
Key West, Florida
Dry Tortugas National Park Day Trip by Luxury Private Boat
Set sail for a full-day escape to the hidden gems off Key West’s coast—where pristine beaches and secluded islands await.
★ 3.9 (11 reviews)
From $1,500
Key West, Florida
Cowgirl 45' Premium Offshore Fishing Charter is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and center. Expect a steady pace, local context, and a comfortable rhythm that lets you focus on the landscape.
Cowgirl 45' Premium Offshore Fishing Charter delivers a guided day adventure experience with a relaxed Florida, the route focuses on standout viewpoints and comfortable timing so you can enjoy the setting without feeling rushed.
We classify the skill level as All levels with guided support, with the day structured around a flexible half-day window. Guides adapt the flow for the group, offering helpful context and optional pauses while keeping the outing smooth and approachable.
Scenery and local insight are the highlights. Expect thoughtful stops, clear guidance, and a route that balances exploration with comfort.
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Key West, Florida
Set sail for a full-day escape to the hidden gems off Key West’s coast—where pristine beaches and secluded islands await.
★ 3.9 (11 reviews)
From $1,500

Key West, Florida
Escape the crowds and discover hidden sandbars on a private eco tour through Key West’s backcountry waters.
★ 5.0 (33 reviews)
From $810

Key West, Florida
Discover the Great Florida Reef while visiting the Florida Keys on this private snorkel excursion.
★ 5.0 (447 reviews)
From $599

Key West, Florida
Getting out on the water is one of the best ways to explore Key West, but many big tours cram their boats with passengers.
★ 4.9 (139 reviews)
From $564.90

Key West, Florida
Get ready for an unforgettable journey that takes you through the natural beauty of Key West’s surrounding waters.
★ 4.6 (190 reviews)
From $284.95

Key West, Florida
Cruise from Key West into deeper waters where you can fish for tuna, mahi-mahi, and kingfish—species you won’t see in coastal areas.
★ 4.6 (34 reviews)
From $250

Key West, Florida
Cool off in Key West on a half-day water sports tour that features 10 different water activities for you to try, from jet skiing to parasailing to…
★ 4.5 (371 reviews)
From $179.95

Key West, Florida
One of the only Adult Only experiences offered in Key West, our excursions are top-notch, with the vessel, all equipment, food and beverage service…
★ 4.8 (53 reviews)
From $161.24

Key West, Florida
Discover 28 miles (45 kms) of the Floridian coast on a 1.5-hour Jet Ski tour.
★ 4.8 (1449 reviews)
From $155.95

Key West, Florida
Spend a stunning afternoon soaking up the sights of the Gulf of Mexico, chilling out at a sandbar, and watching dolphins at the Florida Marine…
★ 4.8 (674 reviews)
From $149.95

Key West, Florida
Get ready to spend a half-day soaking up the sun and enjoying Key West’s diverse ecology during this fun sandbar and mangrove tour.
★ 4.8 (416 reviews)
From $149.95

Key West, Florida
Soak up sunset views from the water's edge, and admire a perspective many visitors miss, on this Key West sailing tour.
★ 4.9 (1476 reviews)
From $135

Key West, Florida
Get ready for fun in the sun—and leave all the planning to someone else—on this half-day sailing, kayaking, and snorkeling adventure off the coast of…
★ 4.9 (1820 reviews)
From $125

Key West, Florida
Set sail on a replica of the 1851 Schooner America on a cruise from Key West.
★ 4.9 (893 reviews)
From $122.59

Key West, Florida
Enjoy an amazing day out on the water in Florida’s Key West with this ultimate adventure tour aboard a catamaran.
★ 4.7 (452 reviews)
From $129.96

Key West, Florida
Picture yourself aboard our unique tiki boat, the Lazy Lady, cruising through the crystal-clear waters toward a secluded sandbar.
★ 4.8 (182 reviews)
From $139

Key West, Florida
The whole family can learn more about sharks and other marine wildlife on this boat tour from Key West.
★ 5.0 (3384 reviews)
From $99

Key West, Florida
Watch Key West's sunset — a main island attraction — on an evening dinner cruise.
★ 4.3 (1920 reviews)
From $92.95

Key West, Florida
Eat your way around Key West on a food tour of “mom and pop” eateries in the Old Town historic district.
★ 4.9 (1928 reviews)
From $90.19

Key West, Florida
From local shrimp to the perfect Key lime pie, Key West dining is a food-lover’s dream, but finding authentic flavors can be a challenge in a town…
★ 4.8 (312 reviews)
From $108

Key West, Florida
See the Key West lagoons in a whole new way.
★ 4.4 (210 reviews)
From $89.95

Key West, Florida
Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal…
★ 4.9 (2375 reviews)
From $80

Key West, Florida
Get ready for fun in the sun—and check off two top experiences in just one trip—on this dolphin-watching and snorkeling tour off the coast of Key…
★ 4.7 (1230 reviews)
From $73.21

Key West, Florida
Take in rare birds–eye views of Key West on a parasailing adventure over Smathers Beach.
★ 4.7 (154 reviews)
From $59.95
Key West, Florida
Guided Bike Tour of Old Town Key West is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front…
Key West, Florida
GPS Guided E-Bike History FunTour is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and…
Key West, Florida
Key West After Dark - Santeria, Voodoo & Ghost Tiki Bike Tour by Kokomo Cabs is a guided outdoor experience based in Key West, Florida that keeps the…
Key West, Florida
Tailored Sandbar Experience is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and…
Key West, Florida
Namaste All Day is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and center. Expect a…
Key West, Florida
Upper Keys Road Trip & Bike Ride is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and…
Key West, Florida
2Hr. Sandbar Express - Boston Whaler is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front…
Key West, Florida
5Hour Multiple Sandbar Hangout Boston Whaler is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the…
Key West, Florida
Half Day Charter 4hrs Boston Whaler is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front…
Key West, Florida
3/4 Day 6hrs Boston Whaler is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and…
Key West, Florida
Robert the Doll After Dark is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and…
Key West, Florida
SIX FINS KEY WEST: 2-HOUR FLAGSHIP GUIDED JET SKI TOUR is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and…
Key West, Florida
Morning 2-Tank Dive: Vandenberg Wreck is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front…
Key West, Florida
Tennessee Williams Museum is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and center.…
Key West, Florida
Key West Conch Republic Tiki Pedicab Experience by Kokomo Cabs is a guided outdoor experience based in Key West, Florida that keeps the logistics…
Key West, Florida
Key West Historic Bahama Village & Hemingway Heritage is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and…
Key West, Florida
Key West History And Culture Southernmost Walking Tour is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and…
Key West, Florida
Florida Keys Sunset Sail is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and center.…
Key West, Florida
The Atlantia is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and center. Expect a…
Key West, Florida
The Grand Admiral is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and center. Expect…
Key West, Florida
Sunset Atlantia is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and center. Expect a…
Key West, Florida
Sunset "Somewhere" is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and center. Expect…
Key West, Florida
The "Somewhere" is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and center. Expect a…
Key West, Florida
Blind Squirrel is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery front and center. Expect a…
Key West, Florida
Private Key West History And Culture Southernmost Walking Tour is a guided outdoor experience based in Key West, Florida that keeps the logistics…
Key West, Florida
Key West Southernmost Sweet Treats Tour is a guided outdoor experience based in Key West, Florida that keeps the logistics simple and the scenery…