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Land Tours
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Old Town Trolley Tours
Boston • Key West • San Diego
Savannah • St. Augustine • Washington DC
 Discover the rich heritage of America and some of its most enthralling destinations on board Old Town Trolley Tours. For more than a quarter of a century, Old Town Trolley Tours have been treating guests to a journey back in time while touring the most interesting and popular attractions in six cities: Key West, Boston, St. Augustine, Savannah, San Diego and Washington DC. Once on board the famous Orange and Green Trolley, you’ll hear fascinating historical facts, trivia and amusing tales from our hometown conductors. You’ll also have the opportunity to get off at every stop, stay as long as you wish and catch the next trolley when you’re ready. Take some time for lunch at a local restaurant, tour a museum or spend hours exploring a world-famous zoo. We provide the ideal way to see the cities and their sights at your own pace. Old Town Trolley Tours is the country’s most unique blend of transportation and entertainment…we call it Transportainment! Children and adults of all ages are thrilled with our comprehensive sightseeing adventures; that’s why millions of travelers each year climb on board Old Town Trolley to see the best first. |
To learn more, go to: Boston Trolley Tours • Key West Trolley Tours
San Diego Trolley Tours • Savannah Trolley Tours • St. Augustine Trolley Tours
Washington DC Trolley Tours |
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Ghosts & Gravestones Night Tour
Boston • Savannah • St. Augustine
 When the sun goes down and the evening air begins to chill, even the most tranquil places on earth can become a bit eerie. Perhaps it’s just the blackened sky or the shadows that creep up all around you…or perhaps it’s the heaviness that fills the air when those from the other side begin to awaken. Discover for yourself what truly haunts three of America’s most legendary cities: Boston, Savannah and St. Augustine. Board the Trolley of the Doomed and sit tight as the Ghosts & Gravestones Tour takes you on a journey through the spookiest places in the cities. You’ll hear first-hand accounts of murder and mystery and learn the facts from your Gravedigger Guide about the infamous spirits that never truly rested in peace. Walk cautiously through burial grounds that are over 400 years old in Boston, enter into River Street’s Perkins and Sons Ship Chandlery in Savannah and find out why the earliest St. Augustine residents feared being buried alive. It’s an evening of excitement, intrigue and fright, history and fun. |
To learn more, go to
Boston Ghost Tours • Savannah Ghost Tours • St. Augustine Ghost Tours |
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Conch Tour Train
Key West, Florida
 Get your ticket and take your seat on board one of America’s most traveled train tours! The world-famous Conch Tour Train has transported more than 15 million people on fabulous adventures through Key West. Since 1958, the Conch Tour Train has treated guests to a close-up view of the Southernmost City’s most popular places including Mallory Square, The Harry S. Truman Little White House, Flagler Station, the Key West Aquarium and more. While on the tour, your engineer offers an interesting and amusing narrative filled with historical facts, trivia and humor, and recounts fascinating stories of the colorful people that make Key West so unique. |
| To learn more, go to Conch Tour Train |
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Monuments by Moonlight
Washington DC
 Beautiful and elegant, each of Washington DC’s monuments is truly breathtaking and even more so when seen by moonlight. An extraordinary way to see the sights, our Monuments by Moonlight Tours give you a chance to see some of the country’s most moving monuments in a whole new way. We’ll take you on a leisurely ride to the Lincoln and FDR Memorials where you’ll have the opportunity to stroll through, enjoy the ambiance and learn more about each place. You’ll also see the Vietnam Veterans Memorial, Iwo Jima Memorial and more. Our friendly guides provide an interesting narrative that includes historical facts, anecdotes and tales of the people and places that helped shape the United States of America. Monuments by Moonlight is a wonderful new way to see the timeless treasures that belong to us all. |
| To learn more, go to Monuments by Moonlight |
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Boston's Original Chocolate Tour
Boston, Massachusetts
 How sweet it is! Spend your next Saturday afternoon in Boston discovering the answer to this question. Old Town Trolley’s exclusive Chocolate Tour will take you on a three-hour journey overflowing with flavor, fun and facts about one of the world’s most treasured treats…chocolate. You’ll visit three exquisite restaurants: the Top of the Hub, the Omni Parker House and the Langham. At each location, your palate will be indulged with a variety of mouthwatering chocolate desserts. Along the way, our Character Chef and friendly conductor will share historical facts and trivia blended with a good amount of humor to make the ride even more fun. |
| To learn more, go to Chocolate Tour |
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Key West Walking Tour
Key West, Florida
 The Key West Walking Tour is a fun, entertaining and comprehensive tour of Key West’s Historic Old Town. Our guides share with you the island’s fascinating history beginning with the early days of wrecking, through the sponging and cigar making eras and the influence of the U.S. Navy. Hear about famous and infamous Key West personalities and discover the city’s unique architecture, flora and culture on this hour and a half adventure through the historic district. |
| To learn more, go to Key West Walking Tour |
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Paula Deen Tour
Savannah, Georgia
 Nothing says Savannah quite like Paula Deen; she’s known across the globe for her unique mix of scrumptious cuisine, warm wit and true Southern Hospitality. Old Town Trolley’s Paula Deen Tour offers fans and visitors an up-close and personal look at Paula’s life, family and career. The tour travels throughout Savannah to our magnificent historic district and past many of Paula’s favorite places in town. During the journey, you’ll learn how Paula made a new life and career for herself and her sons, rising from rags to riches as she worked to become one of TV’s most famous culinary personalities. You’ll also be treated to a delicious seafood lunch at Paula’s brother’s restaurant, Uncle Bubba’s Oyster House. It’s a delightful afternoon filled with laughter, inspiration and down-home cooking… not to be missed! |
| To learn more, go to Paula Deen Tour. |
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St. Augustine's Original Chocolate Tour
St. Augustine, Florida
 Do you love chocolate? Come with us on a tantalizing guided journey of chocolate surprises! Learn the history of chocolate and chocolate creations while sampling truffles, pastries and gooey delights from the finest chocolatiers in all of St. Augustine. You’ll think you’ve won the Willie Wonka Golden Ticket as you step aboard our confectioner’s trolley to enjoy a chocolate paradise. |
| To learn more, go to St. Augustine Chocolate Tour |
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