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Compare boat and sailing experiences by itinerary, duration and departure arrangements. Read the individual inclusions to distinguish sightseeing trips from experiences with meals or activities.
Explore experience ↗◷ 6 hr
This private Key West bachelorette boat charter is reserved for your group rather than shared with strangers. Celebrate aboard a Jeanne
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Explore experience ↗◷ 4 hr
This private Key West tiki bar crawl travels by boat rather than on foot. Your group enjoys scenic waterfront cruising and direct dock
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Explore experience ↗◷ 3 hr
This private eco boat tour focuses on the Key West National Wildlife Refuge and its mangroves, islands, flats, and coastal habitats. Yo
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Explore experience ↗◷ 1 hr 30 min
Witness the vibrant hues of a Florida Keys sunset on a 90-minute cruise along the stunning Seven Mile Bridge. This intimate experience
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Explore experience ↗◷ 4 hr–8 hr
Double Decker Pontoon Boat with slides for up to 14 passenger Rental in sunny Key West, Florida. Want a stress-free day? Hire a captain
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Explore experience ↗◷ 8 hr
Experience the Dry Tortugas on a private full-day charter from Key West, designed for travelers who want more freedom than a crowded fe
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Explore experience ↗◷ 2 hr
See Key West and the Florida Keys from the nearshore waters on a private morning tiki boat cruise, with a US Coast Guard Certified Capt
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Explore experience ↗◷ 20 min
Book your Private Transfer from Key West Cruise Port to Key West city hotels or any address. Don't go through all the hassle of waiting
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Explore experience ↗◷ 20 min
Book your Private Transfer from Key West city hotels or any address to Key West Cruise Port. Don't go through all the hassle of waiting
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Explore experience ↗◷ 4 hr
Spend the afternoon exploring the crystal-clear waters of the Florida Keys before ending your day with an unforgettable Key West sunset
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Explore experience ↗◷ 4 hr
Climb aboard and let the tropical breeze set the tone as we cruise past working marinas, colorful houseboats, and mangrove-lined shores
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Explore experience ↗◷ 2 hr
This private sunset cruise is the perfect way to enjoy a romantic evening or spend quality time with loved ones in the stunning surroun
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View datesDiscover the Key West bachelorette party guide to rooftop drinks, boat days, and sunset magic before one detail changes everything.
Pick between a romantic sunset sail and a lively Key West party boat—one hidden detail could make your whole night.
Choosing between a Key West private fishing charter and a party boat comes down to your group size, budget, preferred schedule, and how much control you want over the day. Compare published price examples, trip lengths,
