10 days in United States Itinerary

10 days in United States Itinerary

Created using Inspirock United States trip planner

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Route & dates

10 days in United States Itinerary

Start: Richmond
Drive:  30​min
1
Chester
— 1 day
Fly:  4​h 30​min
2
Orlando
— 4 nights
Drive:  2​h
3
St. Augustine
— 2 nights
Drive + Fly:  5​h 45​min
4
Key West
— 2 nights
Fly:  7​h 15​min
End: Richmond

1
day
Chester

Chester ©
Chester is a census-designated place (CDP) in Chesterfield County, Virginia, United States. Start off your visit on the 9th (Sat): have some family-friendly fun at Ironbridge Sports Park, contemplate the long history of Farmers Bank, then examine the collection at Keystone Tractor Works, and finally stroll through Roslyn Landing Park.

To find photos, reviews, ratings, and tourist information, you can read our Chester vacation planner .

Richmond to Chester is an approximately half hour car ride. In February in Chester, expect temperatures between 51°F during the day and 31°F at night. Cap off your sightseeing on the 9th (Sat) early enough to travel to Orlando.

Things to do in Chester

Fun & Games Parks Historic Sites

Side Trips

Colonial Heights, Farmers Bank
Highlights from your plan
Ironbridge Sports Park ©
Ironbridge Sports Park
Keystone Tractor Works ©
Keystone Tractor Works
Farmers Bank ©
Farmers Bank

4
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.
Have a day of magic on the 10th (Sun) at Walt Disney World Resort. Pack the 12th (Tue) with family-friendly diversions at Universal's Islands of Adventure. There's much more to do: find something for the whole family at Universal Orlando Resort, laugh and play at SeaWorld Orlando, discover the magic at Happily Ever After Fireworks, and stop by The LEGO Store Downtown Disney.

To find other places to visit, more things to do, traveler tips, and other tourist information, go to the Orlando travel route planner.

Use the Route module to find suitable travel options from Chester to Orlando. Traveling from Chester in February, things will get much warmer in Orlando: highs are around 75°F and lows about 56°F. Finish your sightseeing early on the 13th (Wed) to allow enough time to drive to St. Augustine.

Things to do in Orlando

Theme Parks Parks Zoos & Aquariums
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. On the 14th (Thu), stop by Faux Paws, pause for some serene contemplation at Cathedral Basilica of St. Augustine, see the interesting displays at The Ximenez-Fatio House, then visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc., and finally make a trip to St. George Street. Get ready for a full day of sightseeing on the next day: sample the fine beverages at St. Augustine Distillery, explore and take pictures at Flagler College, then trek along Freedom Trail, and finally paddle through the water with Red Boat Water Tours, LLC.

To see traveler tips, more things to do, maps, and other tourist information, you can read our St. Augustine day trip planning app .

Getting from Orlando to St. Augustine by car takes about 2 hours. Other options: take a bus. Expect little chillier temperatures when traveling from Orlando in February; daily highs in St. Augustine reach 68°F and lows reach 51°F. Finish your sightseeing early on the 15th (Fri) to allow enough time to travel to Key West.

Things to do in St. Augustine

Outdoors Parks Historic Sites
Highlights from your plan
St. Augustine Distillery ©
St. Augustine Distillery
Flagler College ©
Flagler College

2
nights
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, museums, nightlife, wildlife, and nature. Your plan includes some of its best attractions: examine the collection at The Ernest Hemingway Home and Museum, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, take a leisurely stroll along Mallory Square, and relax and rejuvenate at some of the top local wellness centers.

To see where to stay, other places to visit, and tourist information, refer to the Key West vacation builder website .

Traveling by combination of car and flight from St. Augustine to Key West takes 6 hours. Alternatively, you can do a combination of bus and flight; or drive. Expect somewhat warmer temperatures when traveling from St. Augustine in February; daily highs in Key West reach 78°F and lows reach 68°F. Wrap up your sightseeing on the 18th (Mon) early enough to travel back home.

Things to do in Key West

Outdoors Tours Adventure
Highlights from your plan
Stand-Up Paddleboarding
The Ernest Hemingway Home and Museum ©

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