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St. Augustine and Amelia Island
5 Days | February 21-26, 2026
$1797.00 Double pp
$2127.00 Single pp
Discover Florida's First Coast! St. Augustine and nearby Amelia Island are two coastal destinations known for their rich history and relaxed seaside charm. St. Augustine, the oldest continuously inhabited European-established city in the United States, is famous for its cobblestone streets, Spanish colonial architecture, and landmarks like the Castillo de San Marcos. Just a short drive north, Amelia Island offers a quieter atmosphere with wide sandy beaches, maritime forests, and a historic downtown in Fernandina Beach.

Image by Michael J

Image by Moses Malik Roldan

Image by Moses Malik Roldan

Image by Michael J
1/4

8 Meals
Group Size: 10-15
Florida
Tour Itinerary
Day 1
Depart St. Louis International Airport and arrive in Jacksonville, FL by afternoon. We will settle into our hotel accommodations for the next three nights enjoy a welcome Southern- style BBQ Dinner. (D)
Day 2
After breakfast at our hotel, we depart to meet our local guide for a tour of Jacksonville. Originally one of the oldest cities in the new world, Jacksonville is the heart of the “First Coast”. There will be time for lunch on your own and some shopping at San Marco Square before enjoying a sightseeing cruise along the St. Johns River. This evening we will attend one of Florida’s top dinner and Broadway entertainment venues - Alhambra Dinner Theater. (B/D)
Day 3
Enjoy breakfast before checking out of our hotel. Our short drive leads us to the Victorian Era with a tour of Amelia Island, and the former seaport village of Fenandina Beach. We will also tour American Beach, a seashore resort founded in the 1930s during segregation by Abraham Lincoln Lewis, Florida’s first black millionaire and president of the Afro-American Life Insurance Company. American Beach was a community that was visited mostly by African Americans, though all were welcome. There will be time to enjoy lunch on your own in Fernandina Beach. This afternoon, we travel south through Fort George Island, and make a stop at Kingsley Plantation. The plantation house is the oldest still standing in the state, and the remains of the slave quarters are a rare remnant from Antebellum American life. You’ve traveled from the present to the Victorian era and now colonial. This evening we will enjoy dinner out and return to the hotel. (D/B)
Day 4
After breakfast at the hotel, we begin our exploration of historic St. Augustine. Our local guide joins us to share the importance of America’s oldest city, home to centuries of history! Our tour of the city will include seeing the perimeter of Castillo De San Marcos. Enjoy free time on St. George’s Street and in the Spanish Quarter for lunch and browsing. Later this afternoon we will visit the famous Ponce de Leon’s “Fountain of Youth” where you can even drink from the original well thought to bring immortality. Later this afternoon we will check into our accommodations in St. Augustine for next two nights. Dinner this evening will be at a local favorite. (B/D)
Day 5
This morning we will depart the hotel to visit The Old Jail, Oldest Store Museum Experience and Gator Bob’s for browsing. Then we will enjoy a stop at Flagler College in the center of the historic district. The college is renowned for its historic campus and occupies the former Ponce de León Hotel, a National Historic Landmark constructed in 1888 by industrialist Henry Flagler. We will also have time to explore Anastasia State Park on the Atlantic Ocean. Afternoon return flights home. (B)
Hotel Accommodations: What's Included:
What's Not Included:
Night 1: Best Western Plus Kingsland/Jacksonville
Nights 2-4: BW Seaside Inn and Suites, St. Augustine, FL
Roundtrip Airfare
Elevated Accommodations
Delicious Meals
Caravan Transportation
Professional Tour Director
Bottled Water (onboard caravan)
Driver and Tour Director Gratuities
Insurance
Don't let your dream tour wait.
We’ll take care of the details, you just come along for the ride.
Call us at 314-287-5333 for any questions that you may have!

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