This food & wine itinerary reshuffles the schedule around food & wine activities — local cuisine, wine tastings, and food tours. A moderate mix of walking and active experiences, with plenty of guided experiences. Includes 2 must-see landmarks across Miami and Upper Keys and Marathon.
Highlights: Little Havana, Turtle Hospital
This 5-day Florida Keys itinerary is built around food and drink experiences — 7 activities focus on local cuisine, markets, cooking classes, and tastings across Miami, Upper Keys, and Marathon.
Your Route — ordered to minimize backtracking
8+ 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.This is recommended for those interested in supplementing their App-Guided exploration of South Beach with a popular act
$49.99 Verified Mar 2026 Book this tour →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 →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 →South Beach / Mid-Beach / Brickell
Upper Keys
Upper KeysSample craft beers and spirits at the Keys' only brewery-distillery combo with a tropical beer garden
$30 Verified Mar 2026 Open daily year-round. Beer garden is outdoors — best in cooler months. Book this tour →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
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 →This is recommended for those interested in supplementing their App-Guided day trip with a popular activity located on t
$88.68 Verified Mar 2026 Book tickets →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: $648–$972
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
$500 – $2,500 per person for 5 days
Similar Destinations
Similar vibes, fewer crowds — destinations our algorithm rates as close matches to Florida Keys.
🧳 Practical Info for Florida Keys
- Visa
- ESTA required for Visa Waiver Program countries. CA citizens visa-exempt. See US entry requirements.
- Tipping
- 18–20% tip expected at restaurants. Standard US tipping culture applies.
- Currency
- US Dollar ($ 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.
