Providence
Newport
Martha’s Vineyard
Nantucket
Provincetown
Small groups, big experiences, independent spirit.
Hotel accommodations, including baggage handling
8 Meals: 6 breakfasts, 2 dinners
Guided sightseeing, visits, and admissions as outlined in the day-by-day itinerary.
Departure transportation to Boston's Logan Airport (BOS) is included
Full-time throughout the trip
Welcome to Rhode Island, where coastal charm meets classic New England elegance. Settle into your hotel in the heart of historic “Downcity” Providence—a walkable district filled with cobblestone streets, boutique shops, and inviting cafés. This evening, gather with your Tour Manager and fellow travelers for a warm Welcome Meeting. It’s your first stitch in a week of beautiful places, shared stories, and unforgettable moments.
Enjoy breakfast with travel mates before we cruise along the scenic coast to Newport, where Gilded Age elegance meets salty sea air. Begin with a visit to the International Tennis Hall of Fame, set within the storied Newport Casino. Even if your backhand needs work, the setting alone is worth the visit—graceful, historic, and effortlessly refined. Next, stroll into downtown Newport for lunch and free time. Browse charming boutiques, peek into art galleries, or simply enjoy a lobster roll with harbor views Later, experience sophistication at its finest as an invited guest at a Newport Polo Match, where you’ll watch the action unfold field-side from our private tent. Sip, socialize, and soak in the scene—equal parts sport, style, and spectacle. Tonight, return to Providence, where the public art installation WaterFire has up to 80 sparkling bonfires lit on the downtown’s three rivers. It’s the perfect ending to a day that feels straight out of a summer magazine spread.
Travel to Hyannis, the heart of Cape Cod, where you’ll pause at the John F. Kennedy Memorial overlooking Lewis Bay. Next, travel along historic Route 6A—Old King’s Highway—where sea captains’ homes and timeless villages tell stories of New England’s past. In Sandwich, the Cape’s oldest town, explore the Heritage Museums & Gardens. From vibrant blooms to vintage automobiles—including a 1930 Duesenberg—there’s inspiration around every corner. By day’s end, arrive at your oceanside retreat: the Red Jacket Beach Resort located on the sands of Cape Cod overlooking the Nantucket Sound. . Settle in and make yourself at home for the next four nights.
After breakfast by the sea, board the Hy-Line ferry and cruise to enchanting Martha’s Vineyard. Painted cottages and blooming beach roses reveal the charm of this beloved escape—from the Oak Bluffs breathtaking views to scenic coastal vistas. Enjoy time to explore at your own pace—shop, stroll, or simply savor the island’s easy rhythm—before returning to the mainland. This evening, gather for a classic New England supper savoring the local flavors and lively conversation.
Start the day in picture-perfect Chatham with a stop at iconic Chatham Light lighthouse. Next travel along the Cape Cod National Seashore—windswept, wild, and wonderfully scenic. Arrive in Provincetown and enjoy free time to explore this vibrant artist enclave’s unique studios, boutiques and eateries. After, embark on a guided sand dune tour and discover rolling landscapes, coastal views, artists cabins and the history of “P-Towns” dunes. Later, return to your resort for a relaxed evening at leisure.
This morning, set sail by high-speed catamaran to the storybook island of Nantucket. Once the whaling capital of the world, today it’s a coastal haven of cobblestone streets, historic homes, and timeless charm. Enjoy a guided island tour followed by free time to explore the eateries, boutiques, galleries, and seaside paths that make this island a summer haven. Tonight, return to the Cape and gather for a celebratory Farewell Dinner—raising a glass to new friendships and unforgettable travels.
On our final morning, visit the John F. Kennedy Presidential Library and Museum for a meaningful look at the legacy of America’s thirty-fifth President and the Kennedy family dynasty. After, it’s on to Boston’s Logan Airport—suitcases a little fuller, hearts a little warmer, and friendships stitched together along the way.
Welcome to Rhode Island, where coastal charm meets classic New England elegance. Settle into your hotel in the heart of historic “Downcity” Providence—a walkable district filled with cobblestone streets, boutique shops, and inviting cafés. This evening, gather with your Tour Manager and fellow travelers for a warm Welcome Meeting. It’s your first stitch in a week of beautiful places, shared stories, and unforgettable moments.
Enjoy breakfast with travel mates before we cruise along the scenic coast to Newport, where Gilded Age elegance meets salty sea air. Begin with a visit to the International Tennis Hall of Fame, set within the storied Newport Casino. Even if your backhand needs work, the setting alone is worth the visit—graceful, historic, and effortlessly refined. Next, stroll into downtown Newport for lunch and free time. Browse charming boutiques, peek into art galleries, or simply enjoy a lobster roll with harbor views Later, experience sophistication at its finest as an invited guest at a Newport Polo Match, where you’ll watch the action unfold field-side from our private tent. Sip, socialize, and soak in the scene—equal parts sport, style, and spectacle. Tonight, return to Providence, where the public art installation WaterFire has up to 80 sparkling bonfires lit on the downtown’s three rivers. It’s the perfect ending to a day that feels straight out of a summer magazine spread.
Travel to Hyannis, the heart of Cape Cod, where you’ll pause at the John F. Kennedy Memorial overlooking Lewis Bay. Next, travel along historic Route 6A—Old King’s Highway—where sea captains’ homes and timeless villages tell stories of New England’s past. In Sandwich, the Cape’s oldest town, explore the Heritage Museums & Gardens. From vibrant blooms to vintage automobiles—including a 1930 Duesenberg—there’s inspiration around every corner. By day’s end, arrive at your oceanside retreat: the Red Jacket Beach Resort located on the sands of Cape Cod overlooking the Nantucket Sound. . Settle in and make yourself at home for the next four nights.
After breakfast by the sea, board the Hy-Line ferry and cruise to enchanting Martha’s Vineyard. Painted cottages and blooming beach roses reveal the charm of this beloved escape—from the Oak Bluffs breathtaking views to scenic coastal vistas. Enjoy time to explore at your own pace—shop, stroll, or simply savor the island’s easy rhythm—before returning to the mainland. This evening, gather for a classic New England supper savoring the local flavors and lively conversation.
Start the day in picture-perfect Chatham with a stop at iconic Chatham Light lighthouse. Next travel along the Cape Cod National Seashore—windswept, wild, and wonderfully scenic. Arrive in Provincetown and enjoy free time to explore this vibrant artist enclave’s unique studios, boutiques and eateries. After, embark on a guided sand dune tour and discover rolling landscapes, coastal views, artists cabins and the history of “P-Towns” dunes. Later, return to your resort for a relaxed evening at leisure.
This morning, set sail by high-speed catamaran to the storybook island of Nantucket. Once the whaling capital of the world, today it’s a coastal haven of cobblestone streets, historic homes, and timeless charm. Enjoy a guided island tour followed by free time to explore the eateries, boutiques, galleries, and seaside paths that make this island a summer haven. Tonight, return to the Cape and gather for a celebratory Farewell Dinner—raising a glass to new friendships and unforgettable travels.
On our final morning, visit the John F. Kennedy Presidential Library and Museum for a meaningful look at the legacy of America’s thirty-fifth President and the Kennedy family dynasty. After, it’s on to Boston’s Logan Airport—suitcases a little fuller, hearts a little warmer, and friendships stitched together along the way.
Welcome to Rhode Island, where coastal charm meets classic New England elegance. Settle into your hotel in the heart of historic “Downcity” Providence—a walkable district filled with cobblestone streets, boutique shops, and inviting cafés. This evening, gather with your Tour Manager and fellow travelers for a warm Welcome Meeting. It’s your first stitch in a week of beautiful places, shared stories, and unforgettable moments.
Enjoy breakfast with travel mates before we cruise along the scenic coast to Newport, where Gilded Age elegance meets salty sea air. Begin with a visit to the International Tennis Hall of Fame, set within the storied Newport Casino. Even if your backhand needs work, the setting alone is worth the visit—graceful, historic, and effortlessly refined. Next, stroll into downtown Newport for lunch and free time. Browse charming boutiques, peek into art galleries, or simply enjoy a lobster roll with harbor views Later, experience sophistication at its finest as an invited guest at a Newport Polo Match, where you’ll watch the action unfold field-side from our private tent. Sip, socialize, and soak in the scene—equal parts sport, style, and spectacle. Tonight, return to Providence, where the public art installation WaterFire has up to 80 sparkling bonfires lit on the downtown’s three rivers. It’s the perfect ending to a day that feels straight out of a summer magazine spread.
Travel to Hyannis, the heart of Cape Cod, where you’ll pause at the John F. Kennedy Memorial overlooking Lewis Bay. Next, travel along historic Route 6A—Old King’s Highway—where sea captains’ homes and timeless villages tell stories of New England’s past. In Sandwich, the Cape’s oldest town, explore the Heritage Museums & Gardens. From vibrant blooms to vintage automobiles—including a 1930 Duesenberg—there’s inspiration around every corner. By day’s end, arrive at your oceanside retreat: the Red Jacket Beach Resort located on the sands of Cape Cod overlooking the Nantucket Sound. . Settle in and make yourself at home for the next four nights.
After breakfast by the sea, board the Hy-Line ferry and cruise to enchanting Martha’s Vineyard. Painted cottages and blooming beach roses reveal the charm of this beloved escape—from the Oak Bluffs breathtaking views to scenic coastal vistas. Enjoy time to explore at your own pace—shop, stroll, or simply savor the island’s easy rhythm—before returning to the mainland. This evening, gather for a classic New England supper savoring the local flavors and lively conversation.
Start the day in picture-perfect Chatham with a stop at iconic Chatham Light lighthouse. Next travel along the Cape Cod National Seashore—windswept, wild, and wonderfully scenic. Arrive in Provincetown and enjoy free time to explore this vibrant artist enclave’s unique studios, boutiques and eateries. After, embark on a guided sand dune tour and discover rolling landscapes, coastal views, artists cabins and the history of “P-Towns” dunes. Later, return to your resort for a relaxed evening at leisure.
This morning, set sail by high-speed catamaran to the storybook island of Nantucket. Once the whaling capital of the world, today it’s a coastal haven of cobblestone streets, historic homes, and timeless charm. Enjoy a guided island tour followed by free time to explore the eateries, boutiques, galleries, and seaside paths that make this island a summer haven. Tonight, return to the Cape and gather for a celebratory Farewell Dinner—raising a glass to new friendships and unforgettable travels.
On our final morning, visit the John F. Kennedy Presidential Library and Museum for a meaningful look at the legacy of America’s thirty-fifth President and the Kennedy family dynasty. After, it’s on to Boston’s Logan Airport—suitcases a little fuller, hearts a little warmer, and friendships stitched together along the way.
Per Person/Double Occupancy
Additional/Single Occupancy
A non-refundable $300 deposit per person is required for booking. Before completing your reservation, be sure you read and understand our Cancellation Policy and Terms & Conditions.
Space for this tour is limited. Please contact us to discuss accommodation options and availability.