Fall Itineraries in Florida

Cooling temperatures, changing color, and thinning crowds — plans timed for the quieter, more comfortable side of the year.

103 itineraries

Springs, Pines, and Slower Afternoons: 5 Days Near Ocala

5 Days · Teen Families

Ocala area, Florida

Springs, Pines, and Slower Afternoons: 5 Days Near Ocala

9 stops

Banyan Shade & Butterfly Wings: 4 Days in Fort Lauderdale

4 Days · Couples

Fort Lauderdale area, Florida

Banyan Shade & Butterfly Wings: 4 Days in Fort Lauderdale

11 stops

Gulf Light & Garden Shade: 4 Days in Tampa Bay

4 Days · Couples

Tampa Bay area, Florida

Gulf Light & Garden Shade: 4 Days in Tampa Bay

9 stops

Turquoise & Tannin: Four Days Among North Florida's Springs

4 Days · Teen Families

Florida Springs (North Central), Florida

Turquoise & Tannin: Four Days Among North Florida's Springs

5 stops

Spring-Fed Days: An Ocala Forest Escape for Families

4 Days · Teen Families

Ocala area, Florida

Spring-Fed Days: An Ocala Forest Escape for Families

5 stops

Spring-Fed Solitude: 4 Days Among Florida's Crystal Waters

4 Days · Solo

Florida Springs (North Central), Florida

Spring-Fed Solitude: 4 Days Among Florida's Crystal Waters

4 stops

Gulf Sand & Dolphin Tales: Two Days with Teens in Tampa Bay

2 Days · Teen Families

Tampa Bay area, Florida

Gulf Sand & Dolphin Tales: Two Days with Teens in Tampa Bay

5 stops

Still Waters & Longleaf Light: 5 Days Around Ocala's Springs

5 Days · Active Retirees

Ocala area, Florida

Still Waters & Longleaf Light: 5 Days Around Ocala's Springs

7 stops

Boulevards, Banyans & Butterfly Wings: A Fort Lauderdale Weekend

2 Days · Teen Families

Fort Lauderdale area, Florida

Boulevards, Banyans & Butterfly Wings: A Fort Lauderdale Weekend

6 stops

Banyan Shade & Butterfly Wings: Two Solo Days in Fort Lauderdale

2 Days · Solo

Fort Lauderdale area, Florida

Banyan Shade & Butterfly Wings: Two Solo Days in Fort Lauderdale

6 stops

Gulf Light & Garden Shade: Two Fall Days in Tampa Bay

2 Days · Solo

Tampa Bay area, Florida

Gulf Light & Garden Shade: Two Fall Days in Tampa Bay

5 stops

Cobblestones & Coquina: Two Days in America's Oldest City

2 Days · Teen Families

St. Augustine, Florida, Florida

Cobblestones & Coquina: Two Days in America's Oldest City

6 stops

Oak Shadows & Marsh Light: Two Days Between Capital and Coast

2 Days · Teen Families

Tallahassee area, Florida

Oak Shadows & Marsh Light: Two Days Between Capital and Coast

6 stops

Springs, Shops & Cypress Shade: 2 Days Beyond the Parks

2 Days · Teen Families

Greater Orlando (non-theme park), Florida

Springs, Shops & Cypress Shade: 2 Days Beyond the Parks

4 stops

Springs, Sinkholes & Saw-grass Skies: 2 Days in Gainesville

2 Days · Teen Families

Gainesville area, Florida

Springs, Sinkholes & Saw-grass Skies: 2 Days in Gainesville

4 stops

Still Waters, Silver Light: 4 Days Among Ocala's Springs

4 Days · Active Retirees

Ocala area, Florida

Still Waters, Silver Light: 4 Days Among Ocala's Springs

6 stops

Springs, Stillness, and Starlight: 5 Days in Ocala's Old Florida

5 Days · Couples

Ocala area, Florida

Springs, Stillness, and Starlight: 5 Days in Ocala's Old Florida

7 stops

Turquoise Mornings: A Family Week Beside Ocala's Springs

5 Days · Young Families

Ocala area, Florida

Turquoise Mornings: A Family Week Beside Ocala's Springs

6 stops

Gulf Light & Garden Shade: Two Easy Days in Tampa Bay

2 Days · Active Retirees

Tampa Bay area, Florida

Gulf Light & Garden Shade: Two Easy Days in Tampa Bay

5 stops

Banyan Shade & Butterfly Wings: A Gentle Fort Lauderdale Escape

2 Days · Active Retirees

Fort Lauderdale area, Florida

Banyan Shade & Butterfly Wings: A Gentle Fort Lauderdale Escape

5 stops

Turquoise Hush: Four Days Among Florida's Hidden Springs

4 Days · Couples

Florida Springs (North Central), Florida

Turquoise Hush: Four Days Among Florida's Hidden Springs

6 stops

Sun, Salt, and Streetlight: 5 Days Solo in Miami

5 Days · Solo

Miami, Florida

Sun, Salt, and Streetlight: 5 Days Solo in Miami

8 stops

Springwater & Cypress Shade: 4 Days of Old Florida Romance Near Ocala

4 Days · Couples

Ocala area, Florida

Springwater & Cypress Shade: 4 Days of Old Florida Romance Near Ocala

6 stops

Springs, Sand, and Slow Mornings: 4 Days in Ocala for Little Explorers

4 Days · Young Families

Ocala area, Florida

Springs, Sand, and Slow Mornings: 4 Days in Ocala for Little Explorers

5 stops

Neon, Sand & Cuban Coffee: 4 Days in Miami with Teens

4 Days · Teen Families

Miami, Florida

Neon, Sand & Cuban Coffee: 4 Days in Miami with Teens

6 stops

Sunlight, Salt Air & Slow Afternoons: 5 Days in Miami

5 Days · Active Retirees

Miami, Florida

Sunlight, Salt Air & Slow Afternoons: 5 Days in Miami

5 stops

Silver Water, Silent Pines: A Solo Weekend Near Ocala

2 Days · Solo

Ocala area, Florida

Silver Water, Silent Pines: A Solo Weekend Near Ocala

6 stops

Silver Water, Deep Woods: A Two-Day Springs Escape Near Ocala

2 Days · Teen Families

Ocala area, Florida

Silver Water, Deep Woods: A Two-Day Springs Escape Near Ocala

4 stops

Sandy Toes & Sunset Snacks: 5 Days in Miami with Little Ones

5 Days · Young Families

Miami, Florida

Sandy Toes & Sunset Snacks: 5 Days in Miami with Little Ones

10 stops

Art Deco Dawns & Bayfront Dusks: 4 Days in Miami

4 Days · Couples

Miami, Florida

Art Deco Dawns & Bayfront Dusks: 4 Days in Miami

8 stops

Castles, Coasters & Cool Evenings: Two Days in Orlando

2 Days · Teen Families

Orlando, Florida

Castles, Coasters & Cool Evenings: Two Days in Orlando

4 stops

Gentle Wonder: Two Slow Days in Orlando's Garden of Imagination

2 Days · Active Retirees

Orlando, Florida

Gentle Wonder: Two Slow Days in Orlando's Garden of Imagination

4 stops

Springs, Sunsets, and Small-Town Streets: 3 Days in Central Florida's Wild Side

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

Marble Halls & Marsh Light: Two Easy Days in Tallahassee

2 Days · Active Retirees

Tallahassee area, Florida

Marble Halls & Marsh Light: Two Easy Days in Tallahassee

4 stops

Oaks, Marble, and Marsh: A Tallahassee Family Weekend

3 Days · Teen Families

Tallahassee area, Florida

Oaks, Marble, and Marsh: A Tallahassee Family Weekend

6 stops

Coquina Streets & Cannon Smoke: Two Slow Days in St. Augustine

2 Days · Active Retirees

St. Augustine, Florida, Florida

Coquina Streets & Cannon Smoke: Two Slow Days in St. Augustine

4 stops

Springs, Streets & Cypress Shade: 3 Days Beyond the Parks in Greater Orlando

3 Days · Teen Families

Greater Orlando (non-theme park), Florida

Springs, Streets & Cypress Shade: 3 Days Beyond the Parks in Greater Orlando

8 stops

Barefoot Solo: Three Days of Gulf Light Across Tampa Bay

3 Days · Solo

Tampa Bay area, Florida

Barefoot Solo: Three Days of Gulf Light Across Tampa Bay

8 stops

Cobblestones & Coquina: 3 Days Alone in St. Augustine

3 Days · Solo

St. Augustine, Florida, Florida

Cobblestones & Coquina: 3 Days Alone in St. Augustine

6 stops

Sinkholes, Springs & Sawgrass Skies: Two Slow Days in Gainesville

2 Days · Active Retirees

Gainesville area, Florida

Sinkholes, Springs & Sawgrass Skies: Two Slow Days in Gainesville

3 stops

Oak Canopies & Salt Marsh: 3 Days Solo in Tallahassee

3 Days · Solo

Tallahassee area, Florida

Oak Canopies & Salt Marsh: 3 Days Solo in Tallahassee

8 stops

Sinkholes, Springs & Sawgrass Sky: 3 Days Solo in Gainesville

3 Days · Solo

Gainesville area, Florida

Sinkholes, Springs & Sawgrass Sky: 3 Days Solo in Gainesville

5 stops

Salt Air & Wingbeats: A Solo Explorer's Fort Lauderdale

3 Days · Solo

Fort Lauderdale area, Florida

Salt Air & Wingbeats: A Solo Explorer's Fort Lauderdale

8 stops

Cobblestones, Cannons & Copper Stills: 3 Days in St. Augustine

3 Days · Teen Families

St. Augustine, Florida, Florida

Cobblestones, Cannons & Copper Stills: 3 Days in St. Augustine

6 stops

Lakeside Light & Spring-Fed Quiet: Two Days Beyond the Parks

2 Days · Active Retirees

Greater Orlando (non-theme park), Florida

Lakeside Light & Spring-Fed Quiet: Two Days Beyond the Parks

4 stops

Springs, Sinkholes & Saw-Grass Skies: 3 Days in Gainesville

3 Days · Teen Families

Gainesville area, Florida

Springs, Sinkholes & Saw-Grass Skies: 3 Days in Gainesville

4 stops

Butterflies, Banyans & Slow Florida Mornings: 2 Days in Fort Lauderdale with Kids

2 Days · Young Families

Fort Lauderdale area, Florida

Butterflies, Banyans & Slow Florida Mornings: 2 Days in Fort Lauderdale with Kids

5 stops

Art Deco Light & Cuban Rhythms: 3 Days in Miami

3 Days · Active Retirees

Miami, Florida

Art Deco Light & Cuban Rhythms: 3 Days in Miami

4 stops

Sandy Toes & Slow Afternoons: 2 Days in Miami with Little Ones

2 Days · Young Families

Miami, Florida

Sandy Toes & Slow Afternoons: 2 Days in Miami with Little Ones

3 stops

Banyan Shade & Butterfly Wings: Three Easy Days in Fort Lauderdale

3 Days · Active Retirees

Fort Lauderdale area, Florida

Banyan Shade & Butterfly Wings: Three Easy Days in Fort Lauderdale

7 stops

Deco Light & Ocean Breath: A Miami Escape for Two

2 Days · Couples

Miami, Florida

Deco Light & Ocean Breath: A Miami Escape for Two

5 stops

Banyan Shade & Wingbeats: A Fort Lauderdale Escape for Two

2 Days · Couples

Fort Lauderdale area, Florida

Banyan Shade & Wingbeats: A Fort Lauderdale Escape for Two

6 stops

Gulf Light & Garden Shade: 3 Days in Tampa Bay

3 Days · Active Retirees

Tampa Bay area, Florida

Gulf Light & Garden Shade: 3 Days in Tampa Bay

8 stops

Gentle Gulf Days: A Fall Family Escape to Tampa Bay

2 Days · Young Families

Tampa Bay area, Florida

Gentle Gulf Days: A Fall Family Escape to Tampa Bay

3 stops

Barrier Island Light: A Fall Escape to Tampa Bay's Gulf Coast

2 Days · Couples

Tampa Bay area, Florida

Barrier Island Light: A Fall Escape to Tampa Bay's Gulf Coast

6 stops

Coquina Light: Three Slow Days in America's Oldest City

3 Days · Active Retirees

St. Augustine, Florida, Florida

Coquina Light: Three Slow Days in America's Oldest City

6 stops

Springs, Lantern Light & Lakeside Streets: A Couples' Escape to Old Florida

2 Days · Couples

Greater Orlando (non-theme park), Florida

Springs, Lantern Light & Lakeside Streets: A Couples' Escape to Old Florida

4 stops

Springs, Citrus, and Lakeside Streets: 3 Days in Old Florida

3 Days · Active Retirees

Greater Orlando (non-theme park), Florida

Springs, Citrus, and Lakeside Streets: 3 Days in Old Florida

4 stops

Sinkholes, Springs & Saw-Grass Sky: 3 Days in Gainesville

3 Days · Active Retirees

Gainesville area, Florida

Sinkholes, Springs & Saw-Grass Sky: 3 Days in Gainesville

5 stops

Springs, Sawgrass & Slow Golden Light: 2 Days in Gainesville

2 Days · Couples

Gainesville area, Florida

Springs, Sawgrass & Slow Golden Light: 2 Days in Gainesville

4 stops

Showing 60 of 103 — 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?

⌄

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?

⌄

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?

⌄

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?

⌄

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.

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