Itinerary
- Day 1
Boston
- Meals
- Dinner (Dinner with Wine at 18:00 with Travel Director and fellow guests)
- Accommodation
- Hotel (Hyatt Regency, Boston)
Included Activities
- Dinner with Wine with Travel Director and fellow guests
Optional Activities
- Visit Boston Common
- Explore Faneuil Hall
- Shopping on Newbury Street
- Walk through South End
- Walk through Back Bay
- Walk along Charles River Esplanade
Landmarks Boston Common Faneuil Hall Newbury Street Charles River Esplanade 
- Day 2
Boston
- Meals
- Breakfast
- Accommodation
- Hotel (Hyatt Regency, Boston)
Included Activities
- Guided exploration of Boston with Travel Director
- Freedom Trail walk
- View Boston Waterfront
- View Old State House
- View Bunker Hill Monument
- View Back Bay neighborhood
- View North End neighborhood
Optional Activities
- Visit Fenway Park
- Tour John F. Kennedy Presidential Library and Museum
- Try neighborhood cannoli
- Sample local espresso
Landmarks Freedom Trail Boston Waterfront Old State House Bunker Hill Monument Back Bay North End Fenway Park John F. Kennedy Presidential Library and Museum - Day 3
Cape Cod
- Meals
- Breakfast, Lunch (A Taste of Two Cultures Lunch at Plimoth Patuxet Museum featuring traditional English and Indigenous foods including turkey sauced two ways, Naussamp cornmeal, Native stewed squash, Cheate bread with butter, colonial carrot soup, and mint tea with blueberries)
- Accommodation
- Hotel (Dan'l Webster Inn and Spa, Sandwich)
Included Activities
- Visit Pilgrim Hall Museum
- Join MAKE TRAVEL MATTER® Experience at Plimoth Patuxet Museum
- View Plymouth Rock
- View Mayflower II replica
- Lunch hosted by Museum Educator
- Visit Sandwich Glass Museum
- Meet local glassblower and learn glassmaking techniques
Landmarks Pilgrim Hall Museum Plimoth Patuxet Museum Plymouth Rock Mayflower II Sandwich Glass Museum 
- Day 4
Cape Cod
- Meals
- Breakfast
- Accommodation
- Hotel (Dan'l Webster Inn and Spa, Sandwich)
Included Activities
- Visit Cape Cod National Seashore at Salt Pond
- Learn about natural wonder and human history of Cape Cod
Optional Activities
- Guided drive through historic Sand Dunes with Local Expert
- View Pilgrim Lake
- View artists' dune shacks
Landmarks Cape Cod National Seashore Salt Pond Pilgrim Lake - Day 5
Martha's Vineyard
- Meals
- Breakfast, Dinner (Sea-to-Table dinner at Menemsha Room featuring the season's freshest offerings from local farms, fishing boats, foragers and markets in a private dining space)
- Accommodation
- Hotel (Harbor View, Martha's Vineyard)
Included Activities
- Ferry to Martha's Vineyard
- Visit Oak Bluffs
- View oldest operating platform carousel in America
- Sea-to-Table dinner at Menemsha Room
Landmarks Martha's Vineyard Oak Bluffs Menemsha Room 
- Day 6
Nantucket
- Meals
- Breakfast
- Accommodation
- Hotel (Viking, Newport)
Included Activities
- High-speed catamaran to Nantucket
- Notable Nantucket Women walking tour
- Explore historic downtown Nantucket
- Learn about whaling history and its influence on island culture
Landmarks Nantucket - Day 7
Newport
- Meals
- Breakfast, Dinner (Seafood dinner with wine at historic La Forge Casino Restaurant)
- Accommodation
- Hotel (Viking, Newport)
Included Activities
- Scenic drive along Ten Mile Drive
- Visit Breakers Mansion
- Sunset sail on Newport Harbor and Narragansett Bay aboard Adirondack II schooner
- Seafood dinner with wine at historic La Forge Casino Restaurant
Landmarks Ten Mile Drive Breakers Mansion Newport Harbor Narragansett Bay La Forge Casino Restaurant Adirondack II - Day 8
Boston
- Meals
- Breakfast
Included Activities
- Return to Boston
- Complimentary transfer to Boston Logan International Airport (for those departing)
Optional Activities
- Extend stay in Boston
Landmarks Boston Logan International Airport
