Miami South Beach Art Deco hotels and palm trees

Best 10 Days in Florida Keys — Food & Wine

Miami → Upper Keys → Marathon

10 days · 3 cities · 17 activities · route optimized by distance

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

Arriving Wed, Jul 1 Change

This 10-day Florida Keys itinerary is built around food and drink experiences — 16 activities focus on local cuisine, markets, cooking classes, and tastings across Miami, Upper Keys, and Marathon.

Your Route — ordered to minimize backtracking

17+ activities scored and ranked · route optimized across 3 cities

Where you'll stay
Hotel in Miami · From $180/night +2 more
See lodging →
Trip cost
~$4,581.92 total · $458/day
See budget →
Top picks
Little Havana, South Beach: App guided with golf cart tour, Wynwood and the Design District: Graffiti golf cart group tour
See itinerary →

Day-by-Day Schedule — heavy and light days alternate so you don’t burn out

Miami

Miami Miami · Open in Google Maps ↗
Day 1 Wed, Jul 1 Full Miami
Morning
Little Havana$~3 hrs

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.
Afternoon
South Beach: App guided with golf cart tour$$~1h 30m

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 →
🏨 Hotel in Miami

South Beach / Mid-Beach / Brickell

wifiparkingair-conditioning
Travelers book: The Setai Miami Beach $500-900/nightFontainebleau Miami Beach $250-450/nightGenerator Miami $100-200/night
Book Hotel in Miami from $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 2 Thu, Jul 2 Moderate Miami
Morning
Wynwood and the Design District: Graffiti golf cart group tour$$~1 hr

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 →
Afternoon
Wynwood and the Design District: Private walking tour$$~1h 30m

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 →
🏨 Hotel in Miami

South Beach / Mid-Beach / Brickell

wifiparkingair-conditioning
Travelers book: The Setai Miami Beach $500-900/nightFontainebleau Miami Beach $250-450/nightGenerator Miami $100-200/night
Book Hotel in Miami from $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 3 Fri, Jul 3 Moderate Miami
Morning
Private Miami City Tour$$~3h 30m

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 →
Afternoon
Wynwood and the Design District: Wynwood Walls and Craft Beer group tour$$~2 hrs

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 →
🏨 Hotel in Miami

South Beach / Mid-Beach / Brickell

wifiparkingair-conditioning
Travelers book: The Setai Miami Beach $500-900/nightFontainebleau Miami Beach $250-450/nightGenerator Miami $100-200/night
Book Hotel in Miami from $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 4 Sat, Jul 4 Moderate Miami
Morning
Miami Skyline Seaplane Tour$$~1 hr

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 →
Afternoon
Downtown Miami Discovery$$~3 hrs

With the step-by-step guidance in your personalized App Guide, create your own adventure and explore at your own pace. D

🏨 Hotel in Miami

South Beach / Mid-Beach / Brickell

wifiparkingair-conditioning
Travelers book: The Setai Miami Beach $500-900/nightFontainebleau Miami Beach $250-450/nightGenerator Miami $100-200/night
Book Hotel in Miami from $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 5 Sun, Jul 5 Moderate Miami
Morning
Coral Gables and Coconut Grove Discovery$$~3 hrs

With the step-by-step guidance in your personalized App Guide, create your own adventure and explore at your own pace. E

Afternoon
Wynwood Cycle Party Bar Crawl$$~2 hrs

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 →
🏨 Hotel in Miami

South Beach / Mid-Beach / Brickell

wifiparkingair-conditioning
Travelers book: The Setai Miami Beach $500-900/nightFontainebleau Miami Beach $250-450/nightGenerator Miami $100-200/night
Book Hotel in Miami from $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 6 Mon, Jul 6 Moderate Miami
Morning
Private Yacht Excursion$$~3 hrs

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 →
Afternoon
Private Sailing Charter: Full day charter$$~8 hrs

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 →
🏨 Hotel in Miami

South Beach / Mid-Beach / Brickell

wifiparkingair-conditioning
Travelers book: The Setai Miami Beach $500-900/nightFontainebleau Miami Beach $250-450/nightGenerator Miami $100-200/night
Book Hotel in Miami from $180/night Affiliate link — we may earn a commission at no extra cost to you
Miami → Upper Keys
1h 42m Drive straight to the Upper Keys without sightseeing along the route. This is recommended for those who want to maximize

Upper Keys

Upper Keys Upper Keys · Open in Google Maps ↗
Day 7 Tue, Jul 7 Full Upper Keys
Morning
Islamorada Brewery & Distillery$$~30 min

Sample 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 →
Afternoon
Miami Day Trip$$~3 hrs

Head north to Miami for South Beach, Wynwood Walls, and Little Havana's Cuban cuisine

Year-round. Best Nov-Apr.
🏨 Hotel in Upper Keys

Key Largo / Upper Matecumbe Key / Venetian Shores

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Travelers book: Casa Morada $350-550/nightCheeca Lodge & Spa $300-500/nightKona Kai Resort and Gallery $200-350/night
Book Hotel in Upper Keys from $265/night Affiliate link — we may earn a commission at no extra cost to you
Day 8 Wed, Jul 8 Light Upper Keys
Full Day
Marathon and the Lower Keys day trip: App guided$$~3 hrs

Travel to Marathon and the Lower Keys and explore at your own pace with the step-by-step guidance in your App Guide. On

🏨 Hotel in Upper Keys

Key Largo / Upper Matecumbe Key / Venetian Shores

wifiparkingair-conditioning
Travelers book: Casa Morada $350-550/nightCheeca Lodge & Spa $300-500/nightKona Kai Resort and Gallery $200-350/night
Book Hotel in Upper Keys from $265/night Affiliate link — we may earn a commission at no extra cost to you
Upper Keys → Marathon
1h Drive straight to Marathon without sightseeing along your route. There aren't any major point of interest along the way

Marathon

Marathon Marathon · Open in Google Maps ↗
Day 9 Thu, Jul 9 Full Marathon
Morning
Turtle Hospital$$~1 hr

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 →
Afternoon
Key West day trip: App guided with Conch Republic food tour$$~3 hrs

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 →
🏨 Hotel in Marathon

Vaca Key / Sombrero Beach / Boot Key Harbor

wifiparkingair-conditioning
Travelers book: Isla Bella Beach Resort & Spa $350-600/nightTranquility Bay Beachfront Resort $250-450/nightHampton Inn Marathon $150-250/night
Book Hotel in Marathon from $185/night Affiliate link — we may earn a commission at no extra cost to you
Day 10 Fri, Jul 10 Marathon
Checkout & Depart

Check out of your hotel, grab a final breakfast, and head to the airport. Safe travels from Marathon!

Where You’ll Stay

Estimated total: $1,436–$2,154

Trip Budget Estimate

$4,581.92 estimated total per person
$458 per day
Lodging $1,795
Activities $2,786.92

Estimates based on listed activity prices and hotel rates. Actual costs vary by season, availability, and personal spending.

Typical range for Florida Keys

$1,000 – $5,000 per person for 10 days

Budget: $100/day — Budget motels, fast-casual dining, public transport Mid-range: $250/day — Hotels, restaurants, car rental Luxury: $500/day — Resorts, fine dining, guided tours

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

🚗 Car

Drive the Overseas Highway (US-1) from Miami through all the Keys — one of America's most scenic drives.

🚌 Bus

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.

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