2 Days · Teen Families
Orlando, Florida
Castles, Coasters & Cool Evenings: Two Days in Orlando
4 stops
2 Days · Active Retirees
Orlando, Florida
Gentle Wonder: Two Slow Days in Orlando's Garden of Imagination
4 stops
3 Days · Solo
Greater Orlando (non-theme park), Florida
Springs, Sunsets, and Small-Town Streets: 3 Days in Central Florida's Wild Side
12 stops
2 Days · Active Retirees
Tallahassee area, Florida
Marble Halls & Marsh Light: Two Easy Days in Tallahassee
4 stops
3 Days · Teen Families
Tallahassee area, Florida
Oaks, Marble, and Marsh: A Tallahassee Family Weekend
6 stops
2 Days · Active Retirees
St. Augustine, Florida, Florida
Coquina Streets & Cannon Smoke: Two Slow Days in St. Augustine
4 stops
3 Days · Teen Families
Greater Orlando (non-theme park), Florida
Springs, Streets & Cypress Shade: 3 Days Beyond the Parks in Greater Orlando
8 stops
3 Days · Solo
Tampa Bay area, Florida
Barefoot Solo: Three Days of Gulf Light Across Tampa Bay
8 stops
3 Days · Solo
St. Augustine, Florida, Florida
Cobblestones & Coquina: 3 Days Alone in St. Augustine
6 stops
2 Days · Active Retirees
Gainesville area, Florida
Sinkholes, Springs & Sawgrass Skies: Two Slow Days in Gainesville
3 stops
3 Days · Solo
Tallahassee area, Florida
Oak Canopies & Salt Marsh: 3 Days Solo in Tallahassee
8 stops
3 Days · Solo
Gainesville area, Florida
Sinkholes, Springs & Sawgrass Sky: 3 Days Solo in Gainesville
5 stops
3 Days · Solo
Fort Lauderdale area, Florida
Salt Air & Wingbeats: A Solo Explorer's Fort Lauderdale
8 stops
3 Days · Teen Families
St. Augustine, Florida, Florida
Cobblestones, Cannons & Copper Stills: 3 Days in St. Augustine
6 stops
2 Days · Active Retirees
Greater Orlando (non-theme park), Florida
Lakeside Light & Spring-Fed Quiet: Two Days Beyond the Parks
4 stops
3 Days · Teen Families
Gainesville area, Florida
Springs, Sinkholes & Saw-Grass Skies: 3 Days in Gainesville
4 stops
2 Days · Young Families
Fort Lauderdale area, Florida
Butterflies, Banyans & Slow Florida Mornings: 2 Days in Fort Lauderdale with Kids
5 stops
3 Days · Active Retirees
Miami, Florida
Art Deco Light & Cuban Rhythms: 3 Days in Miami
4 stops
2 Days · Young Families
Miami, Florida
Sandy Toes & Slow Afternoons: 2 Days in Miami with Little Ones
3 stops
3 Days · Active Retirees
Fort Lauderdale area, Florida
Banyan Shade & Butterfly Wings: Three Easy Days in Fort Lauderdale
7 stops
2 Days · Couples
Miami, Florida
Deco Light & Ocean Breath: A Miami Escape for Two
5 stops
2 Days · Couples
Fort Lauderdale area, Florida
Banyan Shade & Wingbeats: A Fort Lauderdale Escape for Two
6 stops
3 Days · Active Retirees
Tampa Bay area, Florida
Gulf Light & Garden Shade: 3 Days in Tampa Bay
8 stops
2 Days · Young Families
Tampa Bay area, Florida
Gentle Gulf Days: A Fall Family Escape to Tampa Bay
3 stops
2 Days · Couples
Tampa Bay area, Florida
Barrier Island Light: A Fall Escape to Tampa Bay's Gulf Coast
6 stops
3 Days · Active Retirees
St. Augustine, Florida, Florida
Coquina Light: Three Slow Days in America's Oldest City
6 stops
2 Days · Couples
Greater Orlando (non-theme park), Florida
Springs, Lantern Light & Lakeside Streets: A Couples' Escape to Old Florida
4 stops
3 Days · Active Retirees
Greater Orlando (non-theme park), Florida
Springs, Citrus, and Lakeside Streets: 3 Days in Old Florida
4 stops
3 Days · Active Retirees
Gainesville area, Florida
Sinkholes, Springs & Saw-Grass Sky: 3 Days in Gainesville
5 stops
2 Days · Couples
Gainesville area, Florida
Springs, Sawgrass & Slow Golden Light: 2 Days in Gainesville
4 stops
3 Days · Active Retirees
Tallahassee area, Florida
Oak Canopies & Marsh Light: 3 Days in Tallahassee
6 stops
2 Days · Couples
St. Augustine, Florida, Florida
Coquina Stone & Candlelight: Two Days in St. Augustine
5 stops
2 Days · Young Families
Gainesville area, Florida
Boardwalks, Bison & Blue Springs: 2 Days in Gainesville with Little Ones
3 stops
2 Days · Couples
Tallahassee area, Florida
Spanish Moss & Salt Marsh: A Tallahassee Weekend for Two
5 stops
2 Days · Young Families
Greater Orlando (non-theme park), Florida
Springs, Streets & Slow Afternoons: Two Days in Old Florida
4 stops
2 Days · Young Families
St. Augustine, Florida, Florida
Cobblestones & Cannon Fire: A Family Weekend in St. Augustine
3 stops
2 Days · Young Families
Tallahassee area, Florida
Oak Canopies & Marsh Light: A Slow Family Weekend in Tallahassee
3 stops
3 Days · Young Families
Tampa Bay area, Florida
Gentle Gulf Days: A Family Escape to Tampa Bay
6 stops
3 Days · Young Families
Fort Lauderdale area, Florida
Wings, Banyans & Slow Florida Days: 3 Days in Fort Lauderdale with Kids
7 stops
3 Days · Young Families
Orlando, Florida
Slower Magic: Three Gentle Days in Orlando with Little Ones
6 stops
3 Days · Solo
Florida Springs (North Central), Florida
Springs, Solitude, and Ancient Water: 3 Days Through North Central Florida
4 stops
3 Days · Couples
St. Augustine, Florida, Florida
Coquina Streets & Candlelight: 3 Days in St. Augustine
6 stops
2 Days · Active Retirees
Florida Springs (North Central), Florida
Turquoise Stillness: A Slow Autumn Weekend in Florida's Spring Country
2 stops
3 Days · Couples
Tallahassee area, Florida
Spanish Moss & Salt Marsh: 3 Days in Tallahassee
6 stops
3 Days · Young Families
Tallahassee area, Florida
Spanish Moss & Marsh Light: 3 Days in Tallahassee with Little Ones
3 stops
3 Days · Couples
Greater Orlando (non-theme park), Florida
Springs, Lakelight & Slow Afternoons: 3 Days in Greater Orlando
6 stops
3 Days · Young Families
St. Augustine, Florida, Florida
Cobblestones & Cannon Fire: 3 Slow Days in St. Augustine with Little Ones
5 stops
3 Days · Young Families
Gainesville area, Florida
Boardwalks, Springs & Prairie Skies: 3 Days in Gainesville with Little Ones
4 stops
2 Days · Active Retirees
Ocala area, Florida
Silver Water, Quiet Pines: Two Easy Days Around Ocala
2 stops
3 Days · Couples
Gainesville area, Florida
Springs, Sky, and Saw-Grass: A Slow-Paced Escape to Gainesville
6 stops
3 Days · Teen Families
Florida Springs (North Central), Florida
Turquoise Water & Teen Time: 3 Days in the Florida Springs
3 stops
3 Days · Young Families
Greater Orlando (non-theme park), Florida
Springs, Sunshine & Small-Town Streets: 3 Days in Greater Orlando with Little Ones
3 stops
3 Days · Teen Families
Ocala area, Florida
Springs, Pines, and Firelight: 3 Days in Ocala's Old Florida
4 stops
2 Days · Young Families
Ocala area, Florida
Silver Water & Pine Shade: A Family Weekend Near Ocala
2 stops
2 Days · Couples
Ocala area, Florida
Silver Water, Deep Pine: Two Days of Quiet in Ocala Country
3 stops
2 Days · Couples
Florida Springs (North Central), Florida
Turquoise Hours: A Slow Escape Through the North Florida Springs
2 stops
3 Days · Young Families
Ocala area, Florida
Silver Water & Pine Shade: 3 Days of Family Springs in Ocala
3 stops
3 Days · Couples
Florida Springs (North Central), Florida
Turquoise Hours: Three Days Among Florida's Hidden Springs
4 stops
3 Days · Couples
Ocala area, Florida
Silver Water, Deep Pine: A Fall Escape to Ocala's Springs
5 stops
3 Days · Couples
Miami, Florida
Salt Air & Neon: Three Days of Miami Romance
6 stops
Showing 60 of 69 — explore all of Florida.
Fall offers an ideal season to explore Florida's diverse regions beyond the typical tourist circuits. This guide showcases nine carefully curated itineraries spanning nine destinations across the state, from Miami's vibrant culture to the serene springs of North Central Florida. Whether traveling solo, as a couple, or seeking quiet escapes, visitors will find options ranging from two to three days, each designed to capture the authentic character of its region—from Spanish moss-draped landscapes to turquoise waters and historic coastal streets.
Frequently Asked Questions
What types of trips does this page cover?
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The page features nine itineraries designed for different travel styles, including romantic escapes, solo adventures, and trips for two. Itineraries range from two to three days and cover destinations across Florida including Miami, Tallahassee, Ocala, Fort Lauderdale, Greater Orlando, Gainesville, Tampa Bay, St. Augustine, and Florida's Springs.
Are there itineraries for solo travelers?
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Yes. The page includes several itineraries specifically designed for solo travelers, such as 'Spanish Moss & Salt Marsh: Two Days Solo in Tallahassee,' 'Springs, Sinkholes & Sawgrass Skies: 2 Days Solo in Gainesville,' and 'Coquina Streets & Copper Stills: Two Days Alone in St. Augustine.'
What is the length of these trip itineraries?
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The itineraries vary in length. Some are two-day trips, while others span three days, allowing visitors to choose an option that fits their travel schedule.
What regions of Florida are covered?
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The itineraries cover nine Florida destinations including Miami, Fort Lauderdale, Tampa Bay, St. Augustine, Greater Orlando, Tallahassee, Gainesville, Ocala, and Florida's Springs in the North Central region.
More Collections
Or see Fall Trips nationwide or browse every Florida destination.