16 days in Dayton, Florida Keys & Daytona Beach Itinerary

16 days in Dayton, Florida Keys & Daytona Beach Itinerary

Created using Inspirock United States tour builder

Make it your trip
Drive
1
Dayton
— 2 nights
Fly
2
Key West
— 4 nights
Drive
3
Marathon
— 1 night
Drive
4
Islamorada
— 2 nights
Drive
5
Key Largo
— 2 nights
Fly to Orlando, Bus to Daytona Beach
6
Daytona Beach
— 4 nights
+2
Drive to Orlando International Airport, Fly to Cincinnati Northern Kentucky International Airport, Drive to Dayton

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Dayton

— 2 nights

Gem City

Home of airplane pioneers the Wright brothers, Dayton prides itself on its inventors, including Charles F. Kettering, inventor of the automobile self starter.
Change things up with these side-trips from Dayton: Balloon Rides (in Lebanon) and Great Miami River Trail (in Montgomery). And it doesn't end there: see the interesting displays at National Museum of the US Air Force, grab your bike and head to Little Miami Scenic Trail, sample some tasty brews at a beer tour and tasting, and contemplate the long history of Carillon Historical Park.

For maps, photos, traveler tips, and more tourist information, use the Dayton itinerary planner.

Dayton to Dayton is an approximately 1-hour car ride. In October, plan for daily highs up to 67°F, and evening lows to 46°F. Finish your sightseeing early on the 11th (Mon) to allow enough time to fly to Key West.

Things to do in Dayton

Outdoors · Parks · Trails · Tours

Side Trips

Find places to stay Oct 9 — 11:

Key West

— 4 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, fly like a bird with a parasailing or paragliding tour, don't miss a visit to Duval Street, and look for gifts at Peppers of Key West.

For photos, ratings, traveler tips, and other tourist information, you can read our Key West trip planner.

You can fly from Dayton to Key West in 6 hours. Other options are to drive; or take a bus. When traveling from Dayton in October, plan for somewhat warmer days and much hotter nights in Key West: temperatures range from 86°F by day to 77°F at night. Finish your sightseeing early on the 15th (Fri) so you can drive to Marathon.

Things to do in Key West

Find places to stay Oct 11 — 15:

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.
Kick off your visit on the 16th (Sat): see the interesting displays at Crane Point Museum & Nature Center, stroll through The Turtle Hospital, and then stroll through Bahia Honda State Park.

To find more things to do, ratings, reviews, and tourist information, use the Marathon itinerary planner.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. In October, daily temperatures in Marathon can reach 87°F, while at night they dip to 77°F. Finish up your sightseeing early on the 16th (Sat) so you can go by car to Islamorada.

Things to do in Marathon

Parks · Outdoors · Wildlife · Beaches

Side Trip

Find places to stay Oct 15 — 16:

Islamorada

— 2 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.
Kick off your visit on the 17th (Sun): look for gifts at Ocean Gardens, see what you can catch with a fishing tour, and then relax and rejuvenate at Island Flow Yoga. Get ready for a full day of sightseeing on the 18th (Mon): sample the tasty concoctions at Florida Keys Brewing Company, then appreciate the extensive heritage of Indian Key State Historic Site, and then sample the tasty concoctions at Islamorada Brewery & Distillery.

To find ratings, reviews, where to stay, and tourist information, go to the Islamorada trip maker tool.

Drive from Marathon to Islamorada in an hour. Alternatively, you can take a bus. In October in Islamorada, expect temperatures between 87°F during the day and 77°F at night. Cap off your sightseeing on the 18th (Mon) early enough to go by car to Key Largo.

Things to do in Islamorada

Historic Sites · Breweries & Distilleries · Outdoors · Tours
Find places to stay Oct 16 — 18:

Key Largo

— 2 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.
On the 19th (Tue), tour the pleasant surroundings at Florida Keys Wild Bird Rehabilitation Center, step aboard USCG Duane, and then head outdoors with Outdoor Activities. Get ready for a full day of sightseeing on the 20th (Wed): immerse yourself in nature at John Pennekamp Coral Reef State Park and then explore and take pictures at Spiegel Grove.

To see maps, traveler tips, more things to do, and tourist information, go to the Key Largo online itinerary builder.

Key Largo is just a stone's throw from Islamorada. In October, daily temperatures in Key Largo can reach 85°F, while at night they dip to 73°F. Finish your sightseeing early on the 20th (Wed) so you can travel to Daytona Beach.

Things to do in Key Largo

Wildlife · Parks · Outdoors · Tours
Find places to stay Oct 18 — 20:

Daytona Beach

— 4 nights

The World's Most Famous Beach

The iconic seaside destination of Daytona Beach once supported sugar mill plantations, but now entertains up to 8 million visitors a year.
Venture out of the city with trips to Blue Heron River Tours Inc (in DeLand), Merritt Island (NASA Kennedy Space Center Visitor Complex & Space Shuttle Atlantis) and Castillo de San Marcos National Monument (in Saint Augustine Beach). The adventure continues: sample the fine beverages at St. Augustine Distillery, browse the exhibits of St. Augustine Lighthouse & Maritime Museum, Inc., and kick back and relax at Beach at Daytona Beach.

To see other places to visit, more things to do, and other tourist information, use the Daytona Beach trip itinerary planner.

Getting from Key Largo to Daytona Beach by combination of flight and bus takes about 5.5 hours. Other options: drive; or take a bus. Expect slightly colder evenings in Daytona Beach when traveling from Key Largo in October, with lows around 67°F. Wrap up your sightseeing on the 24th (Sun) to allow time to travel back home.

Things to do in Daytona Beach

Museums · Historic Sites · Childrens Museums · Outdoors

Side Trips

Find places to stay Oct 20 — 24:

Florida Keys travel guide

4.3
An archipelago of about 1,700 islands extending in a gentle arc south and southwest of Florida's mainland, the Florida Keys divide the Atlantic from the Gulf of Mexico. Many visitors on vacation come to scuba dive in the coral reefs, fossilized and exposed as sea levels declined over thousands of years. In addition to being one of the world's top diving and fishing spots, the Keys feature hundreds of shops, restaurants, bars, and various tourist attractions, most of them crowded all year long with visitors on vacation. To soak up the Keys' atmosphere and discover writer Ernest Hemingway's former haunts, drive from one island to the other all the way to Key West, located just 140 km (90 mi) from Cuba.