Travel Guides

Key West guides, planning tips, and stories

Long-form articles to help you build the trip you actually want.

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Fresh from Key West

The newest Key West travel guides, tour notes, neighborhood tips, and planning ideas.

Adults following a guide on a nighttime walking tour in Old Town Key West
Uncategorized

Key West Haunted Pub Crawl: What to Expect

August 17, 2026 · 11 min read

The Key West haunted pub crawl combines adult ghost stories, an evening walk through Old Town, and stops at local bars. Here…

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Open-air sightseeing trolley traveling through Key West
Tours

Best Key West Tours Under $100

August 16, 2026 · 13 min read

Compare two Key West sightseeing tours with listed prices below $100 per person, including a flexible trolley and a cruise-only open-air island…

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Angler fighting an airborne tarpon beside a flats boat near Key West
Uncategorized

Key West Tarpon Fishing Charters: Best Time and What to Expect

August 15, 2026 · 16 min read

Spring through early summer offers the clearest planning window for a tarpon-focused Key West trip. Learn how to choose the right charter,…

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Passengers preparing to snorkel from a tour boat near Key West
Uncategorized

Key West Snorkeling Tours With Open Bar

August 14, 2026 · 12 min read

Compare Key West snorkeling tours with open bar service by drink selection, bar timing, itinerary, duration, departure marina, family policies, and weather…

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key west festivals calendar
Things to Do

Key West Festivals Guide: Best Events by Month

June 23, 2026 · 13 min read

In Key West, every month hides a can't-miss festival, and the best time to visit depends on one surprising detail.

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beach parties alcohol fueled fun
Travel Tips

Key West Spring Break Guide: What to Expect

June 22, 2026 · 7 min read

A sun-soaked Key West spring break promises lively nights, mellow beaches, and smart planning tips—but the biggest mistake travelers make is easy…

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key west packing essentials list
Travel Tips

Key West Packing List: What to Bring for Any Season

June 21, 2026 · 14 min read

Just when you think flip-flops and sunscreen are enough, this Key West packing list reveals the overlooked essentials that make every season…

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key west first timer questions
Travel Tips

Key West FAQs: Real Questions First Timers Ask

June 20, 2026 · 20 min read

Travel smarter with Key West FAQs covering cars, booking, neighborhoods, and weather surprises—before one overlooked detail changes everything.

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stay aware secure valuables
Travel Tips

Key West Safety Tips for Tourists

June 19, 2026 · 6 min read

Breezy but bustling, Key West can surprise tourists fast—learn the safety tips that make the difference before your island plans unravel.

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Newsletter

Plan Key West like a local

Honest tour picks, seasonal advice, and the routes we actually use. Sent occasionally, never spammy.