Travel Guides

Key West guides, planning tips, and stories

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

How to Get to Key West

May 6, 2026

Whether you fly, drive, or shuttle into Key West changes everything, and one route might make your trip unforgettable.

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top beaches in key west

Best Beaches in Key West

May 5, 2026

Chase Key West’s best beaches for clear water, soft sand, and sunset views, but one local favorite might surprise you…

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Key West Weather by Month

May 5, 2026

The secrets of Key West weather by month reveal when to chase breezes, dodge storms, and plan the perfect island…

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scenic key west catamaran cruise

Key West Catamaran Cruise: What It’s Like

May 5, 2026

Trade Key West’s heat for a catamaran sunset sail, live music, and dolphins—then discover the unexpected moment that begins after…

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harry truman s key retreat

Truman Little White House Guide

May 4, 2026

One tour shows Truman’s desk; the other reveals what most visitors miss at the Little White House—find out which is…

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Key West in Hurricane Season: What to Know

May 4, 2026

Catch Key West’s quieter summer charm, then learn the hurricane-season risks, timing, and backup plans that could change your trip…

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guided key west dolphin excursions

Key West Dolphin Watching Tours: What to Expect

May 4, 2026

A Key West dolphin watching tour begins with calm seas and fins in the distance, but what surfaces next might…

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hemingway key west home

Ernest Hemingway Home and Museum Guide

May 3, 2026

Hemingway’s Key West home hides six-toed cats, a penny-marked pool, and timing secrets that can change your visit.

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Key West in Summer: Heat, Deals, and What’s Worth It

May 3, 2026

Planning Key West in summer? Discover the heat, hidden deals, and which experiences are truly worth sweating for before you…

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shallow turquoise waters snorkeling

Key West Sandbar Tour: What to Expect

May 3, 2026

Unlock what really happens on a Key West sandbar tour, from tides to charters, before one small detail changes your…

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peak photo time tips

Southernmost Point Key West: Best Time and Photo Tips

May 2, 2026

Discover the best time to photograph the Southernmost Point in Key West, and the one spot most visitors miss for…

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Key West in Winter: What It’s Like and What to Do

May 2, 2026

Trade snow for Key West’s sunny winter days, clear water, and festive nights—but the best part might surprise you.

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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.