Nomad Watch

Food and Drink

Best Local Dish to Try
Key Lime Pie at Blue Heaven; Conch Fritters at B.O.'s Fish Wagon
Vegan/Vegetarian Options
The Cafe (509 Southard St) - Vegan Kung Pao Tofu and veggie burgers
Best Dessert Spots
Kermit’s Key West Key Lime Shoppe (200 Elizabeth St)
Affordable Shopping Spots
Publix Super Market at Key West Shopping Center; Winn-Dixie (Budget alternative)
E-commerce/Online Store
Amazon (Prime delivery takes 2-3 days due to island logistics)
Grocery Delivery
Instacart (Publix/Winn-Dixie) and Walmart+ delivery
Bar/Nightlife Area
Duval Street (Sloppy Joe's, Irish Kevin's, Green Parrot Bar)
Local Brewery
Waterfront Brewery (201 William St) - Key West Crazy Lady Honey Blonde Ale
Wine Bars
Vinos on Duval (810 Duval St) - $10-15 per glass by the porch
Street Food Stalls
Garbo's Grill (409 Caroline St) - Famous tacos from a food truck
Popular International Cuisine
El Siboney (900 Catherine St) - Authentic Cuban cuisine; Pescado (Thai/Seafood)
Best Food Delivery App
UberEats, DoorDash, and local service 'Key West Delivery'

Culture and Attractions

Must-See Landmarks
Southernmost Point Buoy (Corner of Whitehead and South St)
Museums & Art Venues
Ernest Hemingway Home and Museum (907 Whitehead St) - $18 entry
Historical Sites
Harry S. Truman Little White House (111 Front St)
Religious Sites
Basilica of St. Mary Star of the Sea (1010 Windsor Ln)
Annual Events
Fantasy Fest (October); Hemingway Days & Lookout Contest (July)
Cultural Districts
Bahama Village (Petronia St) - Historic Afro-Caribbean neighborhood
Theater Venues
Tennessee Williams Theatre; Red Barn Theatre
Local Markets
Artisan Market (bi-weekly at 1100 Atlantic Blvd)
Music Scene
The Green Parrot Bar - Legendary live music, blues, and funk
Street Art
Key West Mural on the side of the Cuban Coffee Queen (284 Margaret St)
Cooking Classes
Isle Cook Key West (717 Simonton St) - Chef-led demonstrations
Art Galleries
Gallery on Greene (606 Greene St); 7 Artists & Friends (213 Simonton St)
Historic Buildings
Key West Custom House (Museum of Art & History)
Local Heritage
The 'Conch Republic' flag representing the 1982 symbolic secession

Nature and Outdoor Activities

Nearby Nature Escapes
Dry Tortugas National Park (Access by ferry or seaplane only)
National Parks Nearby
Everglades National Park (Approx. 2.5 hours driving north)
Cycling/Walking Paths
Florida Keys Overseas Heritage Trail; Smathers Beach Promenade
Scenic Viewpoints
The Top at La Concha Hotel (Highest point on the island)
Birdwatching Locations
Key West Tropical Forest & Botanical Garden (5500 College Rd)
Bonfire-Friendly Spots
Generally prohibited on local beaches; check Higgs Beach for permitted gatherings

Other Services and Amenities

Parcel Delivery Service
UPS Store (1107 Key Plaza), FedEx Office (3410 Northside Dr)
Tech Repair Services
The Mac Outlet (for Apple products); Office Depot for general tech
Table Tennis Spots
Bernstein Park Community Center (Stock Island)
Language Classes
Monroe County Lifestyle Adult Education (offers ESOL/Spanish)
Libraries & Study Spots
Key West Library (700 Fleming St) - Free Wi-Fi and quiet workspaces
Community Centers
Gato Building (1100 Simonton St) - Government and community services
Gaming Lounges
Retro Room (Wine & Beer bar with vintage video games)
Casino & Gaming Halls
Nearest legal casino is Miccosukee Resort in Miami (3 hours away)

Business

Studio Purchase Price (City Center)
Approx. $16,000 per m² (e.g., 40 m² = $640,000)
Studio Purchase Price (Outside City)
Approx. $11,000 per m² (e.g., 40 m² = $440,000 in Stock Island)
1-Bedroom Purchase Price (City Center)
Approx. $15,500 per m² (e.g., 60 m² = $930,000)
1-Bedroom Purchase Price (Outside City)
Approx. $10,500 per m² (e.g., 60 m² = $630,000)
2-Bedroom Purchase Price (City Center)
Approx. $14,000 per m² (e.g., 80 m² = $1,120,000)
2-Bedroom Purchase Price (Outside City)
Approx. $9,500 per m² (e.g., 80 m² = $760,000)
Tax System
No State Income Tax in Florida; Federal tax applies to worldwide income
Highest Income Tax Bracket
37% (Federal Level only; no state income tax in Florida)
VAT
No VAT; sales tax is 7.5% in Monroe County (6% state + 1.5% local)
Controlled Foreign Company (CFC) Rules
Yes, US GILTI and Subpart F rules apply to US tax residents
Property Tax
Approx. 1% of assessed value annually; varies slightly by district
Property Transaction Tax
Doc stamps on deeds at $0.70 per $100 of value
Attractive Tax System for Digital Nomads
Very attractive for domestic nomads due to 0% State Income Tax
Corporate Tax
FL State Corporate Tax 5.5%; Federal Corporate Tax 21%
Dividend Withholding Tax
0% for US residents (FL has no state income tax); 30% for non-residents

Essentials

City
Key West, Monroe County, Florida, United States
Population
26,000 (increases significantly during peak tourist season)
Internet Speed
Average 150-300 Mbps; high-speed fiber available via Xfinity and AT&T
Currency & Banking
US Dollar (USD). Major banks: Wells Fargo (430 Duval St), Chase (3401 Northside Dr)
Tap Water
Safe to drink; provided by Florida Keys Aqueduct Authority
Power
120V, 60Hz, 🔌 Type A/B sockets
SIM Card
T-Mobile, AT&T, Verizon; $40-60 for unlimited data plans
Banking for Expats
Revolut, Wise, or local accounts with US Tax ID/SSN; Apple Pay widely accepted
Accommodation
High demand. Options: Kimpton Key West, NYAH Guesthouse, or monthly vacation rentals
Cashless Friendly
Yes, nearly 100% of establishments accept cards/contactless
Short Term Rentals
Airbnb, VRBO; Note: City-wide 30-day minimum rule for many residential zones
Budget Accommodation
Seashell Motel & International Hostel (718 South St) - Approx. $60-90/night for bunks
Best Area to Stay for Tourists
Old Town (Historic District) for proximity to Duval Street and Mallory Square
Best Area to Stay for Digital Nomads
New Town or Midtown for lower prices ($3,500+/mo) and easier grocery access

Working and Networking

Best Coworking Space
The Hub Key West (1200 4th St) - Day passes approx. $35, Monthly approx. $350
Best Cafe for Work
Keys Coffee Co (505 Southard St) - Great Wi-Fi, ample seating, and strong cold brew
Networking Events
Key West Chamber of Commerce 'Business After Hours' monthly mixers
Social Events for Expats
Daily sunset celebrations at Mallory Square; 'Key West Digital Nomads' Facebook group

Transportation

Best Taxi/Ride App
Uber and Lyft are very active; local 'Basics Taxi' (305-296-6666)
Bike/Scooter Rental
Eaton Bikes (830 Eaton St) - $15-20/day; Pirate Scooter Rentals - $50/day
Best Beach Nearby
Fort Zachary Taylor Historic State Park - Best water clarity ($6 entry fee)
Top Regional Airline
Silver Airways (Flights to Miami, Fort Lauderdale, Tampa, Bahamas)
Top International Airline
American Eagle, Delta (Connections via EYW to ATL, CLT, MIA)
Highway Access
US-1 (The Overseas Highway) connects to the mainland Florida
Main Train/Transit Hub
Key West International Airport (EYW); No train service (Amtrak stops in Miami)
Public Transport Passes
Key West Transit - $4 for a 1-day pass, $25 for a 7-day pass
Regional Travel
The Key West Express ferry to Fort Myers Beach (approx. $170 round trip)

Health and Wellness

Best Hospital
Lower Keys Medical Center (5900 College Rd)
Yoga & Wellness Centers
Shakti Yoga Key West (1114 White St) - $25 drop-in classes
Gyms & Fitness Centers
Stay Fit Studio (80 Tiverton Ln); Old Town Fitness (1010 Truman Ave) - $20 day pass
Laundry Services
The Laundry Bar (528 Margaret St) - Self-service with Wi-Fi and beer bar

Continue exploring Key West