Summer Itineraries in Florida

4 Days · Active Retirees

Pensacola, Florida, Florida

Salt Air & Sunlit Stories: 4 Days in Pensacola

6 stops

4 Days · Active Retirees

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Slow Mornings: Four Days on Amelia Island

5 stops

4 Days · Active Retirees

Sarasota area, Florida

Gulf Light & Garden Shade: 4 Days in Sarasota

4 stops

4 Days · Young Families

Pensacola, Florida, Florida

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

5 stops

4 Days · Young Families

Sarasota area, Florida

Sand Between Their Toes: 4 Family Days in Sarasota

4 stops

4 Days · Young Families

Palm Beach area, Florida

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

4 stops

4 Days · Young Families

First Coast (Amelia Island, Jacksonville), Florida

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

9 stops

2 Days · Teen Families

First Coast (Amelia Island, Jacksonville), Florida

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

5 stops

2 Days · Solo

Sarasota area, Florida

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

4 stops

2 Days · Solo

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Solitude: 2 Days on Amelia Island

5 stops

2 Days · Teen Families

Sarasota area, Florida

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

3 stops

2 Days · Solo

Pensacola, Florida, Florida

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

4 stops

2 Days · Teen Families

Pensacola, Florida, Florida

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

6 stops

2 Days · Teen Families

Palm Beach area, Florida

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

5 stops

2 Days · Teen Families

Ocala area, Florida

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

4 stops

2 Days · Solo

Ocala area, Florida

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

4 stops

3 Days · Solo

Florida Springs (North Central), Florida

Springfed Solitude: 3 Days Among Florida's Crystal Waters

4 stops

3 Days · Teen Families

Ocala area, Florida

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

4 stops

3 Days · Solo

Ocala area, Florida

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

5 stops

2 Days · Active Retirees

Ocala area, Florida

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

2 stops

3 Days · Teen Families

Florida Springs (North Central), Florida

Turquoise Water, Slower Days: A North Florida Springs Escape

4 stops

2 Days · Young Families

Ocala area, Florida

Silver Water & Piney Shade: A Family Weekend Near Ocala

2 stops

2 Days · Young Families

Florida Springs (North Central), Florida

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

2 stops

3 Days · Active Retirees

Florida Springs (North Central), Florida

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

4 stops

3 Days · Active Retirees

Ocala area, Florida

Silver Water & Longleaf Shade: 3 Days in Ocala Country

6 stops

3 Days · Young Families

Ocala area, Florida

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

4 stops

3 Days · Teen Families

Sarasota area, Florida

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

4 stops

2 Days · Active Retirees

Sarasota area, Florida

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

3 stops

3 Days · Solo

Sarasota area, Florida

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

6 stops

2 Days · Active Retirees

Pensacola, Florida, Florida

Salt Air & Storied Streets: Two Easy Days in Pensacola

3 stops

3 Days · Teen Families

Pensacola, Florida, Florida

Salt Air & Squadron Skies: 3 Days in Pensacola

6 stops

3 Days · Teen Families

Palm Beach area, Florida

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

5 stops

3 Days · Teen Families

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Sand Dollars: 3 Days on Amelia Island

7 stops

3 Days · Solo

Pensacola, Florida, Florida

Salt Air & Sentinel Skies: 3 Days Solo in Pensacola

6 stops

3 Days · Solo

First Coast (Amelia Island, Jacksonville), Florida

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

5 stops

2 Days · Active Retirees

First Coast (Amelia Island, Jacksonville), Florida

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

3 stops

2 Days · Couples

Sarasota area, Florida

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

4 stops

3 Days · Active Retirees

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Slow Mornings: 3 Days on Amelia Island

5 stops

2 Days · Couples

Palm Beach area, Florida

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

3 stops

2 Days · Young Families

Palm Beach area, Florida

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

4 stops

3 Days · Active Retirees

Pensacola, Florida, Florida

Salt Air & Storied Streets: 3 Days in Pensacola

4 stops

2 Days · Young Families

First Coast (Amelia Island, Jacksonville), Florida

Sandcastles & Salt Air: A Family Escape to Amelia Island

4 stops

3 Days · Active Retirees

Palm Beach area, Florida

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

3 stops

3 Days · Active Retirees

Sarasota area, Florida

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

4 stops

2 Days · Young Families

Sarasota area, Florida

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

4 stops

2 Days · Couples

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Sea Wall Light: Two Days on Amelia Island

6 stops

2 Days · Couples

Pensacola, Florida, Florida

Salt Air & Sunset Bastions: Two Days in Pensacola

4 stops

2 Days · Young Families

Pensacola, Florida, Florida

Salt Air & Small Steps: Two Gulf Coast Days for Little Explorers

3 stops

3 Days · Couples

Palm Beach area, Florida

Sea Turtles & Salt Air: A Palm Beach Escape for Two

4 stops

3 Days · Young Families

Pensacola, Florida, Florida

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

4 stops

3 Days · Young Families

First Coast (Amelia Island, Jacksonville), Florida

Sand, Salt Marsh, and Small-Town Time: 3 Days on Amelia Island with Kids

6 stops

3 Days · Young Families

Palm Beach area, Florida

Sea Turtles, Sandcastles & Slow Island Days: 3 Days in Palm Beach with Little Ones

5 stops

3 Days · Couples

Sarasota area, Florida

Orchids, Sand, and Black Water: Three Days of Gulf Coast Romance

4 stops

3 Days · Couples

First Coast (Amelia Island, Jacksonville), Florida

Salt Air & Slow Sunsets: 3 Days on Amelia Island

5 stops

3 Days · Couples

Pensacola, Florida, Florida

Salt Air & Sunset Gold: 3 Days in Pensacola for Two

6 stops

3 Days · Young Families

Sarasota area, Florida

Sand, Shade & Sea Glass: 3 Days in Sarasota with Little Ones

4 stops

4 Days · Young Families

Miami, Florida

Slow Sun and Soft Sand: 4 Days in Miami with Little Ones

5 stops

3 Days · Teen Families

Orlando, Florida

Castles, Coasters & Springs: 3 Days of Orlando Magic for Teens and Parents

6 stops

3 Days · Teen Families

Miami, Florida

Sun, Sand & Cuban Nights: 3 Days in Miami with the Family

8 stops

4 Days · Young Families

Orlando, Florida

Slow Magic: 4 Gentle Days in Orlando with Little Ones

6 stops

Showing 60 of 85 — explore all of Florida.