New England’s Rails & Sails
Admire how the colorful leaves of autumn contrast with the blue waters of the Atlantic on this rail and sail adventure through scenic New England.
Secure your spot on a qualifying 2019 fall foliage rail tour for a reduced deposit of just $300 per person. Book by May 31, 2019 for travel in 2019 and mention promo code 300FALL.
As the lush green of summer gives way to the fiery hues of fall, the scenery on the East Coast comes to life. You will experience this change in person as you visit some of the most historic and picturesque sites New England has to offer on this 8-day journey. This round-trip tour begins and ends in Boston, and in between, you will experience places like Kennebunkport and Portland in Maine, Mystic in Connecticut, Weirs Beach in New Hampshire and Newport in Rhode Island. You will dine on freshly caught lobster, be immersed in the unique history of the Eastern Seaboard and enjoy looks at some of the most magnificent fall scenery the United States has to offer. Grab your camera and your jacket; the beauty of a crisp New England fall awaits.
Highlights and Inclusions
- Ride aboard Amtrak's Downeaster from Boston to Wells, Maine
- Café Lafayette Dinner Train
- Newport & Narragansett Railroad Dinner Train
- Hotel accommodations for 7 nights
- 10 meals, including a lobster dinner
- Boston City Tour, including the Freedom Trail
- Scenic Lobster Cruise
- Portland sightseeing tour
- Mt. Washington Cruise on Lake Winnipesaukee
- Visit to Mystic Seaport
- Cruise aboard the Rum Runner II
- Newport Craft Brewing & Distilling Tour
- Transportation aboard a deluxe motorcoach
- Services of a professional Tour Manager
- Baggage handling
Day 1 - Arrive in Boston
Arrive in Boston today, and transfer to your centrally located hotel on your own. After you are settled in your room, you will have some time to get acquainted with the city before joining your tour manager and fellow travelers this evening for an introductory meeting. Overnight Boston, MA.
Day 2 - Boston
Start the day with a guided tour of Boston this morning. Learn about Boston's history and see landmarks pivotal to the birth of a nation. Our tour ends at Quincy Market, where you can enjoy lunch at leisure in one of the restaurants or food stalls within this historic market. After, you will have the remainder of the afternoon to sightsee at your leisure. Perhaps take a tour through the Boston Tea Party Ship and Museum. Of course, the views of the observation deck at Prudential Center are wonderful, and you can always have a seat at the harbor and watch the boats pass by. Your Tour Manager can help you plan your day. This evening, you will rejoin your group for dinner. Overnight Boston, MA. (B, D)
Day 3 - Kennebunkport
This morning we will make our way to Boston's North Station where we board Amtrak's Downeaster for the journey to Wells, Maine. Upon arrival, we transfer by motorcoach to Kennebunkport, where you have time to explore the town’s sites and have lunch before we set sail. This afternoon, get an up-close look at Maine's lobster industry on a scenic lobster cruise. Look at the colorful forests bordering the water’s edge, pass the Bush family compound or have your picture taken with the day's catch. Following our cruise, we will have some more time to explore Kennebunkport. Perhaps try another one of the local eateries, or simply enjoy the storybook views of rustic buildings against the deep blue waters and colorful foliage. Overnight Kennebunkport, ME.
Day 4 - Portland
From the beautiful waterline to the undeniable charm of the town's boutique shops and cobblestone streets, Portland has so much to offer. This morning we set out with a local guide to learn about the area's history, hear stories of the past and see some of the amazing sites in the area. Following the tour, you will have some free time to take in the essence of this coastal gem on your own. Begin with lunch at one of the eateries in town, perhaps warming your body and soul with a bowl of clam chowder. After, take some time to stroll through the streets, meander along the sandy and rocky beaches, see the region’s lighthouses or explore the local arts scene. Later this evening, you will rejoin the group for a delicious lobster dinner. Overnight Kennebunkport, ME. (B, D)
Day 5 - Lake Winnipesaukee Cruise
This morning we will transfer from coastal Maine inland to Meredith, New Hampshire. It is here that we will board the Mount Washington for a scenic cruise across the beautiful waters of New Hampshire’s largest lake, Lake Winnipesaukee. As we cruise, you will see other boats moving across the waters, beautiful lakeside houses and lush patches of colorful forest. This one-way cruise takes us to Weir’s Beach, New Hampshire, where you will have some time to explore the resort town’s most beloved sites. Later this evening, we will board the Café Lafayette Dinner Train, for a 20-mile journey through the Pemigewasset River Valley. You will savor a chef-prepared five-course dinner in a fully restored dining car as you gaze upon the dramatic evening vistas. The experience is so special, it was even named on the Wall Street Journal’s list of “Dinner Trains Around the World.” Overnight Lincoln or Littleton, NH. (B, D)
Day 6 - Mystic Seaport
Today we will explore the largest maritime museum in the United States, Mystic Seaport. This remarkable attraction combines art with history and land with the sea. Here, you will see halls full of interesting exhibits, restored vessels, wood carvings, vintage photography and more. There is a restored 19th century seaport village on site, which provides a look at coastal life in years past. You can watch expert craftsmen build ships in the shipyard, you will learn the importance of the stars and night sky above at the on-site planetarium and see history come to life through horticulture as you explore the heritage gardens throughout the museum. There is something for everyone at Mystic Seaport. Overnight Mystic, CT. (B)
Day 7 - Newport
A day filled with adventure, today begins as we transfer from Mystic, Connecticut to Newport, Rhode Island, where we board the Rum Runner II. This motor yacht is our guide back to the time of Prohibition, and as we cruise through the waters of Newport Harbor and Narragansett Bay, you will see sites of old speakeasies and learn about the rum smuggling routes outlaws took. During this cruise, beautiful seaside mansions, islands and marine life come into view and complete this sailing experience. Once back at the harbor, you will have some free time to grab lunch and stroll through Newport. After, we will meet at Newport Craft Brewing and Distilling Co. for a tour of their beer- and spirit-making facilities. You will be able to sample some of the most popular offerings, such as Rhoderage and the 1639 Pale Ale, as well as its spirits, such as White Squall Coastal Moonshine and seasonal beers. The evening concludes with a ride aboard the Newport & Narragansett Railroad for an elegant dinner train experience. You will enjoy views of Aquidneck Island and Narragansett Bay as you dine on exquisite chef-prepared cuisine and are enraptured by the vintage Pullman-style experience the train offers. Following the train ride, we will be transferred back to Mystic for the night. Overnight Mystic, CT. (B, D)
Day 8 - Tour Conclusion
This morning, your time on the East Coast comes to an end. After breakfast, we will make our way back to Boston for transfers to Boston Logan Airport and South Street Station. Note that these transfers are for planes and trains departing after 1:00 p.m. (B)
Train and Hotel Accommodations
Included hotels are the Boston Park Plaza (Boston); The Colony (Kennebunkport); Mountain Club on Loon (Lincoln) *; and Hilton (Mystic).
*The 10/7/2019 departure will stay at the Hampton Inn (Littleton) instead of the Mountain Club on Loon.
Click here to view testimonials for New England’s Rails & Sails.
It was top notch! This is a terrific experience. Heather and Bill were a great team. Heather is very knowledgeable, friendly and has a great sense of humor. Very relaxing and enjoyable.
I have already and will continue recommending this trip. Heather was a wonderful tour guide and kept the trip very lively and interesting. Bill was a wonderful and talented bus driver. The timing for the color change we saw was just right. Just disappointed we didn't see a moose. That would have been the icing on the cake.
Wonderful trip! So much fun. Great tour manager who kept us informed so we knew what to do and when. I will definitely try to take another trip through Vacations By Rail!
Dates & Prices
Select from the packages below to view prices for this tour.
|24th September 2019||$2,495||Book Now|
|1st October 2019||$2,495||Book Now|
|8th October 2019||$2,495||Book Now|
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New England's Rails & Sails: Departs 24th September 2019 ($2,495), 1st October 2019 ($2,495), 8th October 2019 ($2,495)
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