7 days in Mississippi & Florida Itinerary

7 days in Mississippi & Florida Itinerary

Created using Inspirock United States trip planner

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— 1 night
— 3 nights
Key West
— 2 nights



Playground of the South

A busy city on the Gulf Coast, Biloxi is one of the nation's oldest communities, first settled by Europeans in 1699.
To see reviews, traveler tips, photos, and other tourist information, go to the Biloxi journey planner.

New York City to Biloxi is an approximately 7.5-hour flight. You can also drive; or take a bus. The time zone difference when traveling from New York City to Biloxi is minus 1 hour. In December, Biloxi is somewhat warmer than New York City - with highs of 64°F and lows of 49°F. Finish up your sightseeing early on the 10th (Tue) so you can travel to Orlando.

Things to do in Biloxi

Outdoors · Shopping · Historic Sites

Side Trips

Find places to stay Dec 9 — 10:


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.
Orlando is known for theme parks, nightlife, and fun & games. Your plan includes some of its best attractions: get in on the family fun at Walt Disney World Resort, make an unforgettable trip to Happily Ever After Fireworks, test your problem-solving skills at The Escape Game Orlando, and get your game on at Nomadic.

For more things to do, maps, photos, and more tourist information, you can read our Orlando route builder.

Getting from Biloxi to Orlando by flight takes about 5 hours. Other options: drive; or take a bus. The time zone difference when traveling from Biloxi to Orlando is 1 hour. Traveling from Biloxi in December, expect Orlando to be a bit warmer, temps between 77°F and 59°F. Finish your sightseeing early on the 13th (Fri) to allow enough time to travel to Key West.

Things to do in Orlando

Theme Parks · Fun & Games · Museums · Nightlife

Side Trip

Find places to stay Dec 10 — 13:

Key West

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 14th (Sat): take a leisurely stroll along Mallory Square, then see the interesting displays at The Ernest Hemingway Home and Museum, then look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and finally explore the different monuments and memorials at Key West Cemetery. Get ready for a full day of sightseeing on the 15th (Sun): discover the deep blue sea with a scuba or snorkeling tour, contemplate the long history of Truman Little White House, and then glide through the air with a parasailing or paragliding tour.

For ratings, photos, reviews, and other tourist information, read Key West day trip planning tool.

Getting from Orlando to Key West by flight takes about 4.5 hours. Other options: drive; or take a bus. Expect a bit warmer evenings in Key West when traveling from Orlando in December, with lows around 71°F. Wrap up your sightseeing on the 15th (Sun) to allow time to travel back home.

Things to do in Key West

Outdoors · Tours · Wildlife · Museums
Find places to stay Dec 13 — 15:

Mississippi travel guide

Casinos · Historic Sites · History Museums
The Magnolia State
Still relatively unspoiled by mass tourism, Mississippi epitomizes rich history and offers warm hospitality to those who vacation here. The Mississippi River forms most of its western border, so it's no surprise that this mighty waterway shapes the lives of people calling the "Magnolia State" their home. The river influences everything from the food they eat to the music they listen to. Perhaps the easiest way to discover Mississippi is to take a drive on the 715 km (444 mi) long national parkway, which follows a route used since pre-colonial times that's famous for its scenic beauty and attractions of historical interest. At the end of the parkway sits a town packed with nearly 600 antebellum homes.

Florida travel guide

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.