Welcome to Boston, described by many as the most European city in the U.S., you can expect a thriving art scene, delicious variety of seafood delicacies and plenty of charm. Arrive to the Hyatt Regency Boston, just steps from Boston’s most desirable area-attractions such as the Boston Common, Faneuil Hall, and Boston’s famous shopping destination, Newbury Street. A 15 minute walk will bring you to the South End, Back Bay or the Charles River Esplanade. Later join your Travel Director for a Welcome Dinner with wine and an opportunity to mingle with fellow travellers.

Hyatt Regency Boston

Dinner with wine

Explore the city with your Travel Director and learn about the city’s transformative past. You’ll follow part of the red-brick Freedom Trail that brings the story of the American Revolution to life. Sights include Boston Common, the Old Corner Bookstore and the Bunker Hill Monument in Charlestown. View the colourful neighbourhoods of Back Bay and historic North End, otherwise known as Boston’s Little Italy. Make sure you try the neighbourhood’s famous cannoli and grab yourself some of the best espresso in town. Later, choose to visit Fenway Park, America’s oldest baseball stadium and home of the Boston Red Sox or tour The John F. Kennedy Presidential Library and Museum dedicated to the memory of the nation’s thirty-fifth president. The rest of the day is at leisure.

Hyatt Regency Boston

Breakfast

This morning, discover Plymouth’s history at the first pilgrim settlement. Visit Pilgrim Hall Museum, the oldest continuously operating public museum in the country and America’s museum of Pilgrim possessions. Visit the Plimoth Patuxet museum, a living memorial dedicated to preserving the histories of the Native and English inhabitants of this region and educating the public on early settlers and the Wampanoag People in an immersive and engaging environment. Later you’ll get to know the Cape more intimately as you make your way to the coastal haven of Sandwich. Experience the techniques used onboard the Adirondack II, a traditional sailing schooner vessel and perfect example of maritime craftmanship. Meet English and Irish glassmakers at the Sandwich Glass Museum. Relax at your charming inn tonight and indulge in a dinner with wine.

Dan’l Webster Inn and Spa

Breakfast, Dinner with wine

Head out to Salt Pond on Cape Cod’s National Seashore and learn about the natural wonder and human history represented on the Cape, from its First People and European settlement to modern lifestyles and communication technology. An optional experience on the Sand Dunes of the National Seashore may present itself later today. Roll through the Dune Shacks of Peaked Hill Bars Historic District, catching sight of Pilgrim Lake and the famed artists’ dune shacks while local experts share the history and ecology of these striking and inspiring dunes.

Dan’l Webster Inn and Spa

Breakfast

Board a ferry this morning to Martha’s Vineyard. Home to pristine sandy beaches, outdoor attractions and heavenly harbour towns, this summer hangout is no stranger to presidential visits. The island has hosted the Clintons and the Obamas, while the former U.S. First Lady, Jacqueline Kennedy Onassis, maintained a home here. After disembarking, make your way to Oak Bluffs, known for its rainbow-coloured, gingerbread-like cottages with gothic storybook decorations, high-peaked roofs, and dainty verandas. You’ll also find the oldest operating platform carousel in America here. Get acquainted with the island, before reaching your hotel. Tonight’s Sea-to-Table Highlight Dinner at Menemsha Room is sure to delight with the season’s freshest offerings from local farms, fishing boats, foragers and markets.

Harbor View Hotel

Breakfast, Dinner with wine

Depart Martha’s Vineyard in style on a high-speed catamaran for the picturesque island of Nantucket. Not only has it retained the charm of a bygone era, it is one of the most exclusive coastal communities in the U.S. During your visit, take in the beauty of the antique cobblestone streets, lined with high- end boutiques and breathtaking architecture. The simple homes date back to its whaling days which also influenced much of the culture on the island. In the past, the style of home directly correlated to a whaler’s ranking. Return to the mainland in the late afternoon to relax at your hotel.

Hotel Viking Newport

Breakfast

This morning, you’ll enjoy a visit to one of Newport’s renowned landmarks, The Vanderbilt’s Breakers Mansion. This afternoon, perhaps join an optional sail around Newport Harbor. Our journey through the gateway of the New World almost at its end, we join our fellow travellers for a Farewell Dinner.

Hotel Viking Newport

Breakfast, Dinner with wine

It’s time to say goodbye to your fellow travellers as you return to Boston.

Breakfast