
3 Days · Active Retirees
First Coast (Amelia Island, Jacksonville), Florida
Salt Air & Slow Mornings: 3 Days on Amelia Island
5 stops

3 Days · Active Retirees
Pensacola, Florida, Florida
Salt Air & Storied Streets: 3 Days in Pensacola
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

3 Days · Young Families
Pensacola, Florida, Florida
Salt Air & Small Steps: 3 Days in Pensacola with Little Ones
4 stops

3 Days · Couples
Sarasota area, Florida
Gulf Light & Garden Shade: 3 Days in Sarasota
5 stops

3 Days · Couples
First Coast (Amelia Island, Jacksonville), Florida
Salt Air & Sea Grass: 3 Days of Slow Romance on the First Coast
6 stops

3 Days · Young Families
Palm Beach area, Florida
Turtles, Tide Pools & Tiny Footprints: 3 Days in Palm Beach
3 stops

3 Days · Couples
Pensacola, Florida, Florida
Salt Air & Slow Light: 3 Days in Pensacola for Two
5 stops

3 Days · Couples
Palm Beach area, Florida
Turtles, Tides & Terrapin Light: 3 Days Along Palm Beach's Shoreline
4 stops

3 Days · Young Families
First Coast (Amelia Island, Jacksonville), Florida
Sandy Toes & Fort Walls: 3 Days on Amelia Island with Little Ones
5 stops

3 Days · Young Families
Sarasota area, Florida
Sandy Toes & Orchid Trails: 3 Days in Sarasota with the Kids
6 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

3 Days · Couples
Miami, Florida
Salt Air & Neon: Three Days of Miami Romance
6 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

3 Days · Active Retirees
St. Augustine, Florida, Florida
Cobblestones & Coquina: Three Slow Days in America's Oldest City
6 stops

3 Days · Active Retirees
Ocala area, Florida
Silver Water & Longleaf Pines: 3 Days in Ocala
4 stops

3 Days · Couples
Florida Springs (North Central), Florida
Turquoise Hours: A Springs Retreat for Two
4 stops

3 Days · Young Families
Gainesville area, Florida
Springs, Sinkholes & Sleepy Prairies: 3 Days in Gainesville with Little Ones
3 stops

3 Days · Teen Families
Tampa Bay area, Florida
Sun, Sand, and Sea Life: 3 Days in Tampa Bay
6 stops

3 Days · Active Retirees
Florida Springs (North Central), Florida
Turquoise Stillness: Three Slow Days Among Florida's Springs
3 stops

3 Days · Solo
Fort Lauderdale area, Florida
Banyan Shade & Butterfly Wings: 3 Days Solo in Fort Lauderdale
10 stops

3 Days · Couples
Tallahassee area, Florida
Spanish Moss & Marsh Light: A Tallahassee Escape for Two
8 stops

3 Days · Active Retirees
Pensacola, Florida, Florida
Salt Air & Southern Grace: Three Days in Pensacola
5 stops

3 Days · Active Retirees
Gainesville area, Florida
Springs, Sinkholes, and Sky: Three Slow Days in Gainesville
4 stops

3 Days · Couples
St. Augustine, Florida, Florida
Cobblestones & Candlelight: 3 Days in St. Augustine
6 stops

3 Days · Young Families
Greater Orlando (non-theme park), Florida
Springs, Sunbeams & Small-Town Sweetness: 3 Days in Greater Orlando
6 stops

3 Days · Active Retirees
Greater Orlando (non-theme park), Florida
Springs, Citrus & Lakeside Porches: Three Slow Days in Old Florida
3 stops

3 Days · Active Retirees
Sarasota area, Florida
Bay Breezes & Gilded Halls: 3 Days in Sarasota
6 stops

3 Days · Couples
Fort Lauderdale area, Florida
Banyan Shade & Butterfly Light: 3 Days in Fort Lauderdale
9 stops

3 Days · Couples
Greater Orlando (non-theme park), Florida
Springs, Citrus & Lakeside Light: 3 Days in Greater Orlando
6 stops

3 Days · Active Retirees
Palm Beach area, Florida
Turtles, Tides & Golden Hours: 3 Days Along Palm Beach's Coast
3 stops

3 Days · Couples
Tampa Bay area, Florida
Gulf Light & Quiet Sand: A Tampa Bay Escape for Two
8 stops

3 Days · Young Families
St. Augustine, Florida, Florida
Cobblestones & Cannon Smoke: A Family Weekend in St. Augustine
5 stops

3 Days · Couples
Ocala area, Florida
Springs, Silence & Starlight: A Couples' Escape to Old Florida
6 stops

3 Days · Active Retirees
First Coast (Amelia Island, Jacksonville), Florida
Salt Air & Slow Mornings: 3 Days on the First Coast
6 stops

3 Days · Active Retirees
Tallahassee area, Florida
Spanish Moss & Marble Halls: Three Gentle Days in Tallahassee
4 stops

3 Days · Young Families
Tallahassee area, Florida
Spanish Moss & Marsh Light: 3 Days in Tallahassee with Little Ones
4 stops

3 Days · Solo
Tampa Bay area, Florida
Sand, Salt, and Solo Time: Three Days Along Tampa Bay's Gulf Edge
9 stops

3 Days · Couples
Gainesville area, Florida
Springs, Sinkholes & Sandhill Skies: 3 Days in Gainesville
4 stops

3 Days · Teen Families
Fort Lauderdale area, Florida
Butterflies, Banyans & Boulevard Nights: 3 Days in Fort Lauderdale
7 stops
Florida's diverse regions offer travelers distinctive three-day experiences across 14 destinations, from the vibrant energy of Miami to the historic charm of St. Augustine, the natural springs of North Central Florida, and the coastal beauty of Pensacola and Palm Beach. This collection features 29 carefully curated itineraries designed for different travel styles and groups—whether seeking romantic getaways, family adventures, solo exploration, or couples' retreats. Each itinerary balances iconic attractions with slower-paced discovery, showcasing everything from urban culture and theme park magic to springs, wildlife, and Old Florida character. Travelers can find multi-day routes tailored to their interests and travel party composition across beaches, historic districts, natural springs, and charming smaller towns.
Frequently Asked Questions
What types of itineraries are available for different travel groups?⌄
The 29 three-day itineraries span various travel styles, including options designed specifically for families with children, couples seeking romantic escapes, solo travelers, teens with parents, and groups looking for slower-paced experiences. Examples include family-focused trips to Miami, St. Augustine, Gainesville, and Tallahassee; couples' retreats centered on springs and coastal areas; and solo adventures in Fort Lauderdale.
Which Florida destinations are featured in these three-day itineraries?⌄
The collection covers 14 destinations: Miami, Orlando, St. Augustine, Ocala, North Central Florida Springs, Gainesville, Tampa Bay, Fort Lauderdale, Tallahassee, Pensacola, Greater Orlando, Sarasota, Palm Beach, and the First Coast including Amelia Island and Jacksonville.
What themes and interests do these itineraries highlight?⌄
The itineraries emphasize Florida's natural attractions including springs, sinkholes, and wildlife; historic and cultural sites like those in St. Augustine and Tallahassee; coastal experiences across Miami, Tampa Bay, Pensacola, and Palm Beach; and slower-paced exploration of Old Florida character. Many itineraries specifically feature springs, beaches, urban attractions, and small-town charm.
Are there itineraries for specific interests like nature or history?⌄
Yes. Several itineraries focus on Florida's natural springs and outdoor features, including options in the Gainesville area, Ocala, and North Central Florida. Historic experiences are featured in St. Augustine itineraries, while coastal and marine themes appear throughout Miami, Tampa Bay, Pensacola, Fort Lauderdale, Sarasota, and Palm Beach options.
More Collections
Or see 3-Day Itineraries nationwide or browse every Florida destination.