Day 1

Arrive in Boston & Taste Little Italy Arrive in historic Boston and kick off your New England adventure with a warm welcome. After settling in at our comfortable hotel, your evening is anything but ordinary. Join us for an unforgettable North End Italian Food Tour, led by a local guide—and even a traditional Italian Nonna! Stroll through the cobblestone streets of Boston’s Little Italy as you savor fresh pasta, cannoli, and stories passed down through generations. It’s the perfect way to dive into local culture, connect with fellow travelers, and experience the heart of the city through its food and people. (D)

Day 2

Boston’s Storied Streets & Seaside Elegance in Newport Begin your day with a guided city tour of Boston, following the iconic Freedom Trail through highlights like Boston Common, the Massachusetts State House, Old South Meeting House, Granary Burying Ground, Paul Revere’s House, the Old North Church, and lively Faneuil Hall. Afterward, enjoy lunch on your own at the Boston Public Market, filled with New England flavors and local charm. In the afternoon, travel to the coastal elegance of Newport, Rhode Island, and enjoy a group dinner at the acclaimed Mooring Seafood Kitchen & Bar, known for its harbor views and fresh-caught fare. (B, D)

Day 3

Newport Mansions & Seaside Trolly Tour This morning, step into the splendor of the Gilded Age with visits to two of Newport’s most iconic mansions: The Breakers, the Vanderbilt family’s Italian Renaissance-style palace, and Marble House, known for its opulent gold-adorned ballroom. Wander through their grand rooms and beautifully landscaped grounds at your own pace. After lunch on your own in downtown Newport, enjoy a narrated trolley tour through the town’s historic neighborhoods, scenic Ocean Drive, and elegant waterfront estates. Later, we journey to Hyannis, the heart of Cape Cod, where you’ll settle in and enjoy a relaxed evening with dinner on your own. (B)

Day 4

Hydrangeas, Seashores & Seaside Lobster Bake Today is a feast for the senses as we explore the natural beauty of Cape Cod. Begin with a visit to the breathtaking Cape Cod National Seashore, where you’ll take in sweeping ocean views and picturesque dunes. We’ll also stop at the peaceful kettle ponds and the scenic Waquoit Bay Reserv e, where forest and marshland meet the sea. In the afternoon, experience the charm of the Cape Cod Hydrangea Festival, with exclusive access to private home gardens in full summer bloom. Stroll through colorful garden paths and meet the passionate locals who create these hidden floral gems. This evening, gather for a classic seaside lobster bake, complete with fresh-caught lobster, corn on the cob, and Cape Cod charm. It’s the perfect end to a day filled with nature, color, and coastal beauty. (B, D)

Day 5

Martha’s Vineyard &   Black Cat Tavern Board the ferry for a scenic ride to the enchanting island of Martha’s Vineyard, a haven of windswept beaches, gingerbread cottages, and picture-perfect harbor towns. During a guided island tour, explore the island’s diverse charm—from the colorful Victorian homes, to scenic cliffs, to the stately elegance of Edgartown. Along the way, you’ll see historic lighthouses, charming seaside churches, and quiet stretches of coastlin e that have inspired artists and writers for generations. Enjoy a group lunch featuring island favorites, then take the afternoon to shop in quaint boutiques, enjoy a cone from a local creamery, or simply relax and soak in the laid-back island atmosphere. After returning to the mainland, gather for a memorable farewell  dinner at The Black Cat Tavern in Hyannis. With harbor views, delicious coastal cuisine, and live piano music, it’s the perfect way to toast to new friendships and an unforgettable journey. (B, L, D)

Day 6

Plymouth Rock & Mayflower Tour Wrap up your adventure with a stop in historic Plymouth to see Plymouth  Rock and tour the replica Mayflower ship. After time for lunch on your own, we return to Boston for your flight home—leaving with new friendships, beautiful memories, and your heart full of Cape Cod charm. (B)