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HomeDestinationsFlorida Keys10-Day Itinerary

AI-Generated Itinerary

10-Day Florida Keys Itinerary

Your complete day-by-day guide to Florida Keys — handpicked attractions, dining recommendations, and local tips for an unforgettable 10-day trip.

10 DaysFlorida KeysAI-CuratedFree & Personalised
10 days · 40 activities · Flexible plan
Personalise with AI
1

Day 1

Miami to Key Largo: Coral Reef Snorkeling

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

Drive from Miami to Key Largo

Pick up a rental car and drive about 1-1.5 hours south on US-1, crossing onto the Overseas Highway at Florida City.

Late Morning

11:00 AM - 1:00 PM

Snorkel trip at John Pennekamp Coral Reef State Park

Take a boat out to the living reef for parrotfish, sea fans and possibly sea turtles.

Afternoon

1:00 PM - 5:00 PM

Mangrove kayak trail

Paddle the park's quiet mangrove tunnels or relax on Cannon Beach.

Evening

5:00 PM - 9:00 PM

Sunset and seafood in Key Largo

Watch the sun set over Florida Bay from a waterfront spot and try conch fritters.

2

Day 2

Islamorada and Marathon: Tarpon, Turtles and Beaches

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

Feed the tarpon at Robbie's in Islamorada

Watch giant tarpon leap for fish at this long-running dockside stop, and browse the craft stalls.

Late Morning

11:00 AM - 1:00 PM

History of Diving Museum or Anne's Beach

Learn about diving history, or wade in the shallow water at Anne's Beach.

Afternoon

1:00 PM - 5:00 PM

The Turtle Hospital in Marathon

Take a guided tour of this rescue center that treats injured sea turtles. Reservations recommended.

Evening

5:00 PM - 9:00 PM

Sunset at Sombrero Beach

Swim at Marathon's palm-lined public beach, then grab fresh fish for dinner.

3

Day 3

Seven Mile Bridge, Bahia Honda and Key West Sunset

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

Walk the Old Seven Mile Bridge

Walk or bike part of the 2.2-mile historic bridge before driving across the modern span.

Late Morning

11:00 AM - 1:00 PM

Bahia Honda State Park

Swim at Sandspur Beach and climb the old railroad bridge for views of the turquoise channel.

Afternoon

1:00 PM - 5:00 PM

Drive to Key West

Continue about 40 minutes to Key West, check in and park the car for the rest of your stay.

Evening

5:00 PM - 9:00 PM

Sunset Celebration at Mallory Square

Join the nightly crowd of street performers and food carts as the sun drops into the Gulf.

4

Day 4

Key West: Hemingway, the Southernmost Point and Duval Street

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

Ernest Hemingway Home and Museum

Tour the author's house and gardens and meet the famous six-toed cats.

Late Morning

11:00 AM - 1:00 PM

Southernmost Point buoy and Old Town

Snap a photo at the buoy and wander streets lined with conch houses.

Afternoon

1:00 PM - 5:00 PM

Fort Zachary Taylor Historic State Park

Swim, snorkel and tour the Civil War-era fort at Key West's best beach.

Evening

5:00 PM - 9:00 PM

Sunset and Duval Street

Watch sunset at Fort Zach or Mallory Square, then stroll Duval Street and finish with key lime pie.

5

Day 5

Day Trip to Dry Tortugas National Park

4 activities · ~8 hrs

Morning

7:00 AM - 10:30 AM

Ferry to Dry Tortugas

Board the morning ferry around 7:30 AM for the 2-2.5 hour crossing; breakfast is included.

Late Morning

10:30 AM - 12:30 PM

Explore Fort Jefferson

Join a ranger or guided tour of the enormous brick fort and its moat.

Afternoon

12:30 PM - 3:00 PM

Snorkel the moat wall and beaches

Snorkel along the fort's moat wall for coral, reef fish and possibly nurse sharks.

Evening

3:00 PM - 9:00 PM

Return to Key West and dinner

Arrive back around 5:00 PM and celebrate with a fresh fish dinner.

6

Day 6

Slow Key West Day and a Sunset Sail

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

Bike around the island

Rent a bike and loop past Higgs Beach, the White Street Pier and quiet lanes.

Late Morning

11:00 AM - 1:00 PM

Key West Butterfly and Nature Conservatory

Walk among hundreds of butterflies and tropical birds.

Afternoon

1:00 PM - 5:00 PM

Pool time or a snorkel trip

Relax at your hotel or take an afternoon reef snorkel trip.

Evening

5:00 PM - 9:00 PM

Sunset sail from the harbor

Sail out of Key West Bight for an evening view of the Mallory Square crowds from the water.

7

Day 7

Big Pine Key: Key Deer and Looe Key Reef

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

National Key Deer Refuge and Blue Hole

Look for endangered Key deer and alligators at the Blue Hole; obey the strict speed limits.

Late Morning

11:00 AM - 1:00 PM

Snorkel trip to Looe Key Reef

Take a boat to this protected reef in the Florida Keys National Marine Sanctuary.

Afternoon

1:00 PM - 5:00 PM

Afternoon at Bahia Honda

Spend a lazy afternoon back at Bahia Honda's beaches.

Evening

5:00 PM - 9:00 PM

Overnight in Marathon

Check in to Marathon and dine on the water.

8

Day 8

Marathon: Pigeon Key and Crane Point

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

Pigeon Key ferry tour

Take the ferry to the historic railroad camp beneath the Old Seven Mile Bridge.

Late Morning

11:00 AM - 1:00 PM

Crane Point Museum and Nature Center

Walk trails through tropical hardwood hammock to Florida Bay.

Afternoon

1:00 PM - 5:00 PM

Kayak or paddleboard in the mangroves

Rent a kayak for a calm paddle through Marathon's backcountry.

Evening

5:00 PM - 9:00 PM

Waterfront dinner in Marathon

Order hogfish or stone crab in season.

9

Day 9

Islamorada Backcountry and Sportfishing

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

Half-day fishing charter

Book a backcountry or reef charter for snapper, mahi-mahi or catch-and-release tarpon.

Late Morning

11:00 AM - 1:00 PM

Islamorada art galleries and shops

Browse local galleries and boutiques along the Overseas Highway.

Afternoon

1:00 PM - 5:00 PM

Founders Park or Anne's Beach

Swim and picnic at Islamorada's calm public beaches.

Evening

5:00 PM - 9:00 PM

Have your catch cooked for dinner

Many local restaurants will cook your fish; ask your captain where to go.

10

Day 10

Key Largo Farewell and Drive to Miami

4 activities · ~8 hrs

Morning

8:00 AM - 11:00 AM

Morning glass-bottom boat at Pennekamp

See the reef one more time without getting wet.

Late Morning

11:00 AM - 1:00 PM

Key lime pie stop

Grab a final slice of key lime pie for the road.

Afternoon

1:00 PM - 5:00 PM

Drive back to Miami

Allow 1.5-2 hours to Miami International Airport, more on weekends.

Evening

5:00 PM - 9:00 PM

Fly home from Miami (MIA)

Return your rental car and allow 2-3 hours before your flight.

AI Personalisation

Make this itinerary yours

Tell Lizza your budget, interests, and travel style. She'll fine-tune this 10-day Florida Keys plan with personalised recommendations, tips and more.

  • Personalised recommendations
  • Tailored to your travel style
  • Updated in real time
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Trip at a Glance

  • Florida Keys, United States
  • 10 days
  • Relaxed pacePlenty of time to explore at your own speed, with room for day trips.

Other Itineraries

  • 3-Day Florida Keys ItineraryQuick highlights, perfectly paced
  • 5-Day Florida Keys ItineraryMore time, more experiences
  • 7-Day Florida Keys ItineraryExplore beyond the city

Quick Tips

  • Book accommodation at least 2 weeks in advance
  • Get travel insurance before departure
  • Check visa requirements for your passport
  • Download offline maps before arrival
  • Notify your bank of your travel dates

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