This solo travel itinerary reshuffles the schedule around solo travel activities — safe, walkable, self-guided — optimized for independent travelers. A moderate mix of walking and active experiences, with a mix of self-guided and guided activities. Includes 5 must-see landmarks across Miami and Upper Keys and Marathon.
Highlights: South Beach & Art Deco District, Wynwood Walls & Design District, Little Havana, Turtle Hospital, Everglades Day Trip
This 14-day Florida Keys solo travel itinerary features 0 themed activities across Miami, Upper Keys, and Marathon.
Your Route — ordered to minimize backtracking
26+ activities scored and ranked · route optimized across 3 cities
Day-by-Day Schedule — heavy and light days alternate so you don’t burn out
Miami
MiamiStroll the iconic Art Deco Historic District and soak up South Beach's vibrant oceanfront scene
Best Nov-Apr (dry season). Jun-Nov is hurricane season with afternoon thunderstorms.Discover world-class street art murals and cutting-edge galleries in Miami's creative heart
$13 Verified Mar 2026 Open daily 10:30am-6:30pm year-round. Best Nov-Apr to avoid summer heat.South Beach / Mid-Beach / Brickell
Experience Miami's Cuban soul with cafecito, cigars, live salsa, and Domino Park on Calle Ocho
Year-round destination. Best Nov-Apr for comfortable walking weather.Escape to Key Biscayne for pristine beaches, the historic Cape Florida Lighthouse, and kayaking
$8 Verified Mar 2026 Open 8am-sundown daily. Arrives early on weekends — park closes at capacity.South Beach / Mid-Beach / Brickell
Drive the Overseas Highway to Key Largo and Islamorada for snorkeling, wildlife, and island vibes
Best Nov-Apr. Hurricane season Jun-Nov.Explore Miami Zoo, the Children's Museum, and Jungle Island with the whole family
Year-round. Indoor/outdoor mix works in any weather.South Beach / Mid-Beach / Brickell
Venture into the Everglades for an airboat ride through sawgrass marshes and alligator sightings
$29 Verified Mar 2026 Best Dec-Apr (dry season) when wildlife concentrates around water. Summer is hot, buggy, and prone to afternoon storms.Spend a half-day exploring the top sights. With the help of your personalized App Guide, you can pick and choose what yo
South Beach / Mid-Beach / Brickell
Explore Wynwood with a small group and learn directly from a local expert. On this graffiti tour, explore this artistic
$39 Verified Mar 2026 Book this tour →South Beach / Mid-Beach / Brickell
Enjoy a personalized adventure led by your very own private guide. Join a Miami local to experience the sites of Wynwood
$53.34 Verified Mar 2026 Book this tour →Explore Wynwood with a small group and learn directly from a local expert. On this art and beer adventure, you’ll love g
$67.16 Verified Mar 2026 Book this tour →South Beach / Mid-Beach / Brickell
Explore Wynwood with a small group and learn directly from a local expert. As part of this Cycle Party, you'll pedal you
$44.8 Verified Mar 2026 Book this tour →Enjoy a personalized adventure led by your very own private guide. This historical tour of Miami immerses you in the cit
$197.75 Verified Mar 2026 Book this tour →South Beach / Mid-Beach / Brickell
Enjoy a personalized adventure led by your very own private guide. This half day tour is a great way to begin your trip
$197.75 Verified Mar 2026 Book this tour →With the step-by-step guidance in your personalized App Guide, create your own adventure and explore at your own pace. D
South Beach / Mid-Beach / Brickell
With the step-by-step guidance in your personalized App Guide, create your own adventure and explore at your own pace. E
Get ready to party. On this tour, you and your friends will take a party bike on a two-hour bar crawl to three bars in t
$42 Verified Mar 2026 Book this tour →South Beach / Mid-Beach / Brickell
Upper Keys
Upper KeysDrive the full Overseas Highway to Key West for Old Town, Duval Street, and a sunset celebration
Year-round. Best Nov-Apr for comfortable weather.Head north to Miami for South Beach, Wynwood Walls, and Little Havana's Cuban cuisine
Year-round. Best Nov-Apr.Key Largo / Upper Matecumbe Key / Venetian Shores
Discover Islamorada's sportfishing capital with Robbie's tarpon feeding and oceanside parks
Year-round. Tarpon feeding best Mar-Jul.Explore Windley Key and Plantation Key with fossil reefs, tropical gardens, and waterfront dining
Year-round. Best Nov-Apr for comfortable weather.Key Largo / Upper Matecumbe Key / Venetian Shores
Marathon
MarathonDrive the scenic Overseas Highway from Marathon to Key West for a full day of island exploration
Year-round. Best Nov-Apr for comfortable weather.Explore Marathon's conservation centers, Seven Mile Bridge views, and working waterfront community
Year-round. Book Turtle Hospital tours in advance.Vaca Key / Sombrero Beach / Boot Key Harbor
Relax on Sombrero Beach or Coco Plum Beach — Marathon's best stretches of white sand
Year-round. Sombrero Beach is free and rarely crowded.Tour the only state-licensed sea turtle veterinary hospital and meet rescued turtles up close
$35 Verified Mar 2026 Open year-round, tours on the hour 9am-4pm. Book in advance — spots fill quickly. Book this tour →Vaca Key / Sombrero Beach / Boot Key Harbor
Check out of your hotel, grab a final breakfast, and head to the airport. Safe travels from Marathon!
Where You’ll Stay
Estimated total: $2,016–$3,024
Trip Budget Estimate
Estimates based on listed activity prices and hotel rates. Actual costs vary by season, availability, and personal spending.
Typical range for Florida Keys
$1,400 – $7,000 per person for 14 days
Similar Destinations
Similar vibes, fewer crowds — destinations our algorithm rates as close matches to Florida Keys.
🧳 Practical Info for Florida Keys
- Visa
- ESTA required for Visa Waiver Program countries. CA citizens visa-exempt. See US entry requirements.
- Tipping
- 18–20% tip expected at restaurants. Standard US tipping culture applies.
- Currency
- US Dollar ($ USD). Cards accepted everywhere.
- Power
- 120V, Type A/B plugs. EU/UK/AU travelers need an adapter.
- Connectivity
- Good coverage along the Overseas Highway. Some remote keys may have weaker signal.
- Emergency
- 911 (general emergency)
🚗 Getting Around Florida Keys
Drive the Overseas Highway (US-1) from Miami through all the Keys — one of America's most scenic drives.
Keys Shuttle runs between Miami Airport and Key West with stops along the way.
Frequently Asked Questions
What is the best time to visit?
Spring and fall offer the best weather and fewer crowds. Summer is peak season. Check regional weather patterns for specific conditions.
Do I need to rent a car?
A car is essential for road trips and national parks in the US. Public transit is limited outside major metro areas.
How much does a week cost?
Budget: $100-150/day. Mid-range: $200-350/day. Luxury: $500+/day. Costs vary significantly by region and season.
