
2 Days · Teen Families
Tampa Bay area, Florida
Gulf Sand & Dolphin Tales: Two Days with Teens in Tampa Bay
5 stops

2 Days · Teen Families
Fort Lauderdale area, Florida
Boulevards, Banyans & Butterfly Wings: A Fort Lauderdale Weekend
6 stops

2 Days · Teen Families
Tampa Bay area, Florida
Sand, Salt, and Sunken Gardens: A Tampa Bay Weekend for Teens and Parents Alike
5 stops

2 Days · Teen Families
Gainesville area, Florida
Springs, Sinkholes & Sky: Two Days in Wild Gainesville
4 stops

2 Days · Solo
Fort Lauderdale area, Florida
Banyan Shade & Butterfly Wings: Two Solo Days in Fort Lauderdale
6 stops

2 Days · Teen Families
Greater Orlando (non-theme park), Florida
Springs, Shops & Spanish Moss: A Teen Family Escape from Orlando
4 stops

2 Days · Solo
Tampa Bay area, Florida
Gulf Light & Garden Shade: Two Fall Days in Tampa Bay
5 stops

2 Days · Teen Families
St. Augustine, Florida, Florida
Cobblestones, Cannons & Coquina: 2 Days in St. Augustine
6 stops

2 Days · Teen Families
Tallahassee area, Florida
Spanish Moss & Salt Marsh: A Tallahassee Family Weekend
4 stops

2 Days · Teen Families
St. Augustine, Florida, Florida
Cobblestones & Coquina: Two Days in America's Oldest City
6 stops

2 Days · Teen Families
Tallahassee area, Florida
Oak Shadows & Marsh Light: Two Days Between Capital and Coast
6 stops

2 Days · Solo
Gainesville area, Florida
Springs, Sawgrass & Sky: Two Days of Wild Gainesville
4 stops

2 Days · Solo
St. Augustine, Florida, Florida
Cobblestones & Coquina: Two Days Solo in St. Augustine
4 stops

2 Days · Solo
Fort Lauderdale area, Florida
Banyan Shade & Butterfly Wings: Two Days Solo in Fort Lauderdale
6 stops

2 Days · Teen Families
Fort Lauderdale area, Florida
Butterflies, Banyans & Boulevard Lights: Two Days in Fort Lauderdale
6 stops

2 Days · Solo
Tallahassee area, Florida
Moss, Marble & Marshland: Two Days Solo in Tallahassee
4 stops

2 Days · Teen Families
Greater Orlando (non-theme park), Florida
Springs, Shops & Cypress Shade: 2 Days Beyond the Parks
4 stops

2 Days · Solo
Greater Orlando (non-theme park), Florida
Springs, Citrus Groves & Lakeside Quiet: 2 Days Beyond the Parks
6 stops

2 Days · Teen Families
Gainesville area, Florida
Springs, Sinkholes & Saw-grass Skies: 2 Days in Gainesville
4 stops

2 Days · Solo
Tampa Bay area, Florida
Sand, Salt, and Solo Light: 2 Days Along Tampa Bay's Gulf Shore
6 stops

2 Days · Active Retirees
Tampa Bay area, Florida
Gulf Light & Garden Shade: Two Easy Days in Tampa Bay
5 stops

2 Days · Active Retirees
Fort Lauderdale area, Florida
Banyan Shade & Butterfly Wings: A Gentle Fort Lauderdale Escape
5 stops

2 Days · Solo
Ocala area, Florida
Silver Water, Silent Pines: A Solo Weekend Near Ocala
6 stops

2 Days · Teen Families
Ocala area, Florida
Silver Water, Deep Woods: A Two-Day Springs Escape Near Ocala
4 stops

2 Days · Teen Families
Sarasota area, Florida
Sand, Salt, and Circus Gold: 2 Days in Sarasota
4 stops

2 Days · Solo
Pensacola, Florida, Florida
Salt Air & Sea Fortress: Two Days Solo in Pensacola
4 stops

2 Days · Teen Families
Pensacola, Florida, Florida
Wings, Waves, and Whitewashed Walls: 2 Days in Pensacola
4 stops

2 Days · Teen Families
First Coast (Amelia Island, Jacksonville), Florida
Salt Air & Sand Dunes: A First Coast Weekend for Teen Families
4 stops

2 Days · Solo
First Coast (Amelia Island, Jacksonville), Florida
Salt Air & Solitude: Two Days on the First Coast
5 stops

2 Days · Teen Families
Orlando, Florida
Castles, Coasters & Cool Evenings: Two Days in Orlando
4 stops

2 Days · Solo
Palm Beach area, Florida
Turtles, Tides & Island Time: Two Days Solo on Palm Beach's Northern Shore
4 stops

2 Days · Teen Families
Palm Beach area, Florida
Turtles, Tides & Teen Time: A Palm Beach Family Weekend
4 stops

2 Days · Solo
Sarasota area, Florida
Orchids, Gulf Sand, and Wild Water: A Solo Escape to Sarasota
4 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 · Teen Families
Miami, Florida
Sun, Sand & Deco Dreams: 2 Days in Miami for Teen Families
4 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

3 Days · Solo
Tallahassee area, Florida
Spanish Moss & Marsh Light: 3 Days Solo in Tallahassee
8 stops

3 Days · Solo
Gainesville area, Florida
Springs, Sawgrass & Solo Wanderings: 3 Days in Gainesville
6 stops

3 Days · Solo
St. Augustine, Florida, Florida
Cobblestones & Coquina: A Solo Wander Through St. Augustine
6 stops

3 Days · Teen Families
Greater Orlando (non-theme park), Florida
Springs, Sidewalks & Citrus Skies: 3 Days Beyond the Parks
10 stops

3 Days · Teen Families
Tallahassee area, Florida
Spanish Moss & Salt Marsh: 3 Days in Tallahassee
8 stops

2 Days · Active Retirees
Greater Orlando (non-theme park), Florida
Lakeside Hours & Spring-Fed Mornings: Two Unhurried Days in Central Florida
4 stops

3 Days · Teen Families
Gainesville area, Florida
Springs, Sinkholes & Sky: 3 Days in Gainesville
5 stops

2 Days · Active Retirees
Orlando, Florida
Gentle Wonder: Two Slow Days in Orlando's Garden of Imagination
4 stops

2 Days · Active Retirees
St. Augustine, Florida, Florida
Coquina Stone & Slow Afternoons: 2 Days in St. Augustine
4 stops

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

2 Days · Active Retirees
Gainesville area, Florida
Springs, Sky, and Saw-Grass: Two Gentle Days Around Gainesville
3 stops

3 Days · Teen Families
St. Augustine, Florida, Florida
Cobblestones & Coquina: 3 Days in St. Augustine
7 stops

2 Days · Active Retirees
Tallahassee area, Florida
Marble Halls & Marsh Light: A Gentle Two Days in Tallahassee
3 stops

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

2 Days · Active Retirees
Tallahassee area, Florida
Marble Halls & Marsh Light: Two Easy Days in Tallahassee
4 stops

3 Days · Teen Families
Tallahassee area, Florida
Oaks, Marble, and Marsh: A Tallahassee Family Weekend
6 stops

2 Days · Active Retirees
St. Augustine, Florida, Florida
Coquina Streets & Cannon Smoke: Two Slow Days in St. Augustine
4 stops

3 Days · Teen Families
Greater Orlando (non-theme park), Florida
Springs, Streets & Cypress Shade: 3 Days Beyond the Parks in Greater Orlando
8 stops

3 Days · Teen Families
Tampa Bay area, Florida
Sand, Sun, and Sanctuary: 3 Days in Tampa Bay
6 stops
Showing 60 of 243 — explore all of Florida.
Florida's weekend getaway options span the state's most captivating destinations, from Miami's vibrant coast to the historic charm of St. Augustine and the natural springs of North Central Florida. This collection features 30 itineraries across 14 verified destinations, offering curated experiences for every traveler type—romantic escapes, family adventures, solo journeys, and couples' retreats. Whether drawn to Gulf breezes, Spanish colonial architecture, turquoise waters, or Old Florida's quiet character, visitors will find multi-day itineraries designed to balance discovery with relaxation across Florida's diverse regions.
Frequently Asked Questions
What types of trips does this guide cover?
⌄
The guide includes 30 itineraries tailored to different travel styles: romantic getaways (such as 'Turtles, Tides & Golden Hour' in Palm Beach), family-focused adventures (including 'Springs, Sinkholes & Sleepy Prairies' in Gainesville), solo explorations (like 'Spanish Moss & Salt Marsh' in Tallahassee), and couples' retreats (including 'Turquoise Hours: A Springs Retreat for Two'). Trip lengths range from one-day experiences to three-day escapes.
Which destinations are covered in this guide?
⌄
The guide features 14 verified Florida destinations: Miami, Orlando, Palm Beach area, Tallahassee area, St. Augustine, Ocala area, Florida Springs (North Central), Gainesville area, Tampa Bay area, Fort Lauderdale area, Pensacola, Greater Orlando (non-theme park), Sarasota area, and the First Coast (Amelia Island, Jacksonville).
Are there itineraries for different trip lengths?
⌄
Yes. Most itineraries are three days long, but the guide also includes multiple two-day options such as 'Spanish Moss & Salt Marsh: Two Days Solo in Tallahassee' and 'Coquina Streets & Copper Stills: Two Days Alone in St. Augustine.' There is also one-day itinerary available, such as 'Turtles, Tides & Golden Hour: A Palm Beach Day for Two.'
What themes appear across these itineraries?
⌄
Common themes include Florida's natural springs and water features, historic architecture and Old Florida charm, coastal and Gulf experiences, and wildlife encounters. Specific itineraries highlight turquoise springs, Spanish colonial towns, salt marshes, and bay environments across different regions of the state.
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Or browse every Florida destination.