UPCOMING Tours
Long Island Discovery
May 2-5, 2023 Sold out - waitlist available!
From Sagamore Hill, to the “Great Gatsby” Gold Coast, to the Hamptons - explore landmarks that celebrate the island’s heritage and storied past.
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Niagara Falls & Niagara-on-the-Lake
May 14-18, 2023 Sold out - waitlist available!
Hear the thunderous roar, see the unmatched beauty, and feel the sheer power of Niagara Falls! Plus, experience the charming town of Niagara-on-the-Lake….often described as the prettiest town in Ontario.
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Three Pines ~ A Louise Penny Inspired Tour to Quebec's Eastern Townships
May 25-26, 2023 Sold out - Alternate departure date Sept 23 available!
Follow in the footsteps of intriguing characters and visit charming, French-Canadian villages that have inspired the NY Times Best Selling author, Louise Penny, widely acclaimed for her Chief Inspector Armand Gamache series of books.
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Scenic Iceland ~ Featuring the West & South Coasts
June 3-13, 2023 Sold out - waitlist available!
A Terrapin Tours Signature Experience! Join us on this handcrafted Signature Tour that features the Western & Southern shores of Iceland during the early summer when the days are long and the region is brimming with springtime splendor!
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Niagara Falls & Niagara-on-the-Lake
June 12-16, 2023 Sold out - waitlist available!
Hear the thunderous roar, see the unmatched beauty, and feel the sheer power of Niagara Falls! Plus, experience the charming town of Niagara-on-the-Lake….often described as the prettiest town in Ontario.
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1000 Islands Getaway
June 25-28, 2023 Sold out - waitlist available!
Experience one of the most breathtaking settings in New York! Stretching from Lake Ontario north along the St. Lawrence River to Lake Champlain, the 1000 Islands region of New York is a stunning mixture of woodlands, islands and water.
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Three Pines ~ A Louise Penny Inspired Tour to Quebec's Eastern Townships
June 27-28, 2023 Sold out - Alternate departure date Sept 23 available!
Follow in the footsteps of intriguing characters and visit charming, French-Canadian villages that have inspired the NY Times Best Selling author, Louise Penny, widely acclaimed for her Chief Inspector Armand Gamache series of books.
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Singin' in the Rain at the Ogunquit Playhouse
July 12, 2023 Second departure date!
Filled with every memorable moment from the classic hit film, Singin' in the Rain “pours” down delight, capturing the waning days of the silent screen era as they give way to new-fangled “talkies.”
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Singin' in the Rain at the Ogunquit Playhouse
July 13, 2023 Sold out - Alternate departure date July 12 available!
Filled with every memorable moment from the classic hit film, Singin' in the Rain “pours” down delight, capturing the waning days of the silent screen era as they give way to new-fangled “talkies.”
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Saratoga Springs & the Adirondacks
July 25-27, 2023 Limited seats available!
A unique and timeless destination, the Adirondack Mountains of New York offer a rich racing tradition, legendary history, and natural beauty.
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On Your Feet! at the Ogunquit Playhouse
August 3, 2023 Limited seats available!
ON YOUR FEET! is the inspiring true story about heart, heritage and two people who believed in their talent—and each other—to become an international sensation: Gloria and Emilio Estefan.
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Canadian Maritimes ~ Featuring Prince Edward Island, Nova Scotia & New Brunswick
August 8-19, 2023 Limited seats available!
Discover Canada’s Atlantic Coast and the Canadian Maritimes, a land blessed with stunning natural beauty and a relaxed way of life. This is a land filled with rugged beaches, picturesque fishing villages, and rich seafaring history.
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Come From Away at the Boston Opera House
August 9, 2023 Second departure date!
The Tony-nominated breathtaking musical, COME FROM AWAY, is based on the true story of when the isolated community of Gander, Newfoundland played host to the world in the aftermath of 9/11.
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Come From Away at the Boston Opera House
August 12, 2023 Sold out - Alternate departure date August 9 available!
The Tony-nominated breathtaking musical, COME FROM AWAY, is based on the true story of when the isolated community of Gander, Newfoundland played host to the world in the aftermath of 9/11.
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New England Clambake & Isles of Shoals Cruise
August 22, 2023 Sold out - waitlist available!
Join us and travel to York, Maine to enjoy a full New England Clambake! Next, we’ll travel to Portsmouth and board the Victorian style M/V Thomas Laighton for a cruise through Portsmouth Harbor and the legendary Isles of Shoals.
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Rhode Island Getaway ~ Featuring Block Island & Providence
August 27-29, 2023 Sold out - waitlist available!
From the shores of Block Island to the capital city of Providence – you may be surprised how much “Little Rhodie” has to offer. Take it all in on this tour of our smallest state!
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The Eastern Shore & Delmarva Peninsula – Where Delaware, Maryland & Virginia Meet
September 5-9, 2023 Sold out - waitlist available!
On this tour we will explore the Delmarva peninsula - which includes hundreds of miles of shoreline, farmland, forests, and small historic towns between the Chesapeake Bay and the Atlantic Ocean. Discover the region’s rich history as an integral part of the Underground Railroad and its beautiful landscapes where wild ponies roam freely.
St. Lawrence Discovery ~ Featuring the Gaspe Peninsula
September 11-20, 2023 Sold out - waitlist available!
Discover both shores of the immense St. Lawrence Seaway and fall under the spell of this breathtakingly wild and vast territory - where nature is paramount, and life moves at a slower pace.
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Three Pines ~ A Louise Penny Inspired Tour to Quebec's Eastern Townships
September 23-24, 2023 Third departure date - Limited seats available!
Follow in the footsteps of intriguing characters and visit charming, French-Canadian villages that have inspired the NY Times Best Selling author, Louise Penny, widely acclaimed for her Chief Inspector Armand Gamache series of books.
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Historic America ~ Featuring Colonial Williamsburg, Monticello, Philadelphia & Gettysburg
Sept 29-Oct 6, 2023 Limited seats available!
From Philadelphia to Virginia’s Historic Triangle to Thomas Jefferson’s Monticello, and finally the hallowed grounds at Gettysburg - discover the social, religious and economic events that defined and shaped our nation.
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Boston for a Day ~ Featuring Fenway Park & a Duck Boat Tour
September 30, 2023 Sold out - waitlist available!
Our day in "Bean Town" includes a behind the scenes tour at Fenway Park, time to explore the Prudential Center, and a one-of-a-kind experience aboard the famous Boston Duck Boats.
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The Full Monty at the North Shore Music Theatre
October 4, 2023 Sold out - waitlist available!
A ten-time Tony Award nominee, THE FULL MONTY is full of heart and energizes audiences with a mix of razor-sharp humor and toe-tapping pizzazz, keeping you guessing right up until the very end if they will really go “the full monty”!
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Tootsie at the Ogunquit Playhouse
October 12, 2023 Sold out - waitlist available!
This laugh-out-loud love letter to the theatre tells the story of Michael Dorsey, a talented but difficult actor who struggles to find work until one show-stopping act of desperation lands him the role of a lifetime
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Scenic Scotland ~ Featuring Edinburgh, the Highlands & the Islands
October 13-24, 2023 Sold out - waitlist available!
This tour features the Scotland of your imagination - with welcoming people, a unique culture, dramatic landscapes, romantic castles and a captivating history! From the city to the countryside, we’ll explore Scotland by road and by rail.
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Autumn in the Pocono Mountains
October 17-19, 2023 Sold out - waitlist available!
Take an off-the-beaten-path journey and visit some of the most scenic and charming areas of Pennsylvania, and visit the historic site of the 1969 Woodstock festival.

Blue Man Group at the Charles Playhouse
October 28, 2023 Limited seats available!
Blue Man Group is comedy, theater, rock concert and dance party all rolled into one. This wildly popular phenomenon delivers an unforgettable multi-sensory experience.
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Elvis: A Musical Revolution at the North Shore Music Theatre
November 8, 2023 Sold out - waitlist available!
ELVIS: A Musical Revolution invites audiences to travel back in time and experience the pivotal moments in Elvis’s life through the perspectives of those who knew him best. Featuring over 40 Elvis hits and iconic songs!
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The Macy's Thanksgiving Day Parade
November 22-24, 2023
Celebrate the season with the nation’s most iconic holiday event! For most this is a once in a lifetime opportunity to feel the energy and excitement of the parade as massive floats, signature character balloons, the nation’s finest marching bands, performance groups, and the one and only Santa Claus pass by.
Smoky Mountains Christmas & Nashville
November 27-December 7, 2023 Sold out - waitlist available!
A Terrapin Tours Signature Experience ~ Experience Dollywood and Pigeon Forge draped in millions of lights during the annual Winterfest Celebration, and the dazzling Opryland Resort in Nashville.
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A Brandywine Christmas ~ Featuring Longwood Gardens and the Sight & Sound Theatre
Nov 28-Dec 1, 2023 Sold out - waitlist available!
Take a glimpse inside the elegant traditions of the esteemed du Pont family, view Longwood Gardens decked out in Yuletide splendor, and take in the “Miracle of Christmas” at the renowned Sight & Sound Theater.
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New York City Holiday
December 14-16, 2023 Sold out - waitlist available!
Experience the “Big Apple” as it is transformed into a magical winter wonderland during the holiday season! From the giant Christmas tree and ice skaters at Rockefeller Center, to the famous holiday window displays along Fifth Avenue.
Quebec Holiday ~ Featuring Quebec City & Montreal
December 7-10, 2023 Sold out - waitlist available!
Step back in time as you enter Old Québec, where the spirit of Christmas is all around you - from exquisitely decorated storefronts and beautifully-lit cobbled alleys to the “shining star” atop Quebec City ~ the Château Frontenac.
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Newport Mansion Holiday
December 10-11, 2023 Sold out- waitlist available!
Spectacular decorations highlight the celebration of Christmas at the Newport Mansions. The glitter of gold and the sparkle of silver will dazzle you as you tour magnificent mansions decked out in Yuletide finery.
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Pacific Northwest Cruise Signature Tour
featuring the Puget Sound & San Juan Islands
April 6-15, 2024 Sold out - waitlist available!
Travel to where the Cascade and Olympic Mountains meet the sea, forming the stunning Puget Sound and San Juan Islands archipelago during the vibrant tulip season.
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More 2024 tours will be announced later this spring. Sign up here for our newsletter to stay up to date on all the latest and greatest Terrapin news!