29 days in Nashville, New York City & Florida Itinerary

29 days in Nashville, New York City & Florida Itinerary

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Route & dates

29 days in Nashville, New York City & Florida Itinerary

Start: Sydney
Fly:  23​h
1
Nashville
— 4 nights
Fly + Bus:  5​h 30​min
2
New York City
— 5 nights
Fly:  6​h
3
Orlando
— 3 nights
Fly:  4​h 15​min
4
Key West
— 4 nights
Bus:  2​h
5
Islamorada
— 4 nights
Drive:  1​h 45​min
6
Miami
— 4 nights
Fly:  24​h
End: Sydney

4
nights
Nashville

Nashville ©
Known as the capital of country music, the thriving city of Nashville combines old-world southern charm with a progressive urban flair.
When in Nashville, make a side trip to see Carter House in Franklin, approximately 30 minutes away. And it doesn't end there: learn the secrets of beer at a beer tour and tasting, get your game on at BATL - The Backyard Axe Throwing League, see a show at Grand Ole Opry, and brush up on your knowledge of spirits at Nelson's Green Brier Distillery.

To see other places to visit, traveler tips, more things to do, and tourist information, read Nashville online trip itinerary maker .

Sydney, Australia to Nashville is an approximately 23-hour flight. You can also do a combination of bus and flight; or do a combination of train and flight. You'll gain 16 hours traveling from Sydney to Nashville due to the time zone difference. Traveling from Sydney in October, you can expect nighttime temperatures to be slightly colder in Nashville, with lows of 13°C. Finish your sightseeing early on the 24th (Sat) to allow enough time to travel to New York City.

Things to do in Nashville

Tours Museums Fun & Games

Side Trip

Franklin
Highlights from your plan
Lotz House Museum ©
Lotz House Museum
Beer Tastings & Tours

5
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
New York City is known for museums, nightlife, shopping, historic sites, and parks. Your plan includes some of its best attractions: explore and take pictures at Central Park, take in panoramic vistas at Empire State Building, wander the streets of Times Square, and get great views at Top of the Rock.

To see photos, traveler tips, reviews, and other tourist information, read New York City trip planner.

Traveling by combination of flight and bus from Nashville to New York City takes 5.5 hours. Alternatively, you can fly; or drive. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. Traveling from Nashville in October, you will find days in New York City are little chillier (24°C), and nights are about the same (16°C). Finish your sightseeing early on the 30th (Fri) to allow enough time to travel to Orlando.

Things to do in New York City

Museums Parks Historic Sites
Highlights from your plan
Central Park ©
Central Park
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

3
nights
Orlando

Orlando ©
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.
Pack the 31st (Sat) with family-friendly diversions at Universal's Islands of Adventure. Have a day of magic on the 3rd (Tue) at Magic Kingdom Park. The adventure continues: get in on the family fun at Walt Disney World Resort.

For more things to do, ratings, traveler tips, and other tourist information, read our Orlando trip builder app .

Fly from New York City to Orlando in 6 hours. Alternatively, you can do a combination of bus and flight; or drive. Plan for somewhat warmer temperatures traveling from New York City in October, with highs in Orlando at 34°C and lows at 24°C. Wrap up your sightseeing on the 3rd (Tue) to allow time to travel to Key West.

Things to do in Orlando

Theme Parks
Highlights from your plan
Magic Kingdom Park ©
Magic Kingdom Park
Universal's Islands of Adventure ©
Universal's Islands of Adventure
Walt Disney World Resort ©
Walt Disney World Resort

4
nights
Key West

Key West ©
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 adventure, wildlife, museums, nightlife, and nature. Your plan includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, cast your line with a fishing tour, take a leisurely stroll along Mallory Square, and explore the galleries of Truman Little White House.

To see maps, photos, and tourist information, read Key West trip itinerary website .

You can fly from Orlando to Key West in 4.5 hours. Other options are to drive; or take a bus. Traveling from Orlando in November, expect somewhat warmer with lows of 26°C in Key West. Wrap up your sightseeing on the 7th (Sat) early enough to take a bus to Islamorada.

Things to do in Key West

Wildlife Outdoors Tours
Highlights from your plan
Alan S. Maltz Gallery ©
Alan S. Maltz Gallery
The Ernest Hemingway Home and Museum ©

4
nights
Islamorada

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, museums, beaches, and breweries & distilleries. Your plan includes some of its best attractions: take a memorable tour with Tours, admire the majestic nature at Lignumvitae Key Botanical State Park, explore the galleries of Pasta Pantaleo Signature Gallery, and look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center.

To see ratings, more things to do, photos, and other tourist information, read our Islamorada trip builder app .

You can take a bus from Key West to Islamorada in 2 hours. Another option is to drive. In November in Islamorada, expect temperatures between 32°C during the day and 26°C at night. Finish your sightseeing early on the 11th (Wed) to allow enough time to drive to Miami.

Things to do in Islamorada

Tours Wildlife Outdoors

Side Trip

Key Largo
Highlights from your plan
Fishing Charters & Tours
Dolphins Plus Marine Mammal Responder ©

4
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Venture out of the city with trips to Everglades National Park (Shark Valley & Slough Slog). The adventure continues: enjoy some diversion at Lock & Load Miami, admire all the interesting features of Lincoln Road, appreciate the extensive heritage of Art Deco Historic District, and enjoy the sand and surf at South Beach.

To see maps, reviews, where to stay, and other tourist information, refer to the Miami tour itinerary planner .

You can drive from Islamorada to Miami in 2 hours. Alternatively, you can take a bus. In November in Miami, expect temperatures between 32°C during the day and 24°C at night. Finish up your sightseeing early on the 15th (Sun) so you can travel back home.

Things to do in Miami

Parks Nature Museums

Side Trips

Miami Beach, Coral Gables, Everglades National Park
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Slough Slog ©
Slough Slog

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