Summer Itineraries in Florida

Long daylight hours and peak-season energy — plans built for the busiest, brightest stretch of the year.

102 itineraries

Spring-Fed Solitude: 5 Days Through Ocala's Crystal Waters

5 Days · Solo

Ocala area, Florida

Spring-Fed Solitude: 5 Days Through Ocala's Crystal Waters

9 stops

Springs, Pines & Firelight: 5 Days in the Ocala Outback

5 Days · Teen Families

Ocala area, Florida

Springs, Pines & Firelight: 5 Days in the Ocala Outback

9 stops

Spring Light & Pine Shadow: 4 Days Solo in Ocala Country

4 Days · Solo

Ocala area, Florida

Spring Light & Pine Shadow: 4 Days Solo in Ocala Country

6 stops

Spring-Fed Days: A Teen Family Escape into North Central Florida's Liquid Wilderness

4 Days · Teen Families

Florida Springs (North Central), Florida

Spring-Fed Days: A Teen Family Escape into North Central Florida's Liquid Wilderness

5 stops

Spring-Fed and Sun-Soaked: 4 Days in the Ocala Wilds

4 Days · Teen Families

Ocala area, Florida

Spring-Fed and Sun-Soaked: 4 Days in the Ocala Wilds

6 stops

Spring Light & Pine Shade: 5 Days of Old Florida Ease Near Ocala

5 Days · Active Retirees

Ocala area, Florida

Spring Light & Pine Shade: 5 Days of Old Florida Ease Near Ocala

7 stops

Silver Water, Slow Hours: 4 Days of Ocala's Springs

4 Days · Active Retirees

Ocala area, Florida

Silver Water, Slow Hours: 4 Days of Ocala's Springs

6 stops

Still Waters & Ancient Light: 4 Days Among Florida's Springs

4 Days · Active Retirees

Florida Springs (North Central), Florida

Still Waters & Ancient Light: 4 Days Among Florida's Springs

5 stops

Springs, Sand, and Slow Afternoons: 5 Days Near Ocala

5 Days · Young Families

Ocala area, Florida

Springs, Sand, and Slow Afternoons: 5 Days Near Ocala

6 stops

Springs, Stillness & Starlight: 5 Days of Old Florida for Two

5 Days · Couples

Ocala area, Florida

Springs, Stillness & Starlight: 5 Days of Old Florida for Two

9 stops

Silver Water, Slow Light: 4 Days of Old Florida Romance Near Ocala

4 Days · Couples

Ocala area, Florida

Silver Water, Slow Light: 4 Days of Old Florida Romance Near Ocala

6 stops

Salt Air & Slow Days: 4 Days Solo on the Gulf Coast

4 Days · Solo

Sarasota area, Florida

Salt Air & Slow Days: 4 Days Solo on the Gulf Coast

6 stops

Turtles, Tides & Island Hush: 4 Days Alone on Palm Beach

4 Days · Solo

Palm Beach area, Florida

Turtles, Tides & Island Hush: 4 Days Alone on Palm Beach

8 stops

Salt Air & Slow Streets: 4 Days Solo on Amelia Island

4 Days · Solo

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Slow Streets: 4 Days Solo on Amelia Island

8 stops

Salt Air & Colonial Stone: 4 Days Solo in Pensacola

4 Days · Solo

Pensacola, Florida, Florida

Salt Air & Colonial Stone: 4 Days Solo in Pensacola

7 stops

Salt Air & Sunlit Stories: 4 Days in Pensacola

4 Days · Active Retirees

Pensacola, Florida, Florida

Salt Air & Sunlit Stories: 4 Days in Pensacola

6 stops

Salt Air & Slow Mornings: Four Days on Amelia Island

4 Days · Active Retirees

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Slow Mornings: Four Days on Amelia Island

5 stops

Gulf Light & Garden Shade: 4 Days in Sarasota

4 Days · Active Retirees

Sarasota area, Florida

Gulf Light & Garden Shade: 4 Days in Sarasota

4 stops

Salt Air & Small Steps: 4 Days in Pensacola with Little Ones

4 Days · Young Families

Pensacola, Florida, Florida

Salt Air & Small Steps: 4 Days in Pensacola with Little Ones

5 stops

Sand Between Their Toes: 4 Family Days in Sarasota

4 Days · Young Families

Sarasota area, Florida

Sand Between Their Toes: 4 Family Days in Sarasota

4 stops

Turtles, Tides & Tiny Footprints: 4 Days in Palm Beach

4 Days · Young Families

Palm Beach area, Florida

Turtles, Tides & Tiny Footprints: 4 Days in Palm Beach

4 stops

Sandy Toes & Fort Walls: 4 Days on Amelia Island with Little Ones

4 Days · Young Families

First Coast (Amelia Island, Jacksonville), Florida

Sandy Toes & Fort Walls: 4 Days on Amelia Island with Little Ones

9 stops

Sand, Fort & Salt Marsh: A Teen Family Escape to the First Coast

2 Days · Teen Families

First Coast (Amelia Island, Jacksonville), Florida

Sand, Fort & Salt Marsh: A Teen Family Escape to the First Coast

5 stops

Sand, Silence, and Circus Dreams: Two Days Solo in Sarasota

2 Days · Solo

Sarasota area, Florida

Sand, Silence, and Circus Dreams: Two Days Solo in Sarasota

4 stops

Salt Air & Solitude: 2 Days on Amelia Island

2 Days · Solo

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Solitude: 2 Days on Amelia Island

5 stops

Sand, Sun, and Circus Dreams: 2 Days in Sarasota

2 Days · Teen Families

Sarasota area, Florida

Sand, Sun, and Circus Dreams: 2 Days in Sarasota

3 stops

Salt Air & Solitude: Two Days Between Palafox Street and the Gulf

2 Days · Solo

Pensacola, Florida, Florida

Salt Air & Solitude: Two Days Between Palafox Street and the Gulf

4 stops

Salt, Steel, and Sunsets: 2 Days in Pensacola with the Family

2 Days · Teen Families

Pensacola, Florida, Florida

Salt, Steel, and Sunsets: 2 Days in Pensacola with the Family

6 stops

Turtles, Tides & Teen Time: Two Days on Palm Beach's Wild Edge

2 Days · Teen Families

Palm Beach area, Florida

Turtles, Tides & Teen Time: Two Days on Palm Beach's Wild Edge

5 stops

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

2 Days · Teen Families

Ocala area, Florida

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

4 stops

Springs, Solitude, and Silver Water: 2 Days Solo in Ocala

2 Days · Solo

Ocala area, Florida

Springs, Solitude, and Silver Water: 2 Days Solo in Ocala

4 stops

Springfed Solitude: 3 Days Among Florida's Crystal Waters

3 Days · Solo

Florida Springs (North Central), Florida

Springfed Solitude: 3 Days Among Florida's Crystal Waters

4 stops

Springs, Sand, and Cypress Shade: 3 Days Around Ocala

3 Days · Teen Families

Ocala area, Florida

Springs, Sand, and Cypress Shade: 3 Days Around Ocala

4 stops

Spring-Fed Solitude: 3 Days of Silver Water and Longleaf Pines Near Ocala

3 Days · Solo

Ocala area, Florida

Spring-Fed Solitude: 3 Days of Silver Water and Longleaf Pines Near Ocala

5 stops

Silver Water, Slow Days: A Lake Cabin Escape Near Ocala

2 Days · Active Retirees

Ocala area, Florida

Silver Water, Slow Days: A Lake Cabin Escape Near Ocala

2 stops

Turquoise Water, Slower Days: A North Florida Springs Escape

3 Days · Teen Families

Florida Springs (North Central), Florida

Turquoise Water, Slower Days: A North Florida Springs Escape

4 stops

Silver Water & Piney Shade: A Family Weekend Near Ocala

2 Days · Young Families

Ocala area, Florida

Silver Water & Piney Shade: A Family Weekend Near Ocala

2 stops

Turquoise Mornings: A Family Weekend Among North Florida's Springs

2 Days · Young Families

Florida Springs (North Central), Florida

Turquoise Mornings: A Family Weekend Among North Florida's Springs

2 stops

Springs, Slow Mornings, and Cool Turquoise Water: 3 Days in North Central Florida

3 Days · Active Retirees

Florida Springs (North Central), Florida

Springs, Slow Mornings, and Cool Turquoise Water: 3 Days in North Central Florida

4 stops

Silver Water & Longleaf Shade: 3 Days in Ocala Country

3 Days · Active Retirees

Ocala area, Florida

Silver Water & Longleaf Shade: 3 Days in Ocala Country

6 stops

Springs, Stillness & Small Splashes: 3 Days of Old Florida for Families

3 Days · Young Families

Ocala area, Florida

Springs, Stillness & Small Splashes: 3 Days of Old Florida for Families

4 stops

Sand, Circus Gold & Black Water: 3 Days in Sarasota

3 Days · Teen Families

Sarasota area, Florida

Sand, Circus Gold & Black Water: 3 Days in Sarasota

4 stops

Gardens, Gulf, and Golden Light: Two Easy Days in Sarasota

2 Days · Active Retirees

Sarasota area, Florida

Gardens, Gulf, and Golden Light: Two Easy Days in Sarasota

3 stops

Sand, Silence & Gilded Halls: 3 Days Solo in Sarasota

3 Days · Solo

Sarasota area, Florida

Sand, Silence & Gilded Halls: 3 Days Solo in Sarasota

6 stops

Salt Air & Storied Streets: Two Easy Days in Pensacola

2 Days · Active Retirees

Pensacola, Florida, Florida

Salt Air & Storied Streets: Two Easy Days in Pensacola

3 stops

Salt Air & Squadron Skies: 3 Days in Pensacola

3 Days · Teen Families

Pensacola, Florida, Florida

Salt Air & Squadron Skies: 3 Days in Pensacola

6 stops

Turtles, Tides & Teen Time: 3 Days Along the Palm Beach Coast

3 Days · Teen Families

Palm Beach area, Florida

Turtles, Tides & Teen Time: 3 Days Along the Palm Beach Coast

5 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 & Sentinel Skies: 3 Days Solo in Pensacola

3 Days · Solo

Pensacola, Florida, Florida

Salt Air & Sentinel Skies: 3 Days Solo in Pensacola

6 stops

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

3 Days · Solo

First Coast (Amelia Island, Jacksonville), Florida

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

5 stops

Salt Air & Brick Streets: Two Easy Days on Amelia Island

2 Days · Active Retirees

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Brick Streets: Two Easy Days on Amelia Island

3 stops

Orchids, Tides, and Gulf Light: 2 Days in Sarasota

2 Days · Couples

Sarasota area, Florida

Orchids, Tides, and Gulf Light: 2 Days in Sarasota

4 stops

Salt Air & Slow Mornings: 3 Days on Amelia Island

3 Days · Active Retirees

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Slow Mornings: 3 Days on Amelia Island

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 on the Palm Beach Coast

2 Days · Young Families

Palm Beach area, Florida

Turtles, Tides & Tiny Footprints: 2 Days on the Palm Beach Coast

4 stops

Salt Air & Storied Streets: 3 Days in Pensacola

3 Days · Active Retirees

Pensacola, Florida, Florida

Salt Air & Storied Streets: 3 Days in Pensacola

4 stops

Sandcastles & Salt Air: A Family Escape to Amelia Island

2 Days · Young Families

First Coast (Amelia Island, Jacksonville), Florida

Sandcastles & Salt Air: A Family Escape to Amelia Island

4 stops

Turtles, Tides, and Island Time: 3 Days in Palm Beach

3 Days · Active Retirees

Palm Beach area, Florida

Turtles, Tides, and Island Time: 3 Days in Palm Beach

3 stops

Gardens, Gulf, and Gilded Halls: 3 Days in Sarasota

3 Days · Active Retirees

Sarasota area, Florida

Gardens, Gulf, and Gilded Halls: 3 Days in Sarasota

4 stops

Sand, Sun, and Slow Mornings: 2 Days in Sarasota with the Kids

2 Days · Young Families

Sarasota area, Florida

Sand, Sun, and Slow Mornings: 2 Days in Sarasota with the Kids

4 stops

Showing 60 of 102 — explore all of Florida.

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