Spring Itineraries in Florida

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

99 itineraries

Gardens, Gulf, and Gentle Currents: 4 Days in Sarasota

4 Days · Active Retirees

Sarasota area, Florida

Gardens, Gulf, and Gentle Currents: 4 Days in Sarasota

6 stops

Salt Air & Storied Streets: 4 Days in Pensacola

4 Days · Active Retirees

Pensacola, Florida, Florida

Salt Air & Storied Streets: 4 Days in Pensacola

8 stops

Turtles, Tides & Tiki Breezes: 4 Days in Palm Beach

4 Days · Active Retirees

Palm Beach area, Florida

Turtles, Tides & Tiki Breezes: 4 Days in Palm Beach

6 stops

Salt Air & Slow Mornings: 4 Days on Amelia Island

4 Days · Active Retirees

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Slow Mornings: 4 Days on Amelia Island

6 stops

Slow Magic: 5 Days in Orlando with the Little Ones

5 Days · Young Families

Orlando, Florida

Slow Magic: 5 Days in Orlando with the Little Ones

7 stops

Salt Air & Small Steps: 4 Days in Pensacola with the Kids

4 Days · Young Families

Pensacola, Florida, Florida

Salt Air & Small Steps: 4 Days in Pensacola with the Kids

6 stops

Sand, Shade & Sunsets: 4 Days in Sarasota with the Kids

4 Days · Young Families

Sarasota area, Florida

Sand, Shade & Sunsets: 4 Days in Sarasota with the Kids

6 stops

Gulf Light & Orchid Air: 4 Days in Sarasota

4 Days · Couples

Sarasota area, Florida

Gulf Light & Orchid Air: 4 Days in Sarasota

7 stops

Salt Air & Slow Mornings: 4 Days in Pensacola for Two

4 Days · Couples

Pensacola, Florida, Florida

Salt Air & Slow Mornings: 4 Days in Pensacola for Two

8 stops

Sandcastles & Salt Marsh: 4 Days on Amelia Island with Little Ones

4 Days · Young Families

First Coast (Amelia Island, Jacksonville), Florida

Sandcastles & Salt Marsh: 4 Days on Amelia Island with Little Ones

9 stops

Salt Air & Slow Hours: Four Days on Amelia Island

4 Days · Couples

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Slow Hours: Four Days on Amelia Island

8 stops

Sand, Salt, and Circus Gold: 2 Days in Sarasota

2 Days · Teen Families

Sarasota area, Florida

Sand, Salt, and Circus Gold: 2 Days in Sarasota

4 stops

Salt Air & Sea Fortress: Two Days Solo in Pensacola

2 Days · Solo

Pensacola, Florida, Florida

Salt Air & Sea Fortress: Two Days Solo in Pensacola

4 stops

Wings, Waves, and Whitewashed Walls: 2 Days in Pensacola

2 Days · Teen Families

Pensacola, Florida, Florida

Wings, Waves, and Whitewashed Walls: 2 Days in Pensacola

4 stops

Salt Air & Sand Dunes: A First Coast Weekend for Teen Families

2 Days · Teen Families

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Sand Dunes: A First Coast Weekend for Teen Families

4 stops

Salt Air & Solitude: Two Days on the First Coast

2 Days · Solo

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Solitude: Two Days on the First Coast

5 stops

Turtles, Tides & Island Time: Two Days Solo on Palm Beach's Northern Shore

2 Days · Solo

Palm Beach area, Florida

Turtles, Tides & Island Time: Two Days Solo on Palm Beach's Northern Shore

4 stops

Turtles, Tides & Teen Time: A Palm Beach Family Weekend

2 Days · Teen Families

Palm Beach area, Florida

Turtles, Tides & Teen Time: A Palm Beach Family Weekend

4 stops

Orchids, Gulf Sand, and Wild Water: A Solo Escape to Sarasota

2 Days · Solo

Sarasota area, Florida

Orchids, Gulf Sand, and Wild Water: A Solo Escape to Sarasota

4 stops

Sun, Sand & Deco Dreams: 2 Days in Miami for Teen Families

2 Days · Teen Families

Miami, Florida

Sun, Sand & Deco Dreams: 2 Days in Miami for Teen Families

4 stops

Spanish Moss & Marsh Light: 3 Days Solo in Tallahassee

3 Days · Solo

Tallahassee area, Florida

Spanish Moss & Marsh Light: 3 Days Solo in Tallahassee

8 stops

Springs, Sawgrass & Solo Wanderings: 3 Days in Gainesville

3 Days · Solo

Gainesville area, Florida

Springs, Sawgrass & Solo Wanderings: 3 Days in Gainesville

6 stops

Cobblestones & Coquina: A Solo Wander Through St. Augustine

3 Days · Solo

St. Augustine, Florida, Florida

Cobblestones & Coquina: A Solo Wander Through St. Augustine

6 stops

Springs, Sidewalks & Citrus Skies: 3 Days Beyond the Parks

3 Days · Teen Families

Greater Orlando (non-theme park), Florida

Springs, Sidewalks & Citrus Skies: 3 Days Beyond the Parks

10 stops

Spanish Moss & Salt Marsh: 3 Days in Tallahassee

3 Days · Teen Families

Tallahassee area, Florida

Spanish Moss & Salt Marsh: 3 Days in Tallahassee

8 stops

Lakeside Hours & Spring-Fed Mornings: Two Unhurried Days in Central Florida

2 Days · Active Retirees

Greater Orlando (non-theme park), Florida

Lakeside Hours & Spring-Fed Mornings: Two Unhurried Days in Central Florida

4 stops

Springs, Sinkholes & Sky: 3 Days in Gainesville

3 Days · Teen Families

Gainesville area, Florida

Springs, Sinkholes & Sky: 3 Days in Gainesville

5 stops

Coquina Stone & Slow Afternoons: 2 Days in St. Augustine

2 Days · Active Retirees

St. Augustine, Florida, Florida

Coquina Stone & Slow Afternoons: 2 Days in St. Augustine

4 stops

Springs, Silence, and Small-Town Streets: 3 Days in Central Florida's Quiet Corner

3 Days · Solo

Greater Orlando (non-theme park), Florida

Springs, Silence, and Small-Town Streets: 3 Days in Central Florida's Quiet Corner

11 stops

Springs, Sky, and Saw-Grass: Two Gentle Days Around Gainesville

2 Days · Active Retirees

Gainesville area, Florida

Springs, Sky, and Saw-Grass: Two Gentle Days Around Gainesville

3 stops

Cobblestones & Coquina: 3 Days in St. Augustine

3 Days · Teen Families

St. Augustine, Florida, Florida

Cobblestones & Coquina: 3 Days in St. Augustine

7 stops

Marble Halls & Marsh Light: A Gentle Two Days in Tallahassee

2 Days · Active Retirees

Tallahassee area, Florida

Marble Halls & Marsh Light: A Gentle Two Days in Tallahassee

3 stops

Sand, Sun, and Sanctuary: 3 Days in Tampa Bay

3 Days · Teen Families

Tampa Bay area, Florida

Sand, Sun, and Sanctuary: 3 Days in Tampa Bay

6 stops

Banyan Shade & Butterfly Wings: 3 Days in Fort Lauderdale

3 Days · Teen Families

Fort Lauderdale area, Florida

Banyan Shade & Butterfly Wings: 3 Days in Fort Lauderdale

8 stops

Gulf Light & Garden Peacocks: Two Unhurried Days in Tampa Bay

2 Days · Active Retirees

Tampa Bay area, Florida

Gulf Light & Garden Peacocks: Two Unhurried Days in Tampa Bay

4 stops

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

2 Days · Active Retirees

Fort Lauderdale area, Florida

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

4 stops

Boardwalks, Bison, and Blue-Green Water: A Family Weekend in Gainesville

2 Days · Young Families

Gainesville area, Florida

Boardwalks, Bison, and Blue-Green Water: A Family Weekend in Gainesville

3 stops

Spanish Moss & Salt Marsh: A Tallahassee Weekend for Two

2 Days · Couples

Tallahassee area, Florida

Spanish Moss & Salt Marsh: A Tallahassee Weekend for Two

5 stops

Lakeside Antiques & Cypress Springs: Two Days in the Quiet Orlando

2 Days · Couples

Greater Orlando (non-theme park), Florida

Lakeside Antiques & Cypress Springs: Two Days in the Quiet Orlando

6 stops

Cobblestones & Cannon Fire: 2 Days in St. Augustine with Little Ones

2 Days · Young Families

St. Augustine, Florida, Florida

Cobblestones & Cannon Fire: 2 Days in St. Augustine with Little Ones

4 stops

Springs, Sinkholes & Sawgrass Skies: Two Days in Gainesville

2 Days · Couples

Gainesville area, Florida

Springs, Sinkholes & Sawgrass Skies: Two Days in Gainesville

4 stops

Coquina Stone & Candlelight: Two Days in St. Augustine

2 Days · Couples

St. Augustine, Florida, Florida

Coquina Stone & Candlelight: Two Days in St. Augustine

5 stops

Spanish Moss & Marsh Light: A Family Weekend in Tallahassee

2 Days · Young Families

Tallahassee area, Florida

Spanish Moss & Marsh Light: A Family Weekend in Tallahassee

3 stops

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

3 Days · Active Retirees

Fort Lauderdale area, Florida

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

8 stops

Deco Light & Ocean Air: A Miami Escape for Two

2 Days · Couples

Miami, Florida

Deco Light & Ocean Air: A Miami Escape for Two

4 stops

Banyan Shade & Butterfly Wings: A Fort Lauderdale Escape for Two

2 Days · Couples

Fort Lauderdale area, Florida

Banyan Shade & Butterfly Wings: A Fort Lauderdale Escape for Two

6 stops

Gentle Gulf Days: A Family's Slow Wander Through Clearwater & Dunedin

2 Days · Young Families

Tampa Bay area, Florida

Gentle Gulf Days: A Family's Slow Wander Through Clearwater & Dunedin

4 stops

Sandy Toes & Sea Breeze: A Family Weekend in Miami

2 Days · Young Families

Miami, Florida

Sandy Toes & Sea Breeze: A Family Weekend in Miami

4 stops

Butterflies, Banyans & Bedtime by Six: Fort Lauderdale with Little Ones

2 Days · Young Families

Fort Lauderdale area, Florida

Butterflies, Banyans & Bedtime by Six: Fort Lauderdale with Little Ones

4 stops

Barefoot Horizons: Two Days of Gulf Light and Old Florida Grace

2 Days · Couples

Tampa Bay area, Florida

Barefoot Horizons: Two Days of Gulf Light and Old Florida Grace

6 stops

Banyan Shade & Butterfly Wings: A Fort Lauderdale Escape for Two

3 Days · Couples

Fort Lauderdale area, Florida

Banyan Shade & Butterfly Wings: A Fort Lauderdale Escape for Two

9 stops

Gentle Gulf Days: A Family Rhythm in Tampa Bay

3 Days · Young Families

Tampa Bay area, Florida

Gentle Gulf Days: A Family Rhythm in Tampa Bay

6 stops

Gulf Light & Garden Shade: 3 Days in Tampa Bay

3 Days · Couples

Tampa Bay area, Florida

Gulf Light & Garden Shade: 3 Days in Tampa Bay

7 stops

Wings, Banyans & Bare Feet: 3 Family Days in Fort Lauderdale

3 Days · Young Families

Fort Lauderdale area, Florida

Wings, Banyans & Bare Feet: 3 Family Days in Fort Lauderdale

6 stops

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

Showing 60 of 99 — explore all of Florida.

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