24 days in Orlando, Florida Keys & Miami Beach Itinerary

24 days in Orlando, Florida Keys & Miami Beach Itinerary

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Route & dates

24 days in Orlando, Florida Keys & Miami Beach Itinerary

Start: Leeds
train + Fly:  12​h 30​min
Orlando
— 7 nights
Drive:  4​h 30​min
Key West
— 4 nights
bus:  1​h
Big Pine Key
— 1 night
Drive:  30​min
Marathon
— 2 nights
Drive:  1​h
Islamorada
— 3 nights
Drive:  30​min
Key Largo
— 2 nights
Drive:  1​h 30​min
Miami Beach
— 3 nights
+3
bus + tram + Fly + bus:  14​h
End: Leeds

7
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.
You'll explore the less-touristy side of things at Orlando Premium Outlets - Vineland Avenue and World of Disney. You'll get in some beach time at Beach at Daytona Beach and Cocoa Beach. You'll find plenty of places to visit near Orlando: Ponce de Leon Inlet Lighthouse & Museum (in Ponce Inlet) and Ron Jon Surf Shop (in Cocoa Beach). Pack the 30th (Mon) with family-friendly diversions at Walt Disney World Resort. Pack the 27th (Fri) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: browse the different shops at The Florida Mall, look for gifts at The Mall at Millenia, take in panoramic vistas at The Coca-Cola Orlando Eye, and laugh and play at Happily Ever After Fireworks.

Discover how to plan a Orlando trip in just a few steps with Inspirock's itinerary builder.

Leeds, UK to Orlando is an approximately 12.5-hour combination of train and flight. You can also do a combination of bus and flight. Due to the time zone difference, you'll gain 5 hours traveling from Leeds to Orlando. Plan for warmer temperatures traveling from Leeds in April, with highs in Orlando at 34°C and lows at 22°C. Wrap up your sightseeing by early afternoon on the 3rd (Thu) to allow enough time to travel to Key West.

Things to do in Orlando

#Theme Parks, #Shopping, #Beaches

Side Trips

Cocoa Beach, Ponce de Leon Inlet Lighthouse & Museum, Beach at Daytona Beach
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Beach at Daytona Beach ©
Beach at Daytona Beach
Cocoa Beach ©
Cocoa Beach

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.
You'll get in some beach time at Fort Zachary Taylor and South Beach. Step off the beaten path and head to Uva Wine Shop & Bar and Sunset Celebration. The adventure continues: stop by Peppers of Key West, see the interesting displays at The Ernest Hemingway Home and Museum, and buy something for everyone on your list at Emerald's International.

To see other places to visit, where to stay, more things to do, and tourist information, read Key West trip itinerary builder website .

Fly from Orlando to Key West in 4.5 hours. Alternatively, you can do a combination of train and flight; or drive. Plan for a bit warmer nights when traveling from Orlando in May since evenings lows in Key West dip to 29°C. Wrap up your sightseeing on the 7th (Mon) early enough to drive to Big Pine Key.

Things to do in Key West

#Beaches, #Outdoors, #Parks
Highlights from your plan
Fort Zachary Taylor ©
Fort Zachary Taylor
Uva Wine Shop & Bar ©
Uva Wine Shop & Bar
Peppers of Key West ©
Peppers of Key West

1
night
Big Pine Key

Big Pine Key ©
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. On the 8th (Tue), identify plant and animal life at National Key Deer Refuge and then admire the majestic nature at Bahia Honda State Park.

For ratings, traveler tips, reviews, and more tourist information, go to the Big Pine Key trip maker website .

Drive from Key West to Big Pine Key in an hour. Alternatively, you can take a bus. Expect a daytime high around 36°C in May, and nighttime lows around 28°C. Wrap up your sightseeing on the 8th (Tue) to allow time to drive to Marathon.

Things to do in Big Pine Key

#Parks, #Nature, #Beaches
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge

2
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Start off your visit on the 9th (Wed): stop by Hawks Cay Marina Dockside Store, look for all kinds of wild species at Dolphin Research Center, and then enjoy the sand and surf at Sunset Park Beach. Get ready for a full day of sightseeing on the 10th (Thu): tour the pleasant surroundings at Sombrero Beach, identify plant and animal life at The Turtle Hospital, then take in the views from Seven Mile Bridge, and finally look for gifts at The Tackle Box.

Take the guesswork out of planning a Marathon vacation by using our trip itinerary maker.

Marathon is just a short distance from Big Pine Key. In May, plan for daily highs up to 36°C, and evening lows to 29°C. Cap off your sightseeing on the 10th (Thu) early enough to go by car to Islamorada.

Things to do in Marathon

#Parks, #Beaches, #Outdoors

Side Trip

Sunset Park Beach
Highlights from your plan
Sombrero Beach ©
Sombrero Beach
The Tackle Box ©
The Tackle Box
Hawks Cay Marina Dockside Store ©
Hawks Cay Marina Dockside Store

3
nights
Islamorada

Islamorada ©
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
You'll discover tucked-away gems like Petals With Pizzazz and Latitude 25 Clothing Company. Visit Anne's Beach and Library Beach Park for some beach relaxation. Next up on the itinerary: stop by Ocean Gardens, see what you can catch with a fishing tour, sample the tasty concoctions at Islamorada Beer Company Brewery and Tasting Room, and view the masterpieces at Lobster Trap Art Gallery.

To find maps, other places to visit, reviews, and more tourist information, use the Islamorada road trip planning website .

Getting from Marathon to Islamorada by car takes about an hour. Other options: take a bus. In May, plan for daily highs up to 36°C, and evening lows to 28°C. Cap off your sightseeing on the 13th (Sun) early enough to go by car to Key Largo.

Things to do in Islamorada

#Outdoors, #Tours, #Shopping
Highlights from your plan
Anne's Beach ©
Anne's Beach
Ocean Gardens ©
Ocean Gardens
Latitude 25 Clothing Company ©
Latitude 25 Clothing Company

2
nights
Key Largo

Key Largo ©
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.
Kick off your visit on the 14th (Mon): look for gifts at Scooby's Popcorn, look for gifts at florida keys key lime products, then stop by Shell World Florida Keys, then get some fabulous bargains at Florida Keys Premium Outlets, and finally look for gifts at Robert Is Here. Get ready for a full day of sightseeing on the 15th (Tue): step aboard Spiegel Grove and then identify plant and animal life at Molasses Reef.

For ratings, other places to visit, maps, and tourist information, you can read our Key Largo trip itinerary planning app .

Key Largo is just a short distance from Islamorada. Traveling from Islamorada in May, expect little chillier with lows of 25°C in Key Largo. Finish your sightseeing early on the 15th (Tue) to allow enough time to drive to Miami Beach.

Things to do in Key Largo

#Parks, #Wildlife, #Shopping

Side Trips

Robert Is Here, Florida Keys Premium Outlets
Highlights from your plan
Molasses Reef ©
Molasses Reef
Shell World Florida Keys ©
Shell World Florida Keys
Robert Is Here ©
Robert Is Here

3
nights
Miami Beach

Miami Beach ©
Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Shop till you drop at Aventura Mall and Bayside Marketplace. You'll enjoy a bit of beach vacationing at South Beach and Haulover Beach Park. Get out of town with these interesting Miami Beach side-trips: Sawgrass Mills (in Sunrise) and Dolphin Mall (in Miami). The adventure continues: wander the streets of Lincoln Road and get a taste of the local shopping with Ocean Drive.

To see traveler tips, maps, ratings, and tourist information, refer to the Miami Beach attractions planner .

Traveling by car from Key Largo to Miami Beach takes 1.5 hours. Alternatively, you can take a bus. In May, daytime highs in Miami Beach are 36°C, while nighttime lows are 27°C. Cap off your sightseeing on the 18th (Fri) early enough to travel back home.

Things to do in Miami Beach

#Shopping, #Parks, #Beaches

Side Trips

Miami, Bal Harbour, Aventura Mall, Sawgrass Mills
Highlights from your plan
Sawgrass Mills ©
Sawgrass Mills
Aventura Mall ©
Aventura Mall
South Beach ©
South Beach

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