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.

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 Yearβs 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 β April | π²π²π² Highest | Peak season, warm weather, winter escape |
Late Dec β Early Jan | π²π²π² Very High | Christmas & New Year holidays, parties |
March β April (Spring Break) | π²π²π² High | Family & student travel, busy attractions |
June β August | π² Lowest | Summer heat, humidity, affordable rates |
Sept β Early Nov | π² Low | Hurricane season, cheapest hotels & flights |
May | π² LowβMid | 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 Westβs 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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