New England Rails & Sails

Join our EXCLUSIVE group trip! Oct 6-14, 2021

Please note that this trip is now past its departure date but if you are interested in this itinerary, we can get you on a similar trip in the future. Also, this was a "Travel Gal Approved" trip! This means that it has our seal of approval and we can offer a great package that we think you will enjoy!

We can help you with your pre- and post-tour travel, insurance and much more.

We held a virtual presentation on Aug 20, 2020 to tell people more about this tour plus two others. Check out the recording of this presentation below!

More Details

9 DAYS & 14 MEALS INCLUDED

featuring Four Rail Excursions and Three Scenic Cruises

Tour New England during its autumn splendor and the enjoy four exciting rail excursions and three fun New England cruises on this leaf peeping tour of the northeast. Also, travel the beautiful Kancamagus Highway through the White Mountains and spend two nights at Mohegan Sun Resort and Casino.

New England Rails & Sails
White Mountain National Forest

Highlights

  • 14 Meals: 8 breakfasts, 2 lunches and 4 dinners
  • Round trip airport transfers
  • Experience Four New England Trains
    • Maine Narrow Gauge Railroad
    • Conway Scenic Railroad
    • Green Mountain Railroad
    • Essex Steam Train
  • And Three New England Cruises
    • Cruise Portland’s Casco Bay
    • Becky Thatcher Riverboat Cruise
    • Captain John Whale Watching Cruise
  • Panoramic city tour of Boston with a local guide including the Freedom Trail
  • Visit Kennebunkport, one of Maine’s coastal jewels
  • Spend one night in the mountain town of North Conway
  • Travel the Kancamagus Scenic Byway through the White Mountains on a spectacular fall-foliage trip
  • See Quechee Gorge State Park, Vermont’s “Little Grand Canyon”
  • Visit the Norman Rockwell Museum
  • Spend two nights at the incredible Mohegan Sun Resort and Casino
  • $45 in Mayflower Money
New England Rails and Sails map
New England Rails and Sails map

Day 1: Arrive in Boston

Arrive in Boston, Massachusetts with an included transfer to your hotel. Meet your Tour Manager in the hotel lobby at 6:00 p.m. for a welcome dinner. Meal: D

Accommodation: Boston Park Plaza, Boston, Massachusetts

Day 2: Boston & Kennebunkport

Begin the day with a sightseeing tour of historic Boston including the Freedom Trail and the Public Garden. Then, travel up the coast and stop at Kennebunkport, one of Maine’s coastal jewels and the summer home to many of America’s rich and famous, before continuing to the seaside town of Portland, Maine. Rich in history and culture, Portland boasts a vibrant waterfront with one-of-a-kind shops, galleries and restaurants. Meal: B

Accommodation: Best Western Merry Manor Inn, Portland, Maine

Day 3: Maine Narrow Gauge Railroad & Casco Bay Cruise

Begin the day at the Maine Narrow Gauge Railroad and Museum. The museum is dedicated to preserving Maine’s history with the two foot narrow gauge railroad system. See the extensive collection of rail cars and take a short 1.5 mile long ride along the Eastern Promenade of Casco Bay.

Later, Maine’s rocky shoreline and wooded islands come into view on a scenic cruise in Casco Bay. Sail past lovely Victorian cottages dotted along Little and Great Diamond Islands as you watch for lobstermen, local fishing fleets and the abundant sea birds, seals and other wildlife. Meals: B, D

Accommodation: Best Western Merry Manor Inn, Portland, Maine

Day 4: New Hampshire’s White Mountains & North Conway Scenic Railroad

Leaving the coast today, travel west into New Hampshire’s White Mountains. Experience towering peaks, stunning scenery, quaint towns and villages before boarding the North Conway Scenic Railroad to enjoy the Mt. Washington Valley countryside. Relive part of railroad history when the first train traveled through this region over 135 years ago. Enjoy time for shopping at some of the many outlet stores or browse the local shops in North Conway. Meals: B, L

Accommodation: Residence Inn, North Conway, New Hampshire

Day 5: The Kancamagus Scenic Byway & Green Mountain Railroad

This morning, travel the Kancamagus Scenic Byway as it follows a beautiful path through the White Mountains. It is one of the world’s most spectacular fall-foliage trips and meanders through vast forests,old logging roads and Indian hunting paths. Cross into Vermont and stop at Quechee Gorge to view the spectacular scenery of the area before arriving in Chester to board the Green Mountain Railroad. Enjoy the ride while taking in views of covered bridges, the Connecticut River and the Brockway Mill Gorge. Meals: B, D

Accommodation: Fairfield Inn, Williamstown, Massachusetts

Day 6: Norman Rockwell Museum & Mohegan Sun

Leaving Vermont this morning, travel to the town of Stockbridge in Massachusetts’ culturally rich Berkshires region. At the Norman Rockwell Museum see the world’s largest collection of the artist’s original artwork. See his beloved paintings from The Saturday Evening Post and the Four Freedoms to the best in the field of American Illustration. You’ll spend some free time in the quaint Berkshire town of Stockbridge before continuing to the incredible Mohegan Sun Resort, your home for the next two nights. Meal: B
Accommodation: Mohegan Sun Resort Casino, Uncasville, Connecticut

Day 7: The Essex Steam Train & Riverboat Becky Thatcher

The Valley Railroad Company operates the coal-fired locomotives of the Essex Steam Train. Be swept away by the hiss of the steam and the blast of the whistle as you pass through some of the most beautiful country in the state. See forests and streams, beautiful vistas and nostalgic towns. At Deep River Landing, board the Riverboat Becky Thatcher for a relaxing trip up the Connecticut River, before returning to Mohegan Sun. Meals: B, L
Accommodation: Mohegan Sun Resort Casino, Uncasville, Connecticut

Day 8: Plymouth Rock & Whale Watching Cruise

Today pass through the state of Rhode Island, famous for its maritime history. In Plymouth, Massachusetts climb aboard your sea going vessel for a whale watching excursion. Cape Cod is a world-class destination for whale watching. This naturalist guide-led cruise sails out to Cape Cod Bay and Stellwagen Bank, a marine sanctuary and primary feeding ground for Humpback, Finback, Minke and the endangered Right Whales. Pay a visit to Plymouth Rock where our forefathers first settled on American soil. Tonight, gather for a farewell dinner hosted by your Tour Manager. Meals: B, D
Accommodation: Marriott Boston Quincy, Quincy, Massachusetts

Day 9: Travel Home

This morning, take the group transfer to Boston’s Logan Airport for flights out after 12:00 p.m. Meal: B

Pricing for the New England Rails & Sails

You may pay via check, Visa, MC, AMEX or Discover. Deposits start at just $200 per person!

  • $3,349 per person, double occupancy
  • Add $1,429* for single supplement
  • Add $200 per person for Travel Protection Plan
  • Add $750 per person for bulk airfare from Seattle to Boston (estimated)
  • Add $499 (tax included) for an extra night in Boston
  • Real ID or passport required to fly within the United States beginning October 1, 2021. Contact us for more details.

Ready to Book or Need More Information?

Email or call us at 425-608-0266!

Please note that this travel package can be customized with airfare, pre- and post-tour options or customized for your specific travel needs. Please contact us to discuss your options!

*Ask us about our Guaranteed Share Program for Single Travelers!

Guaranteed Share Program

FOR SOLO TRAVELERS! Reduce your travel costs and enjoy the company of a roommate when you take advantage of Mayflower Cruises & Tours’ Solo Traveler Program and a Guaranteed Share. You will be paired with another traveler of the same gender at the twin rate. Should a roommate not be available, you’ll enjoy accommodations in a twin room and only pay the twin rate!

Terms & Conditions: Itinerary is subject to change. Mayflower reserves the right to correct any errors or omissions and to change all fares, fees and surcharges at any time. Additional terms and conditions may apply; see your Travel Agent for details.

Group space is based on availability of live inventory and no space will be held without a $200 per person deposit. 

Air itineraries may not be available until documents are received. Air seats are assigned by the airline for the entire group. Seat changes can only be attempted upon receipt of tickets and documents at which time availability may be limited. If specific seat assignments are vital to your reservation, we recommend individual air reservations rather than booking air with the group.

NOTE: If we are not providing air, we must have air schedules 60 days prior to departure in order to provide transfers. Adding air schedules after 60 days will result in a $25 revision fee per person.

Final payment is due 60 days prior to departure. 

Travelers Protection Plan: This nonrefundable fee waives all cancellation fees when we are notified of cancellation one day before the tour departs. If you must leave the tour early due to personal illness, illness or death of a member of your immediate family, TPP guarantees full refund for any unused services after the departure of the tour. Other benefits include medical expenses for illness and injury, emergency transportation, 24 hour hot line, and lost or stolen baggage assistance. Return air transportation is included ONLY if your air tickets were provided by Mayflower Cruises & Tours. If you purchase the optional Travelers Protection Plan (TPP), you will be refunded all payments, including deposit amount, less the TPP premium amount.

Exclusions: Mayflower Cruises & Tours reserves the right to alter its refund and cancellation policy when a substantial amount of cancellation or postponement of travel is attributable to: conditions resulting from an act of God, natural or man-made disaster, fire, government action, civil disorder, war, hostilities between nations, or unavailability of transportation through no fault of Mayflower Cruises & Tours.