Florida

Signature City St. Augustine

Program No. 6642RJ
Explore culturally vibrant St. Augustine with historians and experts to learn the story of the nation’s oldest city through its architecture, art, monuments, Gilded Age works, and more.

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Select your type of room
Price will update based on selection
Prices displayed below are based on per person,doubleoccupancy.
DATES & starting prices
PRICES
Oct 20 - Oct 25, 2024
Starting at
2,099
Full Inventory
Nov 10 - Nov 15, 2024
Starting at
2,149
Full Inventory
Dec 1 - Dec 6, 2024
Starting at
2,349
Full Inventory
Jan 12 - Jan 17, 2025
Starting at
2,049
Feb 2 - Feb 7, 2025
Starting at
2,049
Feb 23 - Feb 28, 2025
Starting at
2,049
Mar 2 - Mar 7, 2025
Starting at
2,249
Apr 6 - Apr 11, 2025
Starting at
2,249
DATES & starting prices
PRICES
Oct 20 - Oct 25, 2024
Starting at
2,779
Full Inventory
Nov 10 - Nov 15, 2024
Starting at
2,849
Full Inventory
Dec 1 - Dec 6, 2024
Starting at
3,199
Full Inventory
Jan 12 - Jan 17, 2025
Starting at
2,649
Feb 2 - Feb 7, 2025
Starting at
2,649
Feb 23 - Feb 28, 2025
Starting at
2,649
Mar 2 - Mar 7, 2025
Starting at
3,029
Apr 6 - Apr 11, 2025
Starting at
3,029

At a Glance

Bright and bold living history awaits you in beautiful St. Augustine, Florida — the oldest city in America. What began as a Spanish fortress has transformed over the centuries into a charming seaside town brimming with Spanish, British, and Venetian Renaissance architecture. Local experts spin gripping tales and present a dramatic overview of the city's remarkable history. Walk the sacred grounds of the Timucuan Indians with an archaeologist, understand the importance of the Civil Rights movement at the Lincolnville Museum, and immerse yourself in the city's unique Old World charm. Viva San Augustin!
Activity Level
On Your Feet
Walking up to 2 miles each day over varied terrain including stairs, narrow sidewalks and cobblestone streets; standing while on field trips.

What You'll Learn

  • Discover a unique tapestry of history through the shared passions of park rangers, scholars, authors, storytellers, and historians.
  • Learn about the Timucuan Indians who had a thriving civilization centuries before the Spanish and enjoy expert-led explorations of Spanish and British architecture.
  • See the Victorian era come alive at the Lightner Museum and understand the legacy of Henry Flagler and his grand hotels, admiring Gilded Age works of Tiffany glass in historic buildings.
Featured Expert
All trip experts
Profile Image
Kenneth Barrett
A native Floridian, Ken Barrett graduated from St. Joseph Academy and received degrees from Santa Fe Community College and the University of Florida. While associated with the National Park Service, Ken photographed parks in this region and organized their archives. A freelance photographer, Ken's work has appeared in a variety of publications, including, "The Houses of St. Augustine" and "Florida's Colonial Architectural Heritage." Ken is also a frequent exhibitor at Florida art shows.

Please note: This expert may not be available for every date of this program.

Profile Image of Kenneth Barrett
Kenneth Barrett View biography
A native Floridian, Ken Barrett graduated from St. Joseph Academy and received degrees from Santa Fe Community College and the University of Florida. While associated with the National Park Service, Ken photographed parks in this region and organized their archives. A freelance photographer, Ken's work has appeared in a variety of publications, including, "The Houses of St. Augustine" and "Florida's Colonial Architectural Heritage." Ken is also a frequent exhibitor at Florida art shows.
Profile Image of Margaret Kaler
Margaret Kaler View biography
Margaret Kaler, from St. Augustine, studied theater at Florida State University and worked with the Asolo Theater in Sarasota. She specializes in re-enacting historical St. Augustine figures from Maria Malendez, a Timucuan woman, to Marjorie Kinnan Rawlings, author of “The Yearling.” She also acts and directs with local theater companies. A storyteller, Margaret serves on the board of the Florida Storytelling Association which produces the annual Florida Storytelling Festival. Audiences love her tales about growing up in St. Augustine, ghost stories, and history.
Profile Image of Marsha Chance
Marsha Chance View biography
Marsha Chance, a St. Augustine native, is an archaeologist, museum educator, and preservation consultant with 47 years of experience. With a master’s degree in Anthropology, she has served as an exhibit text author, graphics researcher, history camp director, and is presently the Curatorial Chair at the historic Pena-Peck House in St. Augustine. Marsha has also served on the Florida Historical Commission, the St. Augustine Lighthouse and Museum Board of Trustees, and the St. Johns County Historic Resource Review Board.
Profile Image of Ann Masters
Ann Masters View biography
Dr. Ann Browning Masters is a poet and 12th-generation Floridian. Her book “Floridanos, Menorcans, Cattle-Whip Crackers: Poetry of St. Augustine” features stories about mullet-netting, pilau-eating, and rum-running times in northeast Florida. Her writing has been recognized and recorded for the Florida State Historical Archives. In 2015, Masters was knighted by the St. Augustine Easter Festival for her dedication in promoting St. Augustine’s Spanish heritage. She enjoys sharing the beauty and drama found in St. Augustine from the Civil War through the Civil Rights Movement.
Profile Image of Charles Tingley
Charles Tingley View biography
Charles Tingley, a native Floridian, relocated to St. Augustine in 1978. He founded the Friends of St. Augustine Architecture, Inc., served on the city’s Historic Architectural Review Board, and is the Senior Research Librarian at the St. Augustine Historical Society. An award-winning writer, Charles has contributed to documentaries for the BBC, French National Television, PBS, NPR, and more, and had architectural photographs published in a work on the city’s historical architecture. In 2019, the St. Augustine City Commission gave him the de Aviles Award.
Profile Image of Roger Smith
Roger Smith View biography
Dr. Roger Smith, an expert in Early American history, has received numerous awards for his work on the American Revolution in the South. An adjunct professor of American history, he also represents Colonial Research Associates and speaks nationally on the Revolutionary War. He consulted for the AMC series “Turn” and was in the PBS documentary “Secrets of the Dead: The Secrets of Spanish Florida.” He has worked with Florida Humanities Council, University of West Florida, University of Florida, and the City of St. Augustine.
Profile Image of Charles Meide
Charles Meide View biography
Chuck Meide is a maritime archaeologist and director of the lighthouse archaeological maritime program of the St. Augustine Lighthouse & Museum in Florida. In addition to overseeing daily operations of the maritime archaeology program for the museum, Meide conducts field work (diving and searching wrecks), analysis, data work in the laboratory, and stabilization of the artifacts excavated. He discusses shipwreck archaeology in the United States' oldest port, showcasing a British Revolutionary War vessel he discovered.
Visit the Road Scholar Bookshop
You can find many of the books we recommend at the Road Scholar store on bookshop.org, a website that supports local bookstores.





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