Itinerary
- Day 1
Boston
You'll arrive in Boston by 2pm and get settled at your hotel. After freshening up, your step-on guide takes you through the Freedom Trail with stops at Boston Harbor and Quincy Market. This evening you'll join the group for a welcome dinner at a local restaurant.
- Start point
- Boston, Massachusetts, United States ( The Royal Sonesta Boston)
- Meals
- Dinner (Welcome dinner at a local restaurant)
Included Activities
- Freedom Trail tour
- Boston Harbor exploration
- Quincy Market visit
- Welcome dinner at local restaurant
Landmarks Freedom Trail Boston Harbor Quincy Market - Day 2
Boston to White Mountains
Following breakfast, you're heading to Kennebunkport for a local guide tour of this seaside town. Lunch features fresh Maine lobster, then it's on to the White Mountains. You'll check in at your hotel and meet up for dinner.
- Meals
- Breakfast, Lunch (Fresh Maine lobster), Dinner
Included Activities
- Kennebunkport town tour with local guide
- Fresh Maine lobster lunch
Landmarks Kennebunkport 
- Day 3
White Mountains
The day starts with the Mt. Washington Cog Railway, the first mountain-climbing cog railway built. You'll take the scenic Kancamagus Highway and visit Flume Gorge. At Faddens General Store, you can see where the family's been making maple syrup for nearly 200 years. Back at your hotel, you'll have a relaxed evening.
- Meals
- Breakfast
Included Activities
- Mt. Washington Cog Railway ascent
- Kancamagus Highway travel
- Flume Gorge visit
- Faddens General Store visit
Landmarks Mt. Washington Mt. Washington Cog Railway Kancamagus Highway Flume Gorge Faddens General Store - Day 4
Stowe to North Adams
Start your day with breakfast, then drive to Stowe, Vermont where you'll tour the Trapp Family Lodge and have lunch there. The property has a lot of history to take in while you eat. After lunch, continue south into Massachusetts heading toward the Berkshires. If the schedule allows, there's a chance to stop at Quechee Gorge on the way. By evening you'll arrive in North Adams and check into your hotel. Later that night, everyone meets up for dinner together.
- Meals
- Breakfast, Lunch (Lunch at Trapp Family Lodge), Dinner
Included Activities
- Tour of Trapp Family Lodge
- Visit Quechee Gorge (time permitting)
Landmarks Trapp Family Lodge Quechee Gorge - Day 5
North Adams to Hartford
This morning features the Norman Rockwell Museum with the largest collection of his original works, including Saturday Evening Post covers and the Four Freedoms paintings. Later you'll travel to Hartford, Connecticut to see Mark Twain's historic homestead. After check-in at your hotel, you'll have dinner at a local restaurant.
- Meals
- Breakfast, Dinner (Dinner at a local restaurant)
Included Activities
- Norman Rockwell Museum visit
- Mark Twain Homestead visit
Landmarks Norman Rockwell Museum Mark Twain House - Day 6
Hartford to Providence
You're traveling through Connecticut River valley to Essex for the Essex Steam Train and Boat experience. The vintage train coaches take you along the Connecticut River aboard the Becky Thatcher, with views of fall foliage. From there, you'll continue to Providence, Rhode Island for a two-night stay.
- Meals
- Breakfast, Dinner
Included Activities
- Essex Steam Train and Boat experience
- Connecticut River cruise on Becky Thatcher
Landmarks Essex Essex Steam Train and Boat Connecticut River - Day 7
Martha's Vineyard
Today you're heading to Martha's Vineyard, one of the nation's most exclusive island enclaves. You'll have time to explore whaling captains' homes, shop, or visit fine local cafes near the famous Chappaquiddick Ferry. After lunch, a local guide leads a two-hour scenic riding tour showing seascapes, beaches, and wildlife preserves. You'll return to Providence for the evening.
- Meals
- Breakfast
Included Activities
- Martha's Vineyard 2-hour guided riding tour
Optional Activities
- View whaling captains' homes
- Shopping in Martha's Vineyard
- Lunch at local cafés
Landmarks Martha's Vineyard Chappaquiddick Ferry 
- Day 8
Newport
After breakfast, you're traveling to Newport to explore the Gilded Age. Your local guide takes you through the Breakers mansion, showing you the Vanderbilts' wealth and power on display. Then it's on to Boston for your final night in New England.
- Meals
- Breakfast, Dinner
Included Activities
- Breakers mansion visit with local guide
Landmarks The Breakers Newport 

- Day 9
Boston Departure
You'll have breakfast and time to say goodbye to your fellow travelers before heading to the airport mid-morning for your flight home.
- End point
- Boston Logan International Airport (BOS), 1 Harborside Dr, East Boston, Massachusetts 02128, United States (Departures Level)
- Meals
- Breakfast
















