Guided Tour
Gulf Tour
3 days / 2 nights • Guided • 660 mi / 1056 km • 65 - 90 °F / 18.3 - 32.2 °C
Escape the winter and embark on a thrilling motorcycle expedition from Orlando to the vibrant city of New Orleans, with scenic stops along the way in Tallahassee and Pensacola. Begin your journey in Orlando, riding north to Florida's historic capital, Tallahassee. Continue west to Pensacola, where coastal beauty meets Southern charm, making for a perfect blend of scenic views and local culture. For those seeking an extended adventure, push on to the lively streets of New Orleans, renowned for its rich culture, flavorful cuisine, and vibrant nightlife. This journey promises a dynamic mix of Florida’s picturesque landscapes and Louisiana’s unique flair, offering an unforgettable ride filled with diverse experiences and stunning vistas. Whether you prefer to follow the support van or take your own route, this adventure is the perfect winter escape for motorcycle enthusiasts.
day 1
Orlando - Bike Pick Up - Tallahassee - Arrival
260 mi / 416 km
As you pick up your motorcycle and set out from Orlando, the route will guide you through rolling hills and lush greenery, providing a refreshing change of scenery from the urban sprawl. The road stretches through charming small towns and rural landscapes, offering a sense of tranquility and freedom. Approaching Tallahassee, the state's capital, the ride becomes a blend of serene countryside and burgeoning cityscape. This adventure not only delivers a thrilling ride but also an immersive experience of Florida’s diverse beauty and charm.day 2
Tallahassee - Pensacola
200 mi / 320 km
From Tallahassee to Pensacola offers an exhilarating journey across Florida's diverse landscapes. Departing from the historic capital, the route will take you through a blend of forested highways and charming rural areas, showcasing the state's natural beauty. As the ride progresses, the landscape gradually shifts, revealing the allure of Florida's Gulf Coast. The final stretch towards Pensacola promises a captivating view of the coastline, with its pristine beaches and coastal charm coming into focus. This ride seamlessly combines scenic tranquility with the excitement of approaching the vibrant, coastal city of Pensacola, making it a memorable and dynamic adventure.day 3
Pensacola - New Orleans - Bike Return - Arrival
200 mi / 320 km
The journey from Pensacola to New Orleans is filled with diverse scenery and vibrant culture. As you set out from Pensacola, you'll traverse the scenic highways of the Gulf Coast, soaking in the changing landscapes from coastal vistas to the lush greenery of Louisiana. The ride leads to New Orleans, where the city’s lively streets, rich history, and unique charm create a thrilling destination. After exploring the Big Easy, the return journey to Pensacola will offer a reflective ride, filled with the memories of the city's vibrant energy and the scenic route back. Completing the adventure with a return of the motorcycle marks the end of an unforgettable trip, highlighted by a perfect blend of scenic beauty and cultural experiences.
starting at $429
Oct 10, 2025
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$429 per person