This adventure itinerary reshuffles the schedule around adventure activities — hiking, water sports, and active exploration. A moderate mix of walking and active experiences, with plenty of guided experiences. Includes 6 must-see landmarks across Miami and Upper Keys and Marathon.
Highlights: South Beach & Art Deco District, John Pennekamp Coral Reef State Park, Wynwood Walls & Design District, Little Havana, Turtle Hospital
This 14-day Florida Keys adventure itinerary packs in 16 active experiences across Miami, Upper Keys, and Marathon — expect hiking, water sports, and adrenaline over relaxation.
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
MiamiExperience 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.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.South Beach / Mid-Beach / Brickell
Stroll 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
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.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
Drive the Overseas Highway to Key Largo and Islamorada for snorkeling, wildlife, and island vibes
Best Nov-Apr. Hurricane season Jun-Nov.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
Explore the beautiful waters of Miami Beach on a luxury yacht excursion. Your beautiful and spacious Sport Yacht will be
$899 Verified Mar 2026 Book this tour →This is recommended for those who would like spend their entire day sailing. With this option, you have the ability to s
$1125 Verified Mar 2026 Book this tour →South Beach / Mid-Beach / Brickell
Sail Biscayne Bay on a private charter with skyline views, snorkeling, and sunset options
Year-round. Calmest waters Nov-May.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 →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 →On this adventure, explore Key Biscayne by wind-powered boat. Guided by two local sailors on this private experience, yo
$101.34 Verified Mar 2026 Book this tour →South Beach / Mid-Beach / Brickell
See all the quintessential landmarks that make Miami the iconic city that it is - the cruise ships lined up Cruise Ship
$160 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
Upper Keys
Upper KeysSnorkel or dive America's first underwater park with vibrant coral reefs and tropical fish
$39 Verified Mar 2026 Best visibility Apr-Oct. Water temp pleasant year-round. Winter can have choppy seas canceling boat tours.Dive or snorkel the spectacular coral reefs of Key Largo with expert local guides
Best visibility Apr-Oct. Winter swells can cancel trips.Key Largo / Upper Matecumbe Key / Venetian Shores
Jet ski through mangrove tunnels to a sandbar with guided wildlife narration along the way
$193.85 Verified Mar 2026 Year-round. Calmest conditions Nov-May. Book this tour →Journey to Everglades National Park for airboat rides and alligator encounters from the Keys
$29 Verified Mar 2026 Best Dec-Apr (dry season). Summer is hot and buggy.Key Largo / Upper Matecumbe Key / Venetian Shores
Marathon
MarathonTour 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 →Snorkel or dive the vibrant patch reefs off Marathon with small-group or private boat trips
Best visibility Apr-Oct. Winter seas can cancel trips.Vaca Key / Sombrero Beach / Boot Key Harbor
Kayak a gentle mangrove creek to a remote sandbar for swimming and wildlife spotting
Year-round. Calmest paddling conditions Nov-May.Meet Atlantic bottlenose dolphins at this nonprofit marine research and education facility
$35 Verified Mar 2026 Open daily 9am-4:30pm year-round. Interactive programs book separately.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.
