Fly InKey West (EYW), Miami (MIA), or Fort Lauderdale (FLL) + drive the Overseas Highway
🏨
Check In — The Marker200 William St · Check-in 4 PM
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Welcome DrinksHit Duval Street and don't embarrass Leo High School
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Mallory Square SunsetTourist trap, but worth it once
Friday, June 19 — BIG DAY
🎣 Fishing Day
⏰
Early RiseCharter departs early — set three alarms
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High Stakes Charter6-hour deep sea fishing. Bring sunscreen, hat, closed-toe shoes, and your dignity
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Catch of the DayMahi, grouper, snapper — bring it home
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Back at the HotelCold drink in hand, fish stories already getting bigger
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USA vs. Australia — 3:00 PM ETFIFA World Cup 2026. Every bar on Duval will be electric
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Evening OutCelebrate the catch AND the win
⚽🧁️
🏆 FIFA World Cup 2026 — USA vs. Australia
June 19 · Group Stage · Lumen Field, Seattle · Fox Sports Charter back ~1–2 PM. Shower, grab a stool at Sloppy Joe's, and be ready to scream by kickoff.
3:00 PM ET
Saturday, June 20
Free Day
🏝️
Your CallBeach, kayaking, snorkeling, or horizontal by the pool
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Hemingway House~60 six-toed cats. This is real. Visit or regret it
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Explore KWRent bikes — the island is only 2×4 miles
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Last Night OutMake it count — the Lions don't come to Key West twice
Sunday, June 21
Departure
☕
Cuban CoffeeMandatory stop before leaving the island
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Check Out11 AM — room key in the box, not your pocket
✈️
Fly HomeBring nothing but memories and fish stories
🦁
Leo Lions ForeverUntil next time, gentlemen
🏨 Your Home Base
The Marker Hotel
200 William St, Key West, FL 33040 · Check-in 4 PM · Check-out 11 AM
🏊
Three Pools
Three crystalline pools including a tranquil adults-only pool — chaise lounges, palms, and late-night poolside beverage service
🆑
Starboard Restaurant
Al fresco dining with poolside views. Full bar (Starboard Bar) on-site. Room service available
🤺
Spa & Jacuzzi
On-site spa services and Jacuzzi. Perfect recovery after a 6-hour fishing charter and a night on Duval
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Fitness Center
State-of-the-art gym with Peloton bikes and Hydrow rowing machines. For those who actually wake up early
🚲
Bike Rental
Bicycles available through the hotel. Best way to explore Key West — the island is only 2×4 miles
🚗
Underground Parking
Rare in Old Town Key West — $44/night + tax. Valet also available. Don't try to drive on Duval
🏋🏽
Fury Watersports
Hotel partnership with Fury Water Adventures — snorkeling, sunset sails, parasailing, and glass-bottom boat tours
📍
Prime Location
Historic Seaport, waterfront views, walking distance to Duval Street, Mallory Square, and the Key West Bight marina
🔑
Concierge
Full-service concierge for reservations, activities, and local tips. Free Wi-Fi throughout the property
🗺️ Know Before You Go
Logistics
🎣
High Stakes Charter
📅Friday, June 19 — 6-hour morning charter
👤Wear sunscreen, closed-toe shoes on deck, hat & sunglasses
🚫No alcohol until the captain says so — then go nuts
📷Bring a camera. You'll want proof
✈️
Getting There
🛫Key West (EYW) — easiest, 5 min from everything
🚘Miami (MIA) — 3.5 hrs down US-1 (beautiful drive)
🚘Ft. Lauderdale (FLL) — 4 hrs, often cheaper flights
🛒Stop at Publix on the mainland — prices double on the island
🍺
Where to Go
🍽Sloppy Joe's — the Hemingway bar on Duval. Watch the World Cup here
🍽Green Parrot — locals' bar, great live music
🍽Pepe's Café — oldest restaurant in the Keys, legendary breakfast
🌶Garbo's Grill — Korean BBQ fish tacos. Non-negotiable
💊
Nearby Essentials
💊Walgreens — 527 Duval St, open 6 AM–midnight daily
⛽Gas & ATM — fill up before Key West, cash for dive bars
🏥Lower Keys Medical Center — Stock Island, 5 min away
🚘Uber/Lyft available; bikes better for Duval at night
✅ Pack Smart
Packing List
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☀️ Beach & Sun
🎣 Charter Day
💼 Basics
🦁 Leo Lions Wisdom
Pro Tips
🛒
Publix StopBuy groceries, beer, and snacks on the mainland before US-1 — everything is 2× on the island
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Don't Be Late to the CharterHigh Stakes waits for nobody. Set two alarms. Actually three
☀️
Sunscreen is Not OptionalFlorida sun + ocean reflection = lobster in 20 minutes flat
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World Cup BarsGet to Sloppy Joe's early on June 19 — 3 PM ET kickoff, barstools disappear fast
🌅
Mallory Square SunsetShow up 30 min early for a spot — fire eaters, jugglers, and the best sunset in the US
🐾
Hemingway's Cats~60 six-toed cats at the Hemingway House. Yes, they're real. Yes, you should go
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Bike Don't DriveDuval Street at night is walking/biking territory only — no parking, total chaos
☕
Cuban CoffeeCafé Bustelo from a walk-up window before checkout Sunday. Mandatory