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Land Tours
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Old Town Trolley Tours
Boston • Key West • Nashville • 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 has been treating guests to a journey back in time while touring the most interesting and popular attractions in seven cities: Key West, Boston, St. Augustine, Savannah, San Diego, Nashville 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. In Washington DC, enjoy a 90-minute tour with a stop at the Lincoln Memorial. In Key West, Boston, St. Augustine, Savannah, San Diego and Nashville, you’ll have the opportunity to get off at various stops, 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 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
Nashville Trolley Tours • Washington DC Trolley Tours |
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Ghosts & Gravestones Night Tour
Boston • Savannah • St. Augustine • Key West • San Diego
 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 five of America’s most legendary cities: Boston, Savannah, Key West, San Diego 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, hear tales that have been all but forgotten as you travel the narrow, dark streets of Old Town in Key West, walk through sites of reported paranormal occurrences in San Diego 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
San Diego Ghost Tours • Boston Ghost Tours • Savannah Ghost Tours
Key West Ghost Tours • St. Augustine Ghost Tours |
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Whaley House After Hours Paranormal Tour
San Diego
 Recognized as America’s Most Haunted HouseSM and shrouded in mystery, ghost-hunters flock to the iconic Whaley House, grounds of the original Old Town gallows site. Join us on our after-hours, chilling paranormal investigation. You’ll have exclusive access to the very rooms where the Whaleys lived and died, not accessible to the general public tours.. |
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| To learn more, go to Whaley House After Hours Paranormal Tour |
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Ghost Town Trolley
Savannah
Ready For A Little Southern Immortality?
 Don’t be fooled by the seemingly innocent orange and green trolley. This one is not going to make any stops at any museums or art galleries. You can expect, however, to visit the Isaiah Davenport House, a 3-story, brick, Georgian-style home on Columbia Square whose former occupant, the celebrated architect of its namesake, was a highly-regarded member of Savannah society. After marrying a local girl, he proceeded to have 10 children with her. Sadly, only 6 survived, and it is said the spirits of the other four haunt this home to this very day. There is also telling of a long dead feline that still prowls the property and a ghostly child who has been seen walking through the garden and staring out of the window of the upper floors. Also included in the 75-minute tour is a visit to Colonial Park Cemetery, the oldest existing cemetery in Savannah, where your host will share the tales of the residents buried within. |
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| To learn more, go to Savannah Ghost Town Trolley |
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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, Sails to Rails Museum, 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, Thomas Jefferson 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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Arlington National Cemetery Tours
Washington DC
 A place of remembrance, honor and respect, Arlington National Cemetery is the final resting place for those who’ve made the ultimate sacrifice for their country. Within these grounds, more than 400,000 active duty service members, veterans and their families have been laid to rest and it’s here that millions of people come each year to pay their respects. Now, you can explore the 639 acres of this special place in comfort aboard Arlington National Cemetery Tours. This unique tour will transport you to the cemetery’s most significant graves, memorials and points of interest and give you the opportunity to learn the compelling history of Arlington. The tour will make a 45-minute continuous loop, stopping 6 times on weekdays and 9 on weekends. See the John F. Kennedy and family gravesite; witness the changing of the guard at the Tomb of The Unknown Soldier and view the Arlington House, the home that once belonged to Robert E. Lee. As you walk amongst the headstones, you’ll be reminded of the incredible bravery and patriotism of those buried here. An unforgettable experience awaits you aboard the Arlington National Cemetery Tour. |
| To learn more, go to Arlington National Cemetery Tours |
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Boston Summer Nights
Boston, Massachusetts
 Hop aboard the city’s most enthralling Boston evening excursion, Boston Summer Nights! Discover the best way to see Boston and see all our country’s Cradle of Liberty has to offer. Take part in a unique 90-minute adventure as the city skyline fades into the night over the Charles River. Then, the moonlight will light up Boston’s cobblestone streets and breathtaking colonial architecture as our friendly guides take you through the city's most iconic locations. Marvel at iconic landmarks such as Fairmont Copley Plaza, Trinity Church, Boston Harbor, and much more! Enjoy an unforgettable evening with Boston’s only sunset tour and see the best first!
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| To learn more, go to Boston Summer Nights |
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San Diego City Lights Night Tour
San Diego, California
San Diego sparkles at night and what better way to see it than with Old Town Trolley Tours! Experience our San Diego night tour and see the city in a different light. Here’s your chance to enjoy America’s Finest City like you never have before, watching as the city is transformed by buildings, fountains, and statues glowing bright! With the help of our expert guides, you’ll enjoy romantic views of the bay and experience the vibrant nightlife that San Diego has to offer. |
| To learn more, go to San Diego City Lights Night Tour |
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Nashville’s Soul of Music City Tour!
Nashville, TN
 Experience the true Heart of Nashville aboard our Soul of Music City tour! It’s an evening filled with music, history, and fun, along with up-close views of some of the most legendary spots in town! From Johnny Cash to the Ryman Auditorium, learn about the people, places, and events responsible for the city’s iconic reputation. Perfect for Bachelor and Bachelorette parties, our reservation-based guided tour is a musical journey like no other.
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| To learn more, go to Soul of Music City Tour |
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La Jolla & San Diego Beaches Day Tripper Tour
San Diego, California
 No tour dates currently available. Please check back in 2023.
Grab your flip flops and beach towels and hop on Old Town Trolley’s La Jolla & San Diego Beaches Day Tripper Tour! With 70 miles of coastline, San Diego is known for its exquisite beaches; and now you can experience some of the most popular ones all in one day aboard Old Town Trolley. Our beach trolley plays great tunes, sharing fun stories, interesting history and incredible views as we make our way to Mt. Soledad, La Jolla, Mission Beach and Old Town. Wade in a tide pool, play volleyball in the sand, witness the waves crashing into rocky cliffs or walk along an expansive white sandy shoreline. You’ll be amazed at the diversity of each of the beaches and the towns that surround them. Tour includes a 20-minute stop in Mount Soledad and a 3.5 hour stop in La Jolla. |
| To learn more, go to San Diego La Jolla & Beaches Tour |
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Old Jail After Dark
St. Augustine, Florida
Discover A Paranormal Paradise After Dark
 Get hands-on with the latest ghost-hunting equipment and explore the grim history of St. Augustine’s Old Jail After Dark. This spine-tingling intimate tour will take you on a journey through one of the most haunted buildings in the entire country. Discover the eerie past of this iconic landmark after dark, while taking part in an actual paranormal investigation. Our experienced guides will share their investigative techniques to prepare you for any strange and peculiar encounters with the “other side”. Find out the truth about this creepy paranormal landmark and prepare for a ghost-hunting adventure unlike any other!
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| To learn more, go to Old Jail After Dark |
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