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Key West
Open water, a charter boat, and no set schedule.
Why Hiateus picked this
A short connecting hop keeps travel time down for an island this remote, gulf-stream waters stay productive for offshore charters into fall, and off-peak lodging avoids winter's high season.
Best WeatherUnexpected Deal
Key West
Estimated total trip cost
$1,594
Estimated flight cost $342 (1 traveler) + estimated lodging cost $1,072 + estimated taxes/fees $180
Planning estimate, not a live quote. Flight and lodging use modeled rates; taxes/fees are an allowance. Excludes food, activities, and other trip expenses. Confirm final prices with Expedia. Adjust traveling party from the home page for a party-sized estimate.
- Travel dates
- Oct 21 – Oct 25
- Trip length
- 4 nights
- Flight
- 3h 55m · 1 stop · American
- Weather
- Warm, breezy, 85°/75°F
Lodging estimate
Harborfront inn, Old Town Key West
$268 / night
$1072 planning estimate for 4 nights
What’s going on while you’re there
Here are some local favorites for your dates.
- TourHalf-day offshore sportfishing charter out of the harbor
- Local AttractionSunset Celebration at Mallory Square
- RestaurantFresh catch at a dockside seafood shack
- Weather-BasedSteady gulf-stream conditions favorable for a charter
Worth building your days around
- Half-day offshore charter out of the harbor
- Sunset Celebration at Mallory Square
- Hemingway House and the Old Town waterfront
- Fresh catch at a dockside seafood shack
Weather during your trip
Checking the live forecast…
Ready to make Key West happen?
Compare flight + hotel packages with Expedia. Choose your flight and hotel there; final prices may differ from this planning estimate.