14 days in Fayetteville, San Antonio & Florida Itinerary

14 days in Fayetteville, San Antonio & Florida Itinerary

Created using Inspirock United States travel planner

Make it your trip
Drive
1
Fayetteville
— 1 night
Fly
2
San Antonio
— 4 nights
Fly
3
Miami Beach
— 2 nights
Drive
4
Marathon
— 1 night
Drive
5
Key West
— 1 night
Fly
6
Orlando
— 4 nights
Fly

S M T W T F S
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17

Fayetteville

— 1 night
Fayetteville is a city in Cumberland County, North Carolina, United States. On the 2nd (Fri), examine the collection at Airborne and Special Operations Museum, then whizz through the canopy at ZipQuest Waterfall & Treetop Adventure, and then steep yourself in history at Market House. Get ready for a full day of sightseeing on the 3rd (Sat): tour the pleasant surroundings at Cape Fear Botanical Garden, then experience rural life at Carter Blueberry Farm, and then contemplate the long history of 1897 Poe House.

For maps, more things to do, and other tourist information, you can read our Fayetteville route planner.

Durham to Fayetteville is an approximately 1.5-hour car ride. You can also take a bus; or take a train. In October, plan for daily highs up to 77°F, and evening lows to 54°F. Cap off your sightseeing on the 3rd (Sat) early enough to catch the flight to San Antonio.

Things to do in Fayetteville

Historic Sites · Outdoors · Museums · Tours

San Antonio

— 4 nights

The Alamo City

As the state’s second largest city, San Antonio embodies Texas’ rich cultural heritage while maintaining the Old West charm of an oil town.
You'll find plenty of places to visit near San Antonio: Fredericksburg (Charles Beckendorf Gallery, National Museum of the Pacific War, &more). There's much more to do: go for a walk through The San Antonio River Walk, steep yourself in history at Mission San Jose, pause for some serene contemplation at San Fernando De Bexar Cathedral, and take in the history at Mission Concepcion.

For reviews, traveler tips, where to stay, and more tourist information, read our San Antonio trip planner.

Traveling by flight from Fayetteville to San Antonio takes 6.5 hours. Alternatively, you can drive; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from Fayetteville to San Antonio. Expect a bit warmer temperatures when traveling from Fayetteville in October; daily highs in San Antonio reach 87°F and lows reach 64°F. Wrap up your sightseeing on the 7th (Wed) early enough to fly to Miami Beach.

Things to do in San Antonio

Museums · Historic Sites · Wineries · Breweries & Distilleries

Side Trip

Miami Beach

— 2 nights

The World's Playground

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Kick off your visit on the 8th (Thu): stop by Art Deco Historic District, kick back and relax at South Beach, then take in the local highlights with Art Deco Walks, and finally take a stroll through Collins Avenue. On the 9th (Fri), you'll have a packed day of sightseeing: examine the collection at Vizcaya Museum and Gardens, enjoy some diversion at Lock & Load Miami, and then take a stroll through Lincoln Road.

To find reviews, where to stay, traveler tips, and more tourist information, use the Miami Beach tour website.

You can fly from San Antonio to Miami Beach in 5 hours. Other options are to drive; or take a bus. The time zone difference when traveling from San Antonio to Miami Beach is 1 hour. Expect somewhat warmer evenings in Miami Beach when traveling from San Antonio in October, with lows around 74°F. Cap off your sightseeing on the 9th (Fri) early enough to go by car to Marathon.

Things to do in Miami Beach

Neighborhoods · Shopping · Historic Sites · Parks

Side Trip

Marathon

— 1 night

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
On the 10th (Sat), examine the collection at Crane Point Museum & Nature Center, then tour the pleasant surroundings at The Turtle Hospital, then fly like a bird with Z Flight Watersports, and finally take in the views from Seven Mile Bridge.

To find maps, traveler tips, and tourist information, refer to the Marathon trip planner.

Drive from Miami Beach to Marathon in 3 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Expect a daytime high around 87°F in October, and nighttime lows around 77°F. Wrap up your sightseeing on the 10th (Sat) to allow time to drive to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Museums

Key West

— 1 night

Conch Republic

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Kick off your visit on the 11th (Sun): don't miss a visit to Duval Street, examine the collection at The Ernest Hemingway Home and Museum, tour the pleasant surroundings at Key West Butterfly & Nature Conservatory, then view the masterpieces at 7 Artists & Friends Gallery, and finally glide through the air with a parasailing or paragliding tour.

For where to stay, reviews, traveler tips, and other tourist information, go to the Key West road trip app.

Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. In October, plan for daily highs up to 86°F, and evening lows to 77°F. Wrap up your sightseeing on the 11th (Sun) early enough to fly to Orlando.

Things to do in Key West

Museums · Parks · Wildlife · Outdoors

Orlando

— 4 nights

Theme Park Capital of the World

For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Have a day of magic on the 12th (Mon) at Walt Disney World Resort. Pack the 14th (Wed) with family-friendly diversions at Universal's Islands of Adventure. There's more to do: find something for the whole family at Universal Orlando Resort and explore the world behind art at Charles Hosmer Morse Museum of American Art.

For photos, other places to visit, where to stay, and more tourist information, read Orlando trip itinerary maker app.

Traveling by flight from Key West to Orlando takes 3 hours. Alternatively, you can drive; or take a bus. Plan for a bit cooler nights when traveling from Key West in October since evenings lows in Orlando dip to 69°F. Finish up your sightseeing early on the 15th (Thu) so you can catch the flight back home.

Things to do in Orlando

Theme Parks · Museums

Side Trip

Florida travel guide

4.4
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.