60 days in Florida, Georgia & South Carolina Itinerary

60 days in Florida, Georgia & South Carolina Itinerary

Created using Inspirock United States travel planner

Make it your trip
Fly
1
St. Augustine
— 5 nights
Drive
2
Orlando
— 8 nights
Fly
3
Key West
— 7 nights
Drive
4
Big Pine Key
— 3 nights
Drive
5
Islamorada
— 4 nights
Drive
6
Key Largo
— 4 nights
Drive
7
Miami Beach
— 4 nights
Fly
8
Savannah
— 6 nights
Drive
9
Charleston
— 8 nights
Fly
10
Helen
— 8 nights
Drive
11
Atlanta
— 2 nights

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St. Augustine

— 5 nights
St. St. Augustine is known for historic sites, museums, and nightlife. Your trip includes some of its best attractions: sample the fine beverages at St. Augustine Distillery, see the interesting displays at The Ximenez-Fatio House, steep yourself in history at Castillo de San Marcos National Monument, and wander the streets of Old City.

To find other places to visit, where to stay, photos, and other tourist information, read St. Augustine trip builder app.

Atlanta to St. Augustine is an approximately 3-hour flight. You can also drive; or take a bus. Traveling from Atlanta in October, expect a bit warmer with lows of 67°F in St. Augustine. Finish your sightseeing early on the 6th (Wed) to allow enough time to drive to Orlando.

Things to do in St. Augustine

Historic Sites · Museums · Tours · Outdoors
Find places to stay Oct 1 — 6:

Orlando

— 8 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.
Go for a jaunt from Orlando to Clearwater to see Clearwater Beach about 1h 55 min away. Have a day of magic on the 7th (Thu) at Walt Disney World Resort. Pack the 9th (Sat) with family-friendly diversions at Universal's Islands of Adventure. There's much more to do: get in on the family fun at Universal Orlando Resort, explore the world behind art at Charles Hosmer Morse Museum of American Art, discover the magic at Disney's Animal Kingdom Theme Park, and take a stroll through International Drive.

To find reviews, ratings, where to stay, and more tourist information, refer to the Orlando trip app.

Traveling by car from St. Augustine to Orlando takes 2 hours. Alternatively, you can take a bus. In October in Orlando, expect temperatures between 85°F during the day and 69°F at night. Wrap up your sightseeing on the 14th (Thu) early enough to fly to Key West.

Things to do in Orlando

Theme Parks · Beaches · Outdoors · Parks

Side Trips

Find places to stay Oct 6 — 14:

Key West

— 7 nights

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.
Key West is known for museums, adventure, and wildlife. Your trip includes some of its best attractions: examine the collection at The Ernest Hemingway Home and Museum, take an in-depth tour of Truman Little White House, tour the pleasant surroundings at Key West Butterfly & Nature Conservatory, and get outside with Outdoor Activities.

For more things to do, maps, reviews, and more tourist information, go to the Key West trip planning app.

Getting from Orlando to Key West by flight takes about 3 hours. Other options: drive; or take a bus. Traveling from Orlando in October, you can expect nighttime temperatures to be somewhat warmer in Key West, with lows of 77°F. Finish up your sightseeing early on the 21st (Thu) so you can go by car to Big Pine Key.

Things to do in Key West

Museums · Historic Sites · Parks · Outdoors
Find places to stay Oct 14 — 21:

Big Pine Key

— 3 nights
Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Big Pine Key is known for beaches, wildlife, and parks. Your trip includes some of its best attractions: enjoy the sand and surf at Bahia Honda State Park, tour the pleasant surroundings at Blue Hole, discover the deep blue sea with a scuba or snorkeling tour, and relax in the rural setting at Grimal Grove.

To find maps, more things to do, traveler tips, and tourist information, read Big Pine Key trip itinerary planner.

Drive from Key West to Big Pine Key in an hour. Alternatively, you can take a shuttle; or take a bus. October in Big Pine Key sees daily highs of 87°F and lows of 77°F at night. Finish your sightseeing early on the 24th (Sun) to allow enough time to drive to Islamorada.

Things to do in Big Pine Key

Parks · Outdoors · Wildlife · Beaches

Side Trip

Find places to stay Oct 21 — 24:

Islamorada

— 4 nights

The Village of Islands

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Islamorada is known for wildlife, adventure, and museums. Your trip includes some of its best attractions: soothe aching muscles at Island Flow Yoga, see what you can catch with a fishing tour, admire the majestic nature at Lignumvitae Key Botanical State Park, and indulge your thirst for a good beer at Islamorada Brewery & Distillery.

For more things to do, traveler tips, other places to visit, and tourist information, read our Islamorada online road trip planner.

You can drive from Big Pine Key to Islamorada in 1.5 hours. Alternatively, you can take a bus. In October, daily temperatures in Islamorada can reach 87°F, while at night they dip to 77°F. Finish up your sightseeing early on the 28th (Thu) so you can go by car to Key Largo.

Things to do in Islamorada

Shopping · Outdoors · Museums · Parks
Find places to stay Oct 24 — 28:

Key Largo

— 4 nights

Diving Capital of the World

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
You'll find plenty of places to visit near Key Largo: Anhinga Trail (in Everglades National Park) and Robert Is Here (in Homestead). And it doesn't end there: tour the pleasant surroundings at Florida Keys Wild Bird Rehabilitation Center, see the vivid underwater world at Spiegel Grove, observe the fascinating underwater world at Island Dolphin Care, and take a tour by water with Boat Tours & Water Sports.

To find more things to do, where to stay, photos, and other tourist information, refer to the Key Largo road trip planning tool.

Key Largo is just a short distance from Islamorada. In October, daily temperatures in Key Largo can reach 85°F, while at night they dip to 73°F. Wrap up your sightseeing on the 1st (Mon) to allow time to drive to Miami Beach.

Things to do in Key Largo

Parks · Wildlife · Outdoors · Tours

Side Trips

Find places to stay Oct 28 — Nov 1:

Miami Beach

— 4 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.
Explore the numerous day-trip ideas around Miami Beach: Fort Lauderdale Beach (in Fort Lauderdale), Shark Valley Visitor Center (in Everglades National Park) and Hollywood Beach (in Hollywood). There's still lots to do: enjoy the sand and surf at South Beach, shop like a local with Ocean Drive, examine the collection at Vizcaya Museum and Gardens, and stroll around Lincoln Road.

For more things to do, ratings, maps, and other tourist information, go to the Miami Beach trip planner.

Traveling by car from Key Largo to Miami Beach takes 1.5 hours. Alternatively, you can take a bus; or take a bus. In November, daytime highs in Miami Beach are 82°F, while nighttime lows are 70°F. Wrap up your sightseeing on the 5th (Fri) early enough to fly to Savannah.

Things to do in Miami Beach

Parks · Outdoors · Shopping · Neighborhoods

Side Trips

Find places to stay Nov 1 — 5:

Savannah

— 6 nights

The Hostess City of the South

Georgia's oldest city, Savannah displays its colonial history proudly on every corner.
Get out of town with these interesting Savannah side-trips: Christ Church (in Saint Simons Island), Jekyll Island Trail System (in Jekyll Island) and Beaufort (Horse-Drawn Carriage Tours & Henry C. Chambers Waterfront Park). There's lots more to do: take a stroll through Savannah Historic District, contemplate in the serene atmosphere at Cathedral of St. John the Baptist, make a trip to Historic River Street, and stroll the grounds of Bonaventure Cemetery.

For ratings, traveler tips, more things to do, and tourist information, read Savannah road trip app.

Traveling by flight from Miami Beach to Savannah takes 3.5 hours. Alternatively, you can drive; or take a bus. When traveling from Miami Beach in November, plan for slightly colder days in Savannah, with highs around 70°F, while nights are cooler with lows around 49°F. Cap off your sightseeing on the 11th (Thu) early enough to go by car to Charleston.

Things to do in Savannah

Historic Sites · Tours · Parks · Outdoors

Side Trips

Find places to stay Nov 5 — 11:

Charleston

— 8 nights
Many visitors describe their Charleston holiday as a warm embrace by an old, dear friend--who lived about 200 years ago.
Take a break from Charleston with a short trip to Osprey Point Golf Course in Kiawah Island, about 38 minutes away. Next up on the itinerary: admire the natural beauty at Middleton Place, go for a charming ride with a horse-drawn carriage tour, kick back and relax at Folly Beach Public Beach, and take an in-depth tour of Nathaniel Russell House.

For traveler tips, reviews, photos, and more tourist information, refer to the Charleston trip planner.

Drive from Savannah to Charleston in 2.5 hours. Alternatively, you can take a bus. In November, daytime highs in Charleston are 68°F, while nighttime lows are 49°F. Cap off your sightseeing on the 19th (Fri) early enough to catch the flight to Helen.

Things to do in Charleston

Parks · Historic Sites · Outdoors · Tours

Side Trips

Find places to stay Nov 11 — 19:

Helen

— 8 nights

Georgia's Alpine Village

A taste of Bavaria right in the heart of Georgia's "Historic High Country," Helen houses just 400 residents but hosts over 200 shops that sell everything from handmade sweaters to Christmas ornaments.
Get out of town with these interesting Helen side-trips: Crane Creek Vineyards (in Young Harris), Casino at Harrah’s Cherokee (in Cherokee) and R.M. Rose Company (in Dillard). And it doesn't end there: indulge your senses at VIP Southern Tours, relax and rejuvenate at Nacoochee Crossing Wellness Center & Day Spa, experience rural life at Mercier Orchards, and contemplate the long history of Hardman Farm.

For other places to visit, ratings, more things to do, and other tourist information, use the Helen trip itinerary builder.

You can fly from Charleston to Helen in 3 hours. Other options are to drive; or do a combination of bus and taxi. Expect little chillier temperatures when traveling from Charleston in November; daily highs in Helen reach 63°F and lows reach 44°F. Finish up your sightseeing early on the 27th (Sat) so you can go by car to Atlanta.

Things to do in Helen

Wineries · Parks · Tours · Breweries & Distilleries

Side Trips

Find places to stay Nov 19 — 27:

Atlanta

— 2 nights

The Capital of the South

Georgia’s largest city and capital, Atlanta is a thriving metropolis anchored by its southern roots.
Dedicate the 27th (Sat) to wine at some of the top wineries in the area. And it doesn't end there: get up close and personal with brilliant marine life at Georgia Aquarium, admire the natural beauty at Atlanta Botanical Garden, take an unforgettable tour with a helicopter tour, and admire the striking features of Fox Theatre.

To see other places to visit, reviews, traveler tips, and more tourist information, go to the Atlanta trip planner.

You can drive from Helen to Atlanta in 2 hours. Another option is to do a combination of taxi and bus. Expect a daytime high around 65°F in November, and nighttime lows around 44°F. Wrap up your sightseeing on the 29th (Mon) early enough to travel back home.

Things to do in Atlanta

Tours · Wineries · Parks · Nightlife

Side Trip

Find places to stay Nov 27 — 29:

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.

Georgia travel guide

4.4
Specialty Museums · Aquariums · Parks
The Peach State
Founded in 1733, Georgia was one of the original 13 colonies that became the United States. Much more geographically diverse than most visitors realize, the state features a scenic seacoast, high mountain peaks, and large urban centers, with broad rural areas in between. Once famous mostly for historical attractions memorializing the Civil War era and the Civil Rights Movement, Georgia now draws tourists from around the world with its rich musical tradition and distinctive cuisine. Start your Georgian adventure in Atlanta, the state's economic powerhouse, and then road trip to the coastal barrier islands, nature preserves, and chic vacation resorts.

South Carolina travel guide

4.3
Dolphin & Whale Watching · Gardens · Beaches
The Palmetto State
Composed of five distinct geographic regions with boundaries roughly parallel to the Atlantic coastline, South Carolina embraces rich history, scenic beauty, and outstanding cuisine. Originally established as a slave society dependent on the cultivation of rice and indigo, the state now boasts a diverse economy that includes massive production of textile goods, chemical products, machinery, and automobiles. Widely regarded as the beginning of the Deep South, the state remains a deeply conservative part of the country, fervently clinging to its religious and cultural traditions. South Carolinians are kind and open hosts to those who vacation here, eager to share the wealth of their cultural heritage with curious visitors. With many remarkable places to visit like Charleston and Hilton Head, your itinerary here is sure to be diverse and full of scenic attractions.