September: 86 places at their best

United States, North America

Key West in May

The value sweet spot: calm seas, warm water, fewer crowds. Rain starts late in the month.

BestWarm, highs near 85F (29C), humidity building
Key West, United States
Key WestPhoto: Julian Lupyan, CC0

The straight answer

May is one of the best months of the year to visit Key West. The value sweet spot: calm seas, warm water, fewer crowds. Rain starts late in the month.

Weather
Warm, highs near 85F (29C), humidity building
Crowds
3 of 5
Prices
3 of 5

What May is like in Key West

May is the value sweet spot in Key West. Highs reach about 85F (29C), the water is warm, and the seas are usually calm. Humidity starts to build, and late in the month the first afternoon storms of the rainy season can roll in. Winter crowds are gone, so hotel rates drop and it is easier to get ferry seats and dinner tables.

This month suits snorkelers, couples, and families who want warm water and fair prices before the summer heat. It is less ideal for people who struggle with humidity. Come early in the month for the driest weather, and avoid planning a trip here from August to October.

Make the most of May

What is especially good about Key West this month.

01

Warm, calm water

The water is warm and clear, and calm seas make this one of the best months for the outer reef and Dry Tortugas.

02

Lower rates after the high season

Hotel prices fall once the winter crowds leave, so you can stay in Old Town for much less than in February.

03

Quieter Old Town streets

With the snowbirds gone, the Hemingway Home, the Truman Little White House, and Mallory Square are more relaxed.

What to pack for May

  • Reef-safe sunscreen and a rash guard
  • Breathable, loose clothes for humid days
  • A compact umbrella for late-month showers
  • A mask and snorkel

Our timing tip

Come in the first half of May for the driest weather, and book snorkel trips in the morning, when the water is calmest.

Book Key West for May.

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Things to do in Key West

Full guide
01

Dry Tortugas National Park

Reach it by the official ferry or seaplane. Book months ahead in winter and spring; seas are calmest from spring into early summer.

Official site ↗Tickets and tours →

02

Ernest Hemingway Home and Museum

Hemingway's house, with dozens of six-toed cats. Go at opening.

Official site ↗Tickets and tours →

03

Mallory Square Sunset Celebration

Every evening at sunset. Arrive early for a spot on the dock.

Official site ↗Tickets and tours →

04

Fort Zachary Taylor Historic State Park

The best beach on the island, with a Civil War era fort and snorkeling off the rocks.

Official site ↗Tickets and tours →

05

Harry S. Truman Little White House

Truman's winter White House, with guided tours.

Official site ↗Tickets and tours →

06

Reef snorkel trips

Half-day trips to the outer reef. Calmest from late spring through summer on non-stormy days.

Tickets and tours →

Beat the crowds

  • Book Dry Tortugas ferry seats and Old Town hotels months ahead for January through April.
  • Come in late April or May for dry-season weather with lower rates.
  • Walk Duval Street in the morning; it gets rowdy at night, especially during spring break and Fantasy Fest.
  • Cruise ship days crowd Old Town midday. Check the cruise schedule and plan museums for early morning.

Know before you go

  • Hurricane season runs June 1 through November 30, peaking August through October. Storms can close the Overseas Highway and prompt evacuations of the Keys.
  • Some small restaurants and shops close for a few weeks in September.
  • Dry Tortugas ferries can cancel on rough seas, most often in winter cold fronts. Build in a backup day.

Key West in May, quick answers

Is May a good time to visit Key West?

May is one of the best months of the year to visit Key West. The value sweet spot: calm seas, warm water, fewer crowds. Rain starts late in the month.

What is the weather like in Key West in May?

Warm, highs near 85F (29C), humidity building.

Is Key West crowded in May?

Crowds in Key West are moderate in May; timed bookings still help at the biggest sights.

Keep planning Key West.

The months either side, and the best one if this is not it.

  1. 01Key West in AprilThe month before: Warm, highs near 82F (28C), dryBest
  2. 02Key West in JuneThe month after: Hot, highs near 88F (31C), stormsTradeoffs
  3. 03Key West in DecemberThe next best month: Pleasant, highs near 77F (25C), dryBest

Also at their best in May

Everywhere in May

Where else is good in May?

Tell us when you can go and what kind of trip you want. We rank every place we cover for that exact month.

What kind of trip? Pick any.

Before you book.

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Our top-rated travel gear

Whatever you decide, this is the gear we actually travel with: verified, priced, and ranked. Live price check on each.

Packing CubesEagle Creek Pack-It Reveal Compression Set

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compression set

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ChargerAnker Nano II 65W

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TrackerApple AirTag (4-Pack)

Apple AirTag (4-Pack)

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Travel PillowTrtl Travel Pillow

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packs flat

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Luggage ScaleEtekcity Luggage Scale

Etekcity Luggage Scale

handheld hook

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