Miami South Beach Art Deco hotels and palm trees

Best 7 Days in Florida Keys — Food & Wine & History

Miami → Upper Keys → Marathon

7 days · 3 cities · 12 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 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

Arriving Wed, Jul 1 Change

This 7-day Florida Keys itinerary is built around food and drink experiences — 4 activities focus on local cuisine, markets, cooking classes, and tastings across Miami, Upper Keys, and Marathon.

Your Route — ordered to minimize backtracking

12+ 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
~$1,488.5 total · $213/day
See budget →
Top picks
Little Havana, South Beach & Art Deco District, Wynwood Walls & Design District
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 & Art Deco District$~3 hrs

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.
🏨 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 $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 2 Thu, Jul 2 Moderate Miami
Morning
Wynwood Walls & Design District$~3 hrs

Discover world-class street art murals and cutting-edge galleries in Miami's creative heart

$13 Verified Mar 2026 Open daily 10:30am-6:30pm year-round. Best Nov-Apr to avoid summer heat.
Afternoon
Everglades Day Trip$~3 hrs

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.
🏨 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 $180/night Affiliate link — we may earn a commission at no extra cost to you
Day 3 Fri, Jul 3 Moderate Miami
Morning
Key Biscayne & Bill Baggs State Park$~3 hrs

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.
Afternoon
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 →
🏨 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
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 →
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
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 5 Sun, Jul 5 Full Upper Keys
Morning
John Pennekamp Coral Reef State Park$$~3 hrs

Snorkel or dive America's first underwater park with vibrant coral reefs and tropical fish

$39 Verified Mar 2026 Best visibility Apr-Oct. Water temp pleasant year-round. Winter can have choppy seas canceling boat tours.
Afternoon
Islamorada's Matecumbe Keys$~3 hrs

Discover Islamorada's sportfishing capital with Robbie's tarpon feeding and oceanside parks

Year-round. Tarpon feeding best Mar-Jul.
🏨 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 6 Mon, Jul 6 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
Dolphin Research Center$$~3 hrs

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.
🏨 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 7 Tue, Jul 7 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: $936–$1,404

Trip Budget Estimate

$1,488.5 estimated total per person
$213 per day
Lodging $1,170
Activities $318.5

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

Typical range for Florida Keys

$700 – $3,500 per person for 7 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.

Explore Similar Trips