Spring Itineraries in Florida

Mild days, waking landscapes, and thinner crowds before peak season hits — plans timed for the shoulder-season sweet spot.

34 itineraries

Salt Air & Sand Dollars: 3 Days on Amelia Island

3 Days · Teen Families

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Sand Dollars: 3 Days on Amelia Island

7 stops

Salt Air, Fighter Jets & Fortress Tunnels: 3 Days in Pensacola

3 Days · Teen Families

Pensacola, Florida, Florida

Salt Air, Fighter Jets & Fortress Tunnels: 3 Days in Pensacola

8 stops

Salt Air & Solitude: 3 Days Alone on the First Coast

3 Days · Solo

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Solitude: 3 Days Alone on the First Coast

8 stops

Sea Turtles, Sand, and Solo Sunsets: 3 Days in Palm Beach

3 Days · Solo

Palm Beach area, Florida

Sea Turtles, Sand, and Solo Sunsets: 3 Days in Palm Beach

4 stops

Salt Air & Sentinel Walls: 3 Days Solo in Pensacola

3 Days · Solo

Pensacola, Florida, Florida

Salt Air & Sentinel Walls: 3 Days Solo in Pensacola

6 stops

Orchids, Tides & Gilded Halls: Two Easy Days on the Gulf Coast

2 Days · Active Retirees

Sarasota area, Florida

Orchids, Tides & Gilded Halls: Two Easy Days on the Gulf Coast

4 stops

Sand, Silence, and Gilded Halls: A Solo Sarasota Weekend

3 Days · Solo

Sarasota area, Florida

Sand, Silence, and Gilded Halls: A Solo Sarasota Weekend

5 stops

Salt Air & Brick Streets: Two Days on Amelia Island

2 Days · Active Retirees

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Brick Streets: Two Days on Amelia Island

5 stops

Sand, Circus Gold & Cypress Shadows: 3 Days in Sarasota

3 Days · Teen Families

Sarasota area, Florida

Sand, Circus Gold & Cypress Shadows: 3 Days in Sarasota

5 stops

Palafox Light & Fortress Wind: Two Gentle Days in Pensacola

2 Days · Active Retirees

Pensacola, Florida, Florida

Palafox Light & Fortress Wind: Two Gentle Days in Pensacola

3 stops

Turtles, Tides, and Old Florida Light: Two Days on Palm Beach's Shore

2 Days · Active Retirees

Palm Beach area, Florida

Turtles, Tides, and Old Florida Light: Two Days on Palm Beach's Shore

3 stops

Salt Air & Small Steps: Two Gentle Days in Pensacola

2 Days · Young Families

Pensacola, Florida, Florida

Salt Air & Small Steps: Two Gentle Days in Pensacola

4 stops

Sandcastles & Salt Marsh: 2 Days on Amelia Island with Little Ones

2 Days · Young Families

First Coast (Amelia Island, Jacksonville), Florida

Sandcastles & Salt Marsh: 2 Days on Amelia Island with Little Ones

4 stops

Salt Air & Second Glances: Two Days in Pensacola

2 Days · Couples

Pensacola, Florida, Florida

Salt Air & Second Glances: Two Days in Pensacola

3 stops

Salt Air & Brick Streets: Two Days on Amelia Island

2 Days · Couples

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Brick Streets: Two Days on Amelia Island

4 stops

Sand, Sunsets & Orchids: 2 Days in Sarasota with the Kids

2 Days · Young Families

Sarasota area, Florida

Sand, Sunsets & Orchids: 2 Days in Sarasota with the Kids

4 stops

Sand, Silence & Salt Air: A Sarasota Weekend for Two

2 Days · Couples

Sarasota area, Florida

Sand, Silence & Salt Air: A Sarasota Weekend for Two

5 stops

Turtles, Tides, and Twilight: Two Days Along Palm Beach's Northern Shore

2 Days · Couples

Palm Beach area, Florida

Turtles, Tides, and Twilight: Two Days Along Palm Beach's Northern Shore

3 stops

Turtles, Tides & Tiny Footprints: 2 Days in Palm Beach with Little Ones

2 Days · Young Families

Palm Beach area, Florida

Turtles, Tides & Tiny Footprints: 2 Days in Palm Beach with Little Ones

4 stops

Salt Air & Small Steps: 3 Days in Pensacola with Little Ones

3 Days · Young Families

Pensacola, Florida, Florida

Salt Air & Small Steps: 3 Days in Pensacola with Little Ones

4 stops

Gulf Light & Garden Shade: 3 Days in Sarasota

3 Days · Couples

Sarasota area, Florida

Gulf Light & Garden Shade: 3 Days in Sarasota

5 stops

Salt Air & Sea Grass: 3 Days of Slow Romance on the First Coast

3 Days · Couples

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Sea Grass: 3 Days of Slow Romance on the First Coast

6 stops

Turtles, Tide Pools & Tiny Footprints: 3 Days in Palm Beach

3 Days · Young Families

Palm Beach area, Florida

Turtles, Tide Pools & Tiny Footprints: 3 Days in Palm Beach

3 stops

Salt Air & Slow Light: 3 Days in Pensacola for Two

3 Days · Couples

Pensacola, Florida, Florida

Salt Air & Slow Light: 3 Days in Pensacola for Two

5 stops

Turtles, Tides & Terrapin Light: 3 Days Along Palm Beach's Shoreline

3 Days · Couples

Palm Beach area, Florida

Turtles, Tides & Terrapin Light: 3 Days Along Palm Beach's Shoreline

4 stops

Sandy Toes & Fort Walls: 3 Days on Amelia Island with Little Ones

3 Days · Young Families

First Coast (Amelia Island, Jacksonville), Florida

Sandy Toes & Fort Walls: 3 Days on Amelia Island with Little Ones

5 stops

Sandy Toes & Orchid Trails: 3 Days in Sarasota with the Kids

3 Days · Young Families

Sarasota area, Florida

Sandy Toes & Orchid Trails: 3 Days in Sarasota with the Kids

6 stops

Slow Light on the Shoreline: 4 Days in Miami

4 Days · Active Retirees

Miami, Florida

Slow Light on the Shoreline: 4 Days in Miami

6 stops

Gentle Days in the City Beautiful: 4 Days in Orlando

4 Days · Active Retirees

Orlando, Florida

Gentle Days in the City Beautiful: 4 Days in Orlando

6 stops

Cobblestones & Coquina: Three Slow Days in America's Oldest City

3 Days · Active Retirees

St. Augustine, Florida, Florida

Cobblestones & Coquina: Three Slow Days in America's Oldest City

6 stops

Banyan Shade & Butterfly Wings: 3 Days Solo in Fort Lauderdale

3 Days · Solo

Fort Lauderdale area, Florida

Banyan Shade & Butterfly Wings: 3 Days Solo in Fort Lauderdale

10 stops

Spanish Moss & Marsh Light: A Tallahassee Escape for Two

3 Days · Couples

Tallahassee area, Florida

Spanish Moss & Marsh Light: A Tallahassee Escape for Two

8 stops

Salt Air & Southern Grace: Three Days in Pensacola

3 Days · Active Retirees

Pensacola, Florida, Florida

Salt Air & Southern Grace: Three Days in Pensacola

5 stops

Springs, Sinkholes, and Sky: Three Slow Days in Gainesville

3 Days · Active Retirees

Gainesville area, Florida

Springs, Sinkholes, and Sky: Three Slow Days in Gainesville

4 stops

Banyan Shade & Butterfly Wings: 4 Easy Days in Fort Lauderdale

4 Days · Active Retirees

Fort Lauderdale area, Florida

Banyan Shade & Butterfly Wings: 4 Easy Days in Fort Lauderdale

8 stops

Cobblestones & Candlelight: 3 Days in St. Augustine

3 Days · Couples

St. Augustine, Florida, Florida

Cobblestones & Candlelight: 3 Days in St. Augustine

6 stops

Gulf Light & Garden Shade: 4 Days in Tampa Bay

4 Days · Active Retirees

Tampa Bay area, Florida

Gulf Light & Garden Shade: 4 Days in Tampa Bay

8 stops

Springs, Citrus & Lakeside Porches: Three Slow Days in Old Florida

3 Days · Active Retirees

Greater Orlando (non-theme park), Florida

Springs, Citrus & Lakeside Porches: Three Slow Days in Old Florida

3 stops

Bay Breezes & Gilded Halls: 3 Days in Sarasota

3 Days · Active Retirees

Sarasota area, Florida

Bay Breezes & Gilded Halls: 3 Days in Sarasota

6 stops

Springs, Citrus & Lakeside Light: 3 Days in Greater Orlando

3 Days · Couples

Greater Orlando (non-theme park), Florida

Springs, Citrus & Lakeside Light: 3 Days in Greater Orlando

6 stops

Turtles, Tides & Golden Hours: 3 Days Along Palm Beach's Coast

3 Days · Active Retirees

Palm Beach area, Florida

Turtles, Tides & Golden Hours: 3 Days Along Palm Beach's Coast

3 stops

Salt Air & Slow Mornings: 3 Days on the First Coast

3 Days · Active Retirees

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Slow Mornings: 3 Days on the First Coast

6 stops

Spanish Moss & Marble Halls: Three Gentle Days in Tallahassee

3 Days · Active Retirees

Tallahassee area, Florida

Spanish Moss & Marble Halls: Three Gentle Days in Tallahassee

4 stops

Sand, Salt, and Solo Time: Three Days Along Tampa Bay's Gulf Edge

3 Days · Solo

Tampa Bay area, Florida

Sand, Salt, and Solo Time: Three Days Along Tampa Bay's Gulf Edge

9 stops

Springs, Sinkholes & Sandhill Skies: 3 Days in Gainesville

3 Days · Couples

Gainesville area, Florida

Springs, Sinkholes & Sandhill Skies: 3 Days in Gainesville

4 stops

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