Travel Guides

Key West guides, planning tips, and stories

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

Snorkelers in the water beside a reef cruise boat near Key West

Key West Reef Snorkel Cruise: What to Expect

August 22, 2026

A Key West reef snorkel cruise combines a boat ride with time in the water, usually in about three hours.…

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Family preparing for a snorkeling tour on a boat near Key West

Key West Snorkeling Tours for Families

August 21, 2026

Compare local reef trips and Dry Tortugas excursions, then learn how to choose a family-friendly Key West snorkeling tour based…

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Catamaran and schooner sailing near Key West at sunset

Key West Catamaran vs Schooner: Which Sailing Trip Is Better

August 20, 2026

Choose between a Key West catamaran and schooner by comparing atmosphere, activities, trip length, passenger capacity, departure dock, accessibility, and…

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Small private BYOB boat tour cruising near Key West

Key West BYOB Boat Tours: Best Options

August 19, 2026

Compare Key West BYOB boat tours for private groups, nature-focused outings, and sunset sailing. See which operators allow outside alcohol,…

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Family paddling tandem kayaks beside Key West mangroves

Key West Mangrove Kayak Tours for Families

August 18, 2026

Compare Key West mangrove kayak tours for families by age rules, duration, price, launch logistics, beginner support, weather policies, and…

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

Key West Haunted Pub Crawl: What to Expect

August 17, 2026

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

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Open-air sightseeing trolley traveling through Key West

Best Key West Tours Under $100

August 16, 2026

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

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

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

August 15, 2026

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

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Passengers preparing to snorkel from a tour boat near Key West

Key West Snorkeling Tours With Open Bar

August 14, 2026

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

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key west festivals calendar

Key West Festivals Guide: Best Events by Month

June 23, 2026

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

Key West Spring Break Guide: What to Expect

June 22, 2026

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

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key west packing essentials list

Key West Packing List: What to Bring for Any Season

June 21, 2026

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

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Plan Key West like a local

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