Yachting destination

Key West

North America Florida Keys United States Florida Keys / Gulf of Mexico November to May ★ 2 Star Superyacht Guide Destination Award

Superyacht Guide Award

Superyacht Guide Destination Star

★★☆☆☆

2 Stars - Good yachting destination

Preliminary Superyacht Guide destination note pending full editorial assessment. Key West has recognised North American yachting, strategic, cultural, marina, expedition or itinerary merit but has not yet been assessed for a higher Destination Star rating.

Preliminary Listing North America Destination Editorial Review Pending

Last reviewed: May 10, 2026

Destination Stars are editorial ratings based on cruising appeal, marina access, hospitality, scenery, events, seasonality and available information.

Key West is an iconic Florida Keys yacht destination with marinas, sunsets, restaurants, sportfishing, reefs and relaxed island culture.

Key West is an iconic Florida Keys yacht destination with marinas, sunsets, restaurants, sportfishing, reefs and relaxed island culture.

Key West is included as a preliminary Superyacht Guide destination because it has clear relevance for North American yacht itineraries. These destinations may offer marina infrastructure, city access, cruising grounds, island routes, regatta heritage, luxury hospitality, expedition scenery, sportfishing, beach culture or strategic coastal-route value.

For owners and guests, Key West can form part of a wider itinerary involving harbours, islands, national parks, seafood, culture, private aviation, city events, sportfishing, refit support, wilderness cruising or seasonal coastal passages. Its current Destination Star rating is deliberately capped pending full editorial assessment.

Superyacht highlights

  • Iconic Florida Keys yacht stop
  • Sunsets, marinas, nightlife and historic streets
  • Sportfishing, reefs and Dry Tortugas routes
  • Strong winter and spring appeal
  • Useful gateway between Florida, Gulf and Caribbean routes

Destination details

Region North America
Local region / area Florida Keys
Country United States
City / main area Key West
Destination type Tropical island yacht destination
Cruising area Florida Keys / Gulf of Mexico
Best season November to May
Best time to visit Winter and spring are preferred for weather, sportfishing and yacht visits.
Season South Florida winter and spring cruising season
Charter appeal High island appeal

Access and berthing

Nearest airport Key West International Airport (EYW)
Airport access

Key West Airport, Miami and private aviation options support access.

Marina access

Key West has marina and harbour access, with peak-season planning important.

Superyacht berthing

Berth, draught, weather and reef-aware route planning are recommended.

Hospitality and attractions

Luxury hotels

Ocean Key Resort; Casa Marina; Sunset Key Cottages; The Marquesa Hotel

Restaurants

Key West seafood, Duval Street restaurants, dockside dining and yacht hospitality

Attractions

Mallory Square; Duval Street; Hemingway House; reefs; fishing; Dry Tortugas; sunsets

Events

events.EventPage.None

Marinas