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Fall Colors, Scenic Trains & Martha's Vineyard

Boston Public Gardens Nubble Lighthouse Doubling Point Lighthouse Road Along The Mountains Crawford Notch Depot Mystic Seaport Gay Head Cliffs, Marthas Vineyard

Surround yourself with a kaleidoscope of autumn colors on this scenic tour of the Eastern seaboard.

10 days    $2,895

About the Tour

Whether it is the sites of yesteryear, fall scenery, or iconic towns you seek, there is plenty to see on this New England journey. Your round-trip expedition begins in Boston, where you have time to see the sites both on your own and with a scheduled sightseeing tour. Moving into Maine, Portland and Bath await. Enjoy a scenic cruise on the Kennebec River and the Maine Maritime Museum. Some of the best fall foliage in the United States is visible from the Conway Scenic Railroad. A scenic cruise along Lake Winnipesaukee allows us to take in even more of the red, yellow, and orange brilliance before we move onto Sturbridge, MA. Our trip rounds out with a great dose of history in Old Sturbridge Village and a ride aboard the Essex Steam Train. Cruising down the Connecticut River on a restored riverboat, gazing out upon the rocky shoreline and the colorful trees, is an experience to treasure. In Mystic Seaport, even more adventure lies ahead with an unforgettable ride aboard the Cape Cod Central Railroad's elegant dinner train and sightseeing throughout the famed destination of Martha's Vineyard. Traveling along the East Coast has never been more memorable.


  • Scenic train excursions aboard the Conway Scenic Railroad, Cape Cod Central Railroad’s Dinner Train, and the Essex Steam Train
  • Hotel accommodations for 9 nights
  • 13 meals, including a Lobster Dinner
  • Boston City Tour, including the Freedom Trail
  • Maine Maritime Museum and Kennebec River Cruise
  • America’s top fall foliage drive, the Kancamagus Highway
  • Lake Winnipesaukee Cruise
  • Mystic Seaport
  • Martha's Vineyard tour, including the quaint village of Edgartown
  • Transportation by deluxe motorcoach
  • Services of a professional Tour Manager
  • Baggage handling
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Call to Book 1-877-929-7245

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  • Day 1 – Boston

    Arrive in Boston today, check in to your hotel and take the remainder of the day to explore the city on your own. You may wish to take an Old Town Trolley tour to get acquainted with the city and see its most impressive sights. Meet your tour manager at the hotel for a brief meeting before heading out to dinner at your choice of local restaurants. Overnight Boston, MA.

  • Day 2 – Boston Sightseeing / Portland, Maine

    This morning, learn about Boston's rich history on a guided city tour, including the Freedom Trail. Your sightseeing ends at Quincy Market, where there is time for lunch on your own. This afternoon, board your motorcoach for the journey north to Portland, Maine. This evening is at leisure to explore the Portland Wharf district. Overnight Portland, ME. (B)

  • Day 3 – Bath, ME/ Maine Maritime Museum/ Kennebec River Cruise

    Embark on a sightseeing excursion to admire the scenic beauty of Maine's coast in the autumn this morning. Quaint seaside villages dot the coastline as we make our way from Portland to Bath, Maine, and add to the charm of the journey. Our sightseeing begins at the Maine Maritime Museum, located on the original site where large four-, five- and six-mast wooden ships were built, including the world's largest wooden ship, the Wyoming. The museum features over 21,000 artifacts and crafts to explore during our visit. A real gem of the Maritime Museum is the Lobstering and the Maine Coast exhibit. We learn lobster biology and ecology, discover different types of boats and engines, and marvel over modern trapping and processing methodology.

    From the museum, we step aboard a river cruiser for an up-close look at the Kennebec River and the sites along it. The first landmark we pass is the Bath Iron Works, a place where impressive vessels have been built for more than 400 years and where modern Navy ships are still built today. A retired Bath Iron Works employee joins us on board to discuss his experience as a ship builder. As we continue down the Kennebec, we pass the 1898 Doubling Point Lighthouse and the Kennebec River Range Light Station before returning to the museum. Enjoy lunch and shopping on your own and take the time to explore some of the beautifully restored 19th-century homes of Bath before we return to Portland. The afternoon is yours to enjoy in the Old Wharf District. This evening is highlighted by a lobster dinner at a local restaurant. Overnight Portland, ME. (B, D)

  • Day 4 – Conway Scenic Railroad

    Today, we drive to North Conway, where we board the Conway Scenic Railroad for a breathtaking journey through New Hampshire's fall foliage. Keep an eye out for spectacular views of Crawford Notch and Mount Washington. There is also time to explore the train depot, now a National Historic Landmark, museum, and roundhouse. Later, board the motorcoach for the scenic drive to Franconia Notch State Park, located in the heart of the White Mountains via the Kancamagus Scenic Byway, known as one of the best fall foliage viewing areas in America. Overnight Plymouth, NH. (B)

  • Day 5 – Lake Winnipesaukee Cruise

    We travel to Weirs Beach to board the MS Mount Washington for a cruise on Lake Winnipesaukee. Step off the vessel and into the charming village of Wolfeboro, NH, for lunch on your own and to browse the quaint shops. The remainder of the day is at your leisure. Overnight Plymouth, NH. (B)

  • Day 6 – Scenic Drive to Sturbridge

    Today we drive through New England’s idyllic fall foliage scenery to Sturbridge, Massachusetts. This evening, we enjoy a traditional New England dinner. Overnight Sturbridge, MA. (B, D)

  • Day 7 – Old Sturbridge Village/Essex Steam Train & Becky Thatcher Riverboat

    Step back in time this morning with a trip to Old Sturbridge Village. With heritage gardens, farms, and even breeds of pigs, sheep, and cows onsite, this attraction provides an in-depth look at rural life in the 1800s. You have a chance to walk through the historic buildings in the village, as well as to see the beautifully restored main house. During your time at Old Sturbridge, you see more than 50,000 period artifacts that were made or used by New Englanders, and the onsite demonstrations, presentations, and employees in full colonial dress make for a fully immersive experience. 

    We enjoy lunch at Old Sturbridge Village before traveling by motorcoach to the Essex Train Station, a historic building that dates back to 1892. Here, our steam train awaits, and we set off through the scenic Connecticut River Valley for a 12-mile journey. The route is fully narrated and provides a majestic look at the changing trees. The train takes us to Deep River Landing, where we set off on the next phase of our adventure aboard the Becky Thatcher Riverboat. Over the course of the next 1 1/4 hours, the Connecticut River’s most beautiful features are on display. Overnight Mystic, CT. (B, L)

  • Day 8 – Mystic Seaport / Cape Cod Central Railroad

    Our day begins with a visit to Mystic Seaport, a maritime museum founded in 1929 featuring tall ships, a recreation of a 19th-century coastal village, and a preservation shipyard. Continue to Hyannis, where we embark on an evening rail excursion through cranberry bogs and lush marshes aboard the Cape Cod Central Railroad's Dinner Train. Enjoy your meal as the train crosses the famous Cape Cod Canal railroad bridge into the historic village of Buzzard's Bay. Overnight Hyannis, MA. (B, D)

  • Day 9 – Martha's Vineyard

    Today's excursion takes us aboard the M/V Island Home, your passenger and vehicle ferry which crosses from the mainland of Cape Cod to the island retreat community of Martha's Vineyard. Once on the island, we enjoy tales of its fishing and whaling past, shopping and eating opportunities in the charming town of Edgartown and a visit to the colorful Victorian gingerbread cottages of Oak Bluffs. Later, we return by ferry to Woods Hole, Massachusetts, and on to Hyannis. Overnight Hyannis, MA. (B)

  • Day 10 – Tour Conclusion

    Your fall foliage tour concludes this morning when you transfer to Boston's South Station or Logan Airport for your travel home. Transfers will accommodate trains and planes departing after 1:00 p.m. (B)


Hotels include the Boston Park Plaza (Boston), Hyatt Place Portland-Old Port (Portland), Fairfield Inn & Suites (Plymouth), Comfort Inn & Suites (Sturbridge), Hilton (Mystic) and Fairfield Inn & Suites Cape Cod (Hyannis) *

Conway Scenic Railway - Notch Train 
Set out on tracks laid nearly 150 years ago aboard the Conway Scenic Railway’s Notch Train. This diesel electric locomotive journeys through New Hampshire’s rugged wilderness on its round-trip journey to and from North Conway Station, passing dramatic cliffs, stunning mountains and cascading waterways.

Essex Steam Train 
Making a 12-mile round-trip journey, the Essex Steam Train offers a glimpse at rural New England life. The vintage locomotive sets off from Essex Station and pulls its coaches deep into the heart of the Connecticut River Valley. Along the way, passengers will see the charming towns of Deep River and Chester and get a look at the unspoiled beauty of Selden Neck State Park. In all, this journey takes approximately 1 hour.

Cape Cod Central Railroad - Cape Cod Dinner Train
Journey through salt marshes and sand dunes on the Cape Cod Railway’s Cape Cod Dinner Train. This 3-hour journey begins and ends at Hyannis Railroad Station and sets out along the Cape Cod Bay for an unforgettable ride. Passengers will be treated to vistas that can only be seen from the railway as they dine on a freshly prepared 5-course meal.

*Hotel accommodations are based on availability, substitutes will be similar in quality.

+ Vacations By Rail can supply connecting rail from your closest Amtrak Station.


It is your responsibility to check and fulfill the passport, visa, health and immigration requirements applicable to your itinerary. We do not accept any responsibility if you cannot travel, or incur any other loss because you have not complied with any passport, visa, immigration requirements or health formalities. You agree to reimburse us in relation to any fines or other losses which we incur as a result of your failure to comply with any passport, visa, immigration requirements or health formalities.


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Prices are correct at the time of this web page going live; however are subject to confirmation at time of booking. Hotels & Accommodations are subject to change based on availability. Prices are land-only, per person based on double occupancy.
Dinner Train requires a specific dress code that will be provided in final travel documents.
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