Cheapest and Most Expensive Times To Visit Puerto Rico

Puerto Rico is most expensive in peak winter season (Dec–Apr), especially Christmas/New Year and spring break. It’s cheapest in the late-summer/fall low season (Aug–Oct), with strong value in May–June and early November.

Cheapest and Most Expensive Times To Visit Puerto Rico

Puerto Rico pricing follows two big travel patterns: winter “sun season” demand (higher prices) and late-summer/early-fall low season (lower prices, but more heat and rain risk). If you time it right, you can get great weather without paying peak-season rates.

Most Expensive Time To Visit Puerto Rico

The most expensive time to visit Puerto Rico is the peak winter season (mid-December through April), when travelers flock to the island for drier weather, comfortable temperatures, and school/holiday breaks.

  • Late December–early January (Christmas/New Year): biggest price spike, fastest sellouts, frequent minimum-stay rules
  • February–March: consistently high rates thanks to strong winter demand
  • Spring break weeks (often March, varies): higher prices and tighter availability in beach areas
  • Weekends & events: popular weekends (festivals, big concerts, major conventions) can raise rates in hotspots like San Juan

Cheapest Time To Visit Puerto Rico

The cheapest time to visit Puerto Rico is the late-summer and early-fall low season (August through October), when higher humidity, heavier rain, and storm risk reduce demand and push hotels to discount.

  • September–October: often the lowest prices of the year (biggest deal potential, most weather variability)
  • August: usually cheap, but hot and humid with frequent showers
  • May–June: shoulder-season value before peak summer and before the deepest late-summer lull
  • Early–mid November: often a good deal window before holiday pricing ramps up (avoid Thanksgiving week if you want value)

Price Summary for Puerto Rico Travel

Time PeriodPrice LevelWhy It Matters
Late Dec – early Jan💲💲💲 HighestHoliday peak; sellouts and premium pricing
February – March💲💲💲 HighStrong winter demand; limited bargains
April💲💲 HighPeak season lingers; prices often stay elevated
May – June💲💲 MediumShoulder season; better value with good travel conditions
July💲💲 MediumSummer demand varies; deals depend on week/location
August – October💲 LowestLow season; biggest discounts but higher rain/storm risk
Early–mid November💲 LowPre-holiday lull; prices often lower before peak returns

Save Money When Visiting Puerto Rico

When you are going will most certainly make the difference in such cost like flights, hotels, attractions and food. Aligning your travel dates with Puerto Rico’s off-peak seasons can significantly cut costs on flights, accommodations, and activities. Consider what experiences you hope to have and plan accordingly to make the most of lower prices and thinner crowds.

  • Best weather-to-price balance: May–June or early November
  • Lowest prices: September–October (be flexible and keep an eye on forecasts)
  • Avoid peak surcharges: Christmas/New Year and spring break weeks
  • Stay smarter in San Juan: pick a neighborhood a bit outside the most tourist-heavy strips to cut hotel costs

Other Popular Articles

Aruba Travel Guide: A Southern Caribbean Paradise
Planning a trip to Aruba? This Aruba Vacation Guide covers everything you need to know—the best beaches, top things to do, the best areas to stay, and more.
10 Most Beautiful Beaches in Mexico You Must Visit
Mexico is known for it’s beautiful beaches, but some are in a class of their own. Whether you’re looking to snorkel in crystal-clear waters, or simply relax on soft clean sand, these beaches hold the titles of Mexico’s most beautiful beaches.
8 Of The Best Things To Do In Bermuda
A blend of British and American culture, the island offers a unique travel experience with its subtropical climate, scenic views, and friendly locals. If you’re interested in relaxation, adventure, and cultural exploration, you’re in for a treat. Here are 8 of the best things to do in Bermuda.

Not A Member? ✈️

Save 40%-95% with Jetsetter Alerts - Airline Mistake Fare & Flash Sales Alerts!

Get Personalized Airfare Alerts

Sign Up For Cheap Flight Alerts