Cheapest and Most Expensive Times To Visit Key West

Searching for the cheapest and most expensive times to visit Key West? This guide has you covered and will help you plan when to visit based on your travel budget.

Cheapest and Most Expensive Times To Visit Key West

Most Expensive Time to Visit Key West

The most expensive time to visit Key West is during the dry winter season and holiday periods, when the Florida Keys attract both domestic and international travelers.

Winter Peak Season (December to April)
This is the busiest and most expensive period, with warm, sunny weather drawing visitors escaping colder climates.

  • Hotels along Duval Street and near the beach charge premium rates.
  • Flights into Key West International Airport are at their highest.

Christmas & New Year (Late December to Early January)
Festive celebrations and New Year’s Eve parties make this one of the costliest times.

  • Hotels book out far in advance.
  • Prices for flights and rentals surge.

Spring Break (March to April)
College students and families flock to Key West during this period.

  • Resorts and vacation rentals raise their prices.
  • Attractions like Mallory Square and boat tours are crowded.

Cheapest Time to Visit Key West

The cheapest time to visit Key West is during the hot, humid summer and hurricane season, when demand slows and prices drop.

Summer (June to August)
High humidity and storm risks discourage some travelers, creating lower prices.

  • Hotels across the island offer discounts.
  • Flights are more affordable than in winter months.

Hurricane Season (September to Early November)
This is the least expensive time to visit, though travelers should be mindful of potential storms.

  • Hotels and vacation rentals slash rates.
  • Attractions are less crowded, and beaches are quieter.

Late Spring (May, after Spring Break but before summer rush)
This shoulder season offers good value with decent weather.

  • Hotel and flight prices are more affordable than in peak winter.
  • Attractions are less crowded, making it a comfortable time to visit.

Price Summary Table for Key West

Time Period Price Level Why It Matters
Dec – April πŸ’²πŸ’²πŸ’² Highest Peak season, warm weather, winter escape
Late Dec – Early Jan πŸ’²πŸ’²πŸ’² Very High Christmas & New Year holidays, parties
March – April (Spring Break) πŸ’²πŸ’²πŸ’² High Family & student travel, busy attractions
June – August πŸ’² Lowest Summer heat, humidity, affordable rates
Sept – Early Nov πŸ’² Low Hurricane season, cheapest hotels & flights
May πŸ’² Low–Mid Shoulder season, moderate prices

How To Save Money When Visiting Key West?

When you go will most certainly make the difference in costs like flights, hotels, attractions, and food. Aligning your travel dates with Key West’s off-peak seasons can significantly cut expenses. Consider what experiences you hope to have and plan accordingly to make the most of lower prices and thinner crowds.


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