27 days in Southeast Florida Itinerary

27 days in Southeast Florida Itinerary

Created using Inspirock Southeast Florida itinerary planner

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Route & dates

27 days in Southeast Florida Itinerary

Start: Atlanta
Fly:  3​h 30​min
1
West Palm Beach
— 2 nights
Drive:  1​h 30​min
2
Miami Beach
— 4 nights
Drive:  1​h 30​min
3
Key Largo
— 4 nights
Drive:  45​min
4
Islamorada
— 4 nights
Drive:  45​min
5
Marathon
— 4 nights
Drive:  30​min
6
Big Pine Key
— 3 nights
bus:  45​min
7
Key West
— 5 nights
Fly:  3​h 30​min
End: Atlanta

2
nights
West Palm Beach

West Palm Beach ©
With a warm climate and sandy stretches, it's no surprise that West Palm Beach is a popular vacation spot.
Get out of town with these interesting West Palm Beach side-trips: Panther Ridge Conservation Center (in Wellington) and Wakodahatchee Wetlands (in Delray Beach). And it doesn't end there: wander the streets of Worth Avenue, explore the world behind art at The Society of the Four Arts, look for all kinds of wild species at Loggerhead Marinelife Center, and see the interesting displays at Henry Morrison Flagler Museum.

For traveler tips, maps, where to stay, and more tourist information, you can read our West Palm Beach travel planner .

Atlanta to West Palm Beach is an approximately 3.5-hour flight. You can also do a combination of flight and train; or drive. Plan for a bit warmer temperatures traveling from Atlanta in May, with highs in West Palm Beach at 86°F and lows at 72°F. Finish up your sightseeing early on the 18th (Sat) so you can go by car to Miami Beach.

Things to do in West Palm Beach

Parks Museums Wildlife

Side Trips

Palm Beach, Panther Ridge Conservation Center, Wakodahatchee Wetlands, Loggerhead Marinelife Center
Highlights from your plan
Panther Ridge Conservation Center ©
Panther Ridge Conservation Center
Worth Avenue ©
Worth Avenue
Henry Morrison Flagler Museum ©
Henry Morrison Flagler Museum

4
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.
Venture out of the city with trips to Everglades National Park (Shark Valley & Gumbo Limbo Trail). And it doesn't end there: tour the pleasant surroundings at South Beach, take a stroll through Lincoln Road, see the interesting displays at Vizcaya Museum and Gardens, and indulge in some culinary diversions at a local gastronomic tour.

To find traveler tips, where to stay, and more tourist information, go to the Miami Beach trip planner.

You can drive from West Palm Beach to Miami Beach in 1.5 hours. Other options are to take a train; or take a bus. May in Miami Beach sees daily highs of 87°F and lows of 74°F at night. Finish your sightseeing early on the 22nd (Wed) to allow enough time to drive to Key Largo.

Things to do in Miami Beach

Neighborhoods Parks Shopping

Side Trips

Miami, Everglades National Park
Highlights from your plan
South Beach ©
South Beach
Lincoln Road ©
Lincoln Road
Shark Valley Visitor Center ©
Shark Valley Visitor Center

4
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.
Go for a jaunt from Key Largo to Everglades National Park to see Anhinga Trail about 48 minutes away. There's still lots to do: discover the deep blue sea with a scuba or snorkeling tour, look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, glide through the air with a parasailing or paragliding tour, and take a tour by water with Boat Tours & Water Sports.

To find maps, reviews, traveler tips, and more tourist information, go to the Key Largo online trip itinerary builder .

Getting from Miami Beach to Key Largo by car takes about 1.5 hours. Other options: take a bus. May in Key Largo sees daily highs of 85°F and lows of 72°F at night. Cap off your sightseeing on the 26th (Sun) early enough to go by car to Islamorada.

Things to do in Key Largo

Outdoors Parks Tours

Side Trip

Anhinga Trail
Highlights from your plan
Anhinga Trail ©
Anhinga Trail
African Queen Canal Cruise ©
African Queen Canal Cruise

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: see what you can catch with a fishing tour, immerse yourself in nature at Lignumvitae Key Botanical State Park, glide through the air with a parasailing or paragliding tour, and sample the tasty concoctions at Florida Keys Brewing Company.

To see where to stay, maps, and tourist information, use the Islamorada online holiday builder .

You can drive from Key Largo to Islamorada in an hour. Alternatively, you can do a combination of taxi and bus. In May, daily temperatures in Islamorada can reach 88°F, while at night they dip to 77°F. Finish your sightseeing early on the 30th (Thu) to allow enough time to drive to Marathon.

Things to do in Islamorada

Outdoors Tours Wildlife
Highlights from your plan
Fishing Charters & Tours
Lignumvitae Key Botanical State Park ©
Anne's Beach ©
Anne's Beach

4
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.
Marathon is known for wildlife, beaches, adventure, nature, and shopping. Your plan includes some of its best attractions: enjoy the sand and surf at Sombrero Beach, soothe aching muscles at some of the top local wellness centers, see some colorful creatures with a scuba or snorkeling tour, and identify plant and animal life at The Turtle Hospital.

To see other places to visit, reviews, more things to do, and other tourist information, read our Marathon trip itinerary builder tool .

Traveling by car from Islamorada to Marathon takes an hour. Alternatively, you can take a bus. In May in Marathon, expect temperatures between 88°F during the day and 77°F at night. Wrap up your sightseeing on the 3rd (Mon) early enough to take a bus to Big Pine Key.

Things to do in Marathon

Outdoors Wildlife Tours

Side Trip

Sunset Park Beach
Highlights from your plan
Sombrero Beach ©
Sombrero Beach
Pigeon Key Foundation ©
Pigeon Key Foundation
Crane Point Museum & Nature Center ©

3
nights
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. Big Pine Key is known for nature, wildlife, adventure, nightlife, and shopping. Your plan includes some of its best attractions: stroll through Bahia Honda State Park, look for gifts at Out of the Blue Gallery, take in the exciting artwork at Artists in Paradise Gallery, and take a tour by water with Boat Tours & Water Sports.

For photos, ratings, where to stay, and more tourist information, read Big Pine Key road trip planner .

Big Pine Key is just a stone's throw from Marathon. In June, daily temperatures in Big Pine Key can reach 90°F, while at night they dip to 79°F. Wrap up your sightseeing on the 6th (Thu) early enough to take a bus to Key West.

Things to do in Big Pine Key

Outdoors Parks Wildlife
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Fishing Charters & Tours

5
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: examine the collection at The Ernest Hemingway Home and Museum, don't miss a visit to Southernmost Point, take in the waterfront at Mallory Square, and take an in-depth tour of Truman Little White House.

To see ratings, reviews, where to stay, and other tourist information, read our Key West online trip maker .

You can take a bus from Big Pine Key to Key West in an hour. Alternatively, you can drive. Expect a daytime high around 88°F in June, and nighttime lows around 79°F. Wrap up your sightseeing on the 11th (Tue) to allow time to travel back home.

Things to do in Key West

Outdoors Tours Wildlife
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Mallory Square ©
Mallory Square

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