISLAND

With its hard-working, stoic ethos, droll New England sense of humor and unwavering love of its sports teams, Boston is a beloved city with a distinct personality as a historically rich, yet forward-thinking metropolis. Ask anyone what they think of when they imagine Boston and you’ll likely hear variations on the Red Sox, Freedom Trail, the Kennedys, Harvard University, the Red Sox and that unmistakable accent. But there’s oh so much more. This is a city with no shortage of iconic experiences, where you can spend a morning touring the centuries-old USS Constitution, then tuck into a fresh seafood lunch in lively Faneuil Hall. Spend the afternoon at a baseball game at Fenway Park and then enjoy an evening with the Boston Symphony Orchestra, one of America’s “Big Five” orchestras.

It’s easy to add on to a Boston family vacation with ventures into neighboring Cape Cod, Martha’s Vineyard, Nantucket and Newport. There are hundreds of miles of coastline in Massachusetts and Rhode Island, home to countless white-sand beaches and photogenic lighthouses. Providence and Newport brim with top-notch museums and gorgeous historic homes. Clam shacks, gentle hikes and historic Revolutionary War sites make for a quintessential New England visit.

A Boston and New England Coast family vacation has something for everyone and is easily accessible. These small states are easy to traverse – Rhode Island alone can be crossed by car in 45 minutes – and every mile reveals another historic site, placid pond, cute-as-a-button country village or dynamic city.

Let’s dream it together!

Our New England experts are ready to plan your next great adventure. Use the button below or call 866-686-2106 to speak with someone from our team. We can’t wait to hear from you!

AREA HIGHLIGHTS

BOSTON


BOSTON

Here in America’s oldest city, cobblestones are as ubiquitous as Red Sox caps. A history museum come to life, you’re never far from a 400-year-old building or Revolutionary-era monument. Your personalized Boston vacation will strike a harmonious chord between yesteryear and modernity as you walk the six-mile Freedom Trail or search for the best cannoli in the Italian North End (hint: it’s all good!). Shop at world-class boutiques on eight enchanting blocks of Newbury Street in the Back Bay. Visit sites related to Thornton Wilder, Robert Frost and Louisa May Alcott, as well as the homes of Henry David Thoreau (at Walden Pond), Ralph Waldo Emerson and Charles Dickens – literature-lovers will be in heaven. And we’ll show history buffs Civil War relics, including the very bookstore where Harriet Beecher Stowe wrote Uncle Tom’s Cabin. Drink in the academic ambience amidst the tranquil campuses, quirky shops and overflowing book shops in Cambridge. And enhance your own education in one of Boston’s many museums – we’ll arrange private docent tours at the city’s top institutions, including the JFK Library & Museum, the Museum of Fine Arts and the Isabella Stewart Gardner Museum.

WHAT WE REVEAL
Of course, in a city as historically significant as Boston, one must start in the past … and it’s centuries past we’ll go as we walk the Freedom Trail from the Boston Common to Faneuil Hall, visit the Old North Church and board the USS Constitution. There’s a charming air to Beacon Hill and the Back Bay, with their striking 19th-century architecture, cobblestone drives and gaslights. Your Boston vacation will move on to the beauty and grace of Copley Square and include a stroll through the Public Garden, where the iconic Swan Boats sail under the world’s smallest suspension bridge. Learn the amazing history of how Back Bay was filled in to allow for city construction and enjoy its modern restaurants, shopping and cultural attractions. There’s the Old South Meeting House, the Old Corner Bookstore, Louisburg Square, Commonwealth Avenue, Newbury Street, the Boston Public Library, Trinity Church and the Boston Marathon finish line – your Boston vacation is a pleasing blend of American history and cosmopolitan chic.

COMBINE WITH
> The Berkshires
> Vermont
> Maine

DAY TRIPS FROM BOSTON


DAY TRIPS FROM BOSTON

One of the most appealing aspects of a New England vacation is the ease with which one can get from place to place, covering more ground and destinations than in most trips. The states are small, and just about every inch has something to offer, whether a historical site, rural farm visit or hot new city restaurant. Boston is no exception. Branch out from here and spend a day touring colonial Lexington and Concord. We take you to Plymouth Rock and through the Plimouth Plantation to see history come to life. Or you can embark on a lobster boat or visit an oyster farm to harvest and shuck oysters. Local experts can teach you all about the Salem Witch Trials or take you to Ipswich’s Hammond Castle. Also within reach: Provincetown on the tip of Cape Cod, Martha’s Vineyard and the treasures of Newport, Rhode Island, from the grand mansions to the Touro Synagogue, the oldest in the United States.

WHAT WE REVEAL
Practically every Boston vacation includes time spent exploring the area’s Revolutionary War history. Our on-the-ground experts know there’s no better place to begin than nearby Concord and Lexington, to explore and learn about war history, our nation’s founding, early American literary history and local architecture. Delve further into the past with a trip to America’s Hometown, Plymouth, to the very spot where the Pilgrims stepped off the Mayflower in 1620. Plimouth Plantation brings it all to life with recreations of everyday colonial life – building a fire, cooking, spinning wool and making pottery. Head north to traditional fishing villages and maritime mansions, visit Salem’s Witch Museum and burying grounds and then enjoy a sweet treat at “Ye Olde Pepper Shoppe,” America’s oldest candy store. Or head out to sea to Provincetown, a favorite destination for its liberal, inclusive, artist-centric ambience – and it’s easily accessible by fast ferry or private charter boat.

COMBINE WITH
> Cape Cod
> Martha’s Vineyard
> Newport, RI

CAPE COD & NANTUCKET


CAPE COD & NANTUCKET

Your Cape Cod vacation will center around genteel, pedestrian-friendly Chatham, with its inviting Main Street and upscale shops. Nature lovers fall for the region’s wildlife refuge and amazing beaches set along 60 miles of shoreline. This is the place for drippy ice cream cones, penny candy and authentic New England seafood. Chatham boasts a pleasing blend of past and present. We’ll lead you along cobblestone streets to historic sea captains’ homes, and into the downtown corridor for upscale shopping and dining. Thirty miles out to sea, Nantucket – not just for the rich and famous – is picture-perfect, with weathered cedar-shingled homes fronting sand dunes and gentle surf, and a delightful town center full of chic shops, high-brow eateries and steepled churches.

WHAT WE REVEAL
Chatham Bars Inn is our choice as home base for a Cape Cod vacation – the Inn dates back to 1914, but has undergone a $100 million renovation to suit the upscale traveler. From here, our local experts can guide you on whale- and seal-watching trips, or deep-sea fishing excursions. Try lobstering, kayak in protected waters, visit artist studios and stop in at local food and wine festivals. Savor the character of Chatham as you explore the Cape Cod Rail Trail by bike, completely paved and mostly flat, showcasing the area’s salt marshes and pine forests.

Speaking of boats, Nantucket is a boon for sailors and there will be ample opportunities to take to the waters of Nantucket Sound. Perhaps you’ll visit during Nantucket Race Week, a nine-day festival of regattas, awards ceremonies and parties hosted by the local yacht clubs. Nantucket vacations bring endless summer days on white-sand beaches next to towering sand dunes, sipping a Whale’s Tale Pale Ale from Cisco Brewers and listening to live music. Learn the whaling history of the island at the Nantucket Whaling Museum. Dine on farm-fresh fare at any number of haute cuisine restaurants. And shop in fabulous boutiques and galleries in an almost-too-cute-to-be-real town center. Your Nantucket vacation will likely coincide with one of the many island festivals, everything from daffodil days in April and the renowned wine and food festival in May, to fall’s maritime and cranberry celebrations. Easy access is available from Cape Cod by fast ferry or private charter boat.

COMBINE WITH
> Boston
> Martha’s Vineyard
> Newport, RI

MARTHA’S VINEYARD


MARTHA’S VINEYARD

Luring in city dwellers longing for a relaxing respite, Martha’s Vineyard, like Nantucket, is another Cape Cod coastal island. It’s recognizable not only as the movie set for the 1975 thriller “Jaws” and infamous Chappaquiddick, but for its gorgeous beaches, lighthouses and adorable villages – all packed into just 100 square miles. Staunchly anti-commercial, the island doesn’t allow any chain institutions, making for a truly one-of-a-kind Martha’s Vineyard vacation. Candy-hued gingerbread cottages sit on pristine sandy beaches. The country’s oldest carousel, “Flying Horses,” adds a touch of whimsy. And the mainland is just a short 45-minute ferry ride away (but, why would you leave?). A Martha’s Vineyard vacation is casual elegance at its best and the very epitome of summer.

WHAT WE REVEAL
We’ve worked with local experts to create the most in-depth, yet relaxed tours of Martha’s Vineyard that reveal the subtle nuances of the island and its charms. Take a historical tour of Oak Bluffs and its 300-plus pastel-colored Victorian cottages, reminiscent of a bygone era. You’ll see Edgartown’s whaling captains’ homes and lighthouse and visit the multicolored clay cliffs of Aquinnah (Gay Head). There will be ample opportunity to get in your steps as we hike through field and forest and along coastal bluffs and beaches. Take to the Atlantic for sailing, deep-sea fishing and sunset cruises. Watch glass being blown, take a culinary class that capitalizes on local farms’ bounty or visit a wide range of artists’ galleries. Learn about the rich African-American history of the island with local experts. And search for shells and beach glass at Menemsha, Lobsterville, Bend-in-the-Road, South Beach and more of this idyllic island’s beautiful beaches.

COMBINE WITH
> Boston
> Cape Cod
> Newport, RI

NEWPORT, RHODE ISLAND


NEWPORT, RHODE ISLAND

Don’t underestimate the attraction of the country’s smallest state. A Rhode Island vacation is just as chock full of outdoor adventures, marine activities and cultural immersion as any of its New England neighbors. Perhaps the most famous draw in Newport is its incredibly well-preserved cliff-top mansions, still filled with priceless antiques and emanating an aristocratic ambience even today. Yachting is a huge draw here in one of the sailing capitals of the world. Festivals highlight every month of the year and we can point you toward the ones that most match your interests. Everywhere, on land or out to sea, conservation efforts have guaranteed the preservation of a landscape that will continue to be enjoyed for a long time to come.

WHAT WE REVEAL
Eager to show off their beloved Rhode Island, our local guides typically recommend that a Newport vacation begin with a historical walking or driving tour, going back in time to Newport’s days as the most fashionable vacation destination on the East Coast. Take a private tour of the Gilded Age Italianate, French and Elizabethan mansions, including the Breakers, the Elms, the Marble House, Rosecliff and Rough Point, former home of Doris Duke. From here, we’ll continue along the stunning 3.5-mile-long Cliff Walk, with its dramatic ocean views originally preserved for the Newport glitterati. Visit Touro Synagogue, the oldest in the United States, dating back to 1763. We can arrange for a charter trip on a member of the largest fleet of America’s Cup 12 Meters in the world. Tennis buffs will want to stop in to the Tennis Hall of Fame (and consider visiting during Tennis Week in July). If the sea is calling, we can arrange for lobstering or fishing excursions, during which you may just catch your own dinner of local fluke, sea bass, cod or blackfish.

COMBINE WITH
> Boston
> Cape Cod
> Martha’s Vineyard

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