Tour Overview
Experience the timeless charm of Florida as we journey from the historic coasts of Pensacola to the sun-washed streets of Key West. Along the way, discover graceful towns, crystal-clear springs, coastal traditions, and the enduring spirit of Old Florida—leaving you with memories to treasure.
- Wichita
- Oklahoma City
- Tulsa
- 13 Meals Included
- Key West
- Featuring Key West
- National Naval Aviation Museum
- Duplin Winery
- Florida State Capitol
- Tallahassee Automobile Museum
- Gold Mark Farm
- Manatee Boat Tour
- Weeki Wachee mermaid show
- Dooley Orange Grove
- Everglades safari tour
- Hemingway Home
Tour days tend to be longer and operate at a quicker pace. Expect to stand and walk for long periods of time, with short regular breaks and climb multiple flights of stairs. Some destinations may have changes in altitude and/ or temperature.
Price
- 5199
- Single
- 4089
- Double
- 3789
- Triple
- 3559
- Quad
Terms & Conditions
Cancellation Policy C
$300 Non-Refundable Deposit Per Person | Rates Per Person
Final Payment Due 120 days before departure
To review Village Travel's Cancellation Policies, Click Here
Travel Insurance
Optional Travel Protection Plan Available, for more information Click Here
Itinerary
Experience the timeless charm of Florida as we journey from the historic coasts of Pensacola to the sun-washed streets of Key West. Along the way, discover graceful towns, crystal-clear springs, coastal traditions, and the enduring spirit of Old Florida—leaving you with memories to treasure.
Day 1 // Pensacola, FL
Our journey begins with a flight into Atlanta, Georgia — the gateway to the South. After arriving, we hit the road for a scenic drive to Pensacola, Florida. The route takes us through rolling hills, charming Southern towns, and stretches of open highway, offering a relaxing and picturesque start to the trip. We’ll arrive in Pensacola by evening, ready to unwind and settle in for our first night near the Gulf Coast. Let the adventure begin!
Day 2 // Panama City, FL
We start the day with a visit to the National Naval Aviation Museum — a must-see attraction showcasing historic aircraft, immersive exhibits, and the rich legacy of naval aviation. After exploring the museum, we continue our drive along the Gulf Coast to Panama City Beach for an afternoon wine tasting at Duplin Winery. Known for its sweet Southern wines and relaxed atmosphere, it’s the perfect spot to unwind. We’ll end the day with dinner at a local favorite.
Day 3 // Gainesville, FL
We head east toward Florida’s capital city, Tallahassee. Our first stop is a tour of the Florida State Capitol, where we’ll explore the historic and modern buildings that house the heart of Florida’s government. Next, we visit the Tallahassee Automobile Museum, home to an impressive collection of vintage cars, rare vehicles, and unique Americana. After a full day of sightseeing, we continue our journey south to Gainesville for an overnight stay, resting up for the adventures ahead.
Day 4 // Crystal River, FL
Let’s start the morning in the “Horse Capital of the World,” Ocala, Florida, with a guided tour of Gold Mark Farm, one of the region’s premier thoroughbred training facilities. This exclusive experience offers a behind-the-scenes look at the daily routines of champion racehorses and the beautiful grounds they call home. A catered lunch on-site provides a peaceful break in the heart of horse country. In the afternoon, we’ll head west to Crystal River for a manatee boat tour, where we’ll cruise the crystal-clear spring waters and have the chance to spot Florida’s beloved manatees in their natural environment.
Day 5 // Tampa, FL
Experience the magic of the Weeki Wachee mermaid show, a unique and timeless underwater performance that delights all ages. Next, we’ll take a guided walking tour of the historic Tarpon Springs Sponge Docks with a local expert, exploring the rich Greek heritage and vibrant waterfront culture. The day concludes with an authentic Greek dinner, celebrating the flavors that make this community so special. After dinner, we’ll head to Tampa for an overnight stay.
Day 6 // Fort Myers, FL
Today begins with a visit to Dooley Orange Grove, where you can pick fresh, juicy fruit straight from the trees, an authentic Florida experience that’s both fun and flavorful. Afterward, we’ll head to the Ringling Museum to explore its impressive collection of art and stunning gardens, offering a perfect blend of culture and beauty to round out the day.
Day 7 // Key West, FL
This morning we’ll enjoy an exciting Everglades safari tour, exploring the unique ecosystem and spotting native wildlife up close. A delicious lunch is included on-site, providing a perfect break to relax and soak in the natural surroundings. We’ll end the day by heading to Key West, where we’ll stay for the next three nights.
Day 8 // Key West, FL
Explore Key West with a guided tour of the Hemingway Home, stepping into the world of the legendary writer and his famous six-toed cats. Next, hop on the Conch Train for a fun and informative ride around the island’s historic sites and vibrant neighborhoods. The day wraps up with a glass-bottom boat excursion, offering a unique view of the colorful marine life beneath the sparkling waters.
Day 9 // Key West, FL
Enjoy a free day to explore Key West at your own pace. Whether you want to stroll through charming streets, relax on the beach, visit local shops, or discover hidden gems, the choice is yours. Take this opportunity to soak up the laid-back island vibe and create your own perfect day.
Day 10 // Home
On the final day of the tour, we’ll head to Miami for your departure flight. As we travel, it’s the perfect time to reflect on the lasting memories and unforgettable experiences from this incredible journey. Safe travels and until next time!
