Things to do in Florida Keys, Florida Keys: The Best Boat Tours & Water Sports

July 25, 2021 Venice Greaves

Stretching 126 miles south toward Cuba, the stunning Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Get up close with an amazing array of fish while snorkeling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed spectacles are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.
Restaurants in Florida Keys

1. Danger Charters

Excellent
92%
Good
5%
Satisfactory
1%
Poor
1%
Terrible
1%
Overall Ratings

5.0 based on 5,355 reviews

Danger Charters

When you sail with Danger Charters, you sail to another world and time; to a place where the wildlife is still "wild" and your interaction with nature is intimate and authentic. You feel as if you've stepped back in time, back to the days when the Florida Keys backcountry was home to traditional, shallow-draft sailing craft, captained by local water men who had grown up sailing and navigating the notorious shallows and challenging narrow channels of the Florida Keys.

2. Schooner Spirit of Independence

Excellent
98%
Good
1%
Satisfactory
0%
Poor
0%
Terrible
1%
Overall Ratings

5.0 based on 661 reviews

Schooner Spirit of Independence

We're sailing out of Key West bringing a lifetime of History and Adventure aboard. The focus will be a fun safe unforgettable sail. Sail Key West with us on a ship builder's masterpiece the Spirit of Independence. Sunset Sails, also available for special events.

3. Catamaran Echo

Excellent
91%
Good
6%
Satisfactory
2%
Poor
1%
Terrible
0%
Overall Ratings

5.0 based on 1,712 reviews

Catamaran Echo

Wild Dolphin & Shallow Water Snorkel day trips - Champagne Celebration Sunset Sailing - Private Charters too! It's always upscale on this beautiful 28 seat sailing catamaran because of quality controls, and limiting public day and sunset trips to only 10 passengers max for healthy social distancing onboard. On the Wild Dolphin Sail and Shallow Snorkel trips, explore reefs, wrecks and giant sponge gardens (wherever it's best) and enjoy some great Sailing too. Every day they visit the local Wild Dolphins in their natural habitat. Top quality snacks, fruit, soft drinks, beers and wines are always included free on Catamaran Echo. The adults only Champagne Celebration Sunset Cruise includes only the best of the best served on the water - Chandon Champagne, 7 premium Wines, 3 top Beers and our famous Gourmet Cheese Buffet. Even better - Moet & Chandon Champagnes are available as an upgrade, and at wholesale prices. You deserve to be served the best, while sailing into the Key West sunset.

4. Caribbean Watersports

Excellent
92%
Good
4%
Satisfactory
1%
Poor
1%
Terrible
2%
Overall Ratings

5.0 based on 729 reviews

Caribbean Watersports

The CARIBBEAN WATERSPORTS located at Playa Largo Resort (97450 Overseas Hwy, Key Largo) Whether you are staying in the Keys, or just driving through, we want our guests to experience our unique Islands, our exceptional climate, and just truly learn how to kick back, relax, and get "wild, wet, spilled & thrilled!" in the beautiful Florida sunshine. ...Take this tropical paradise and combine it with our 35-years of experience, and will you have the makings of a TRULY remarkable vacation! Can you see yourself "Raising Hull!" on a Hobie-Cat sailboat!? Or witnessing our breath-taking 25-MILE bird's-eye-view of Florida Bay & Pennekamp Park by Parasail? ...How about encountering wild dolphins on our incredible 2-HR Eco-Tour! Or Morning Mimosa Sip-n-Swim/Sail or Finish the day on a Champagne Sunset Cruise on the 24 passenger 'Carolina Moon' Sailing Catamaran! All Tours are Private or at 1/2 capacity for social distancing. CDC Safety Protocols followed. 97450 O/S Hwy, Sol by the Sea Marina.

5. Honest Eco

Excellent
97%
Good
3%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 1,645 reviews

Honest Eco

Dolphin Watch - The Key West Original... Since 1986! Book Direct and support our local ecosystem! Join us to Watch Dolphins and Snorkel on our catamaran SQUID. The boat conveniently departs from the Historic Seaport in Old Town Key West and has many features that set her apart. • Small Groups • 37' length x 14' width • 4 Hour Long Trip on a Quick Power Boat helps us consistently find Dolphins • Guaranteed Dolphin Sightings or Your Next Trip is Free. • 30 Years of Helping our Guests Experience Wild Dolphins Our trip focuses on delivering the best dolphin watching and snorkeling experience possible for our guests. We do this through the combination of our listed features and the passion and knowledge of our Captains. • Snorkel Gear and Instruction provided • Fresh Fruit and Water • Guided Snorkeling! Your Captain will join you for the Snorkel. • Bathroom and Freshwater Shower • Wet suits for winter months • Calm snorkel Locations.

6. Floridays

Excellent
94%
Good
3%
Satisfactory
1%
Poor
0%
Terrible
2%
Overall Ratings

5.0 based on 874 reviews

Floridays

Floridays is a beautiful 54' sailing yacht in Key West, Florida offering morning breakfast sails, daily snorkeling trips to the reef and champagne sunset sails. Our experienced captains and crew along with our limited passenger count will assure you of a unique and delightful trip. Avoid the crowds, come sail with us! All snorkeling gear is provided for the reef trips and complimentary beverages are served while on board including water, sodas, craft beer, white wine, margaritas and of course champagne for the sunset sail. Floridays is also available for private charter for your wedding, group activity or just an individual family day on the water. Before booking, please call for more information including seasonal interruptions, trip availability and weather conditions.

7. A Family Fun Boat Tour Company

Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 711 reviews

A Family Fun Boat Tour Company

We provide high quality PRIVATE, Snorkeling, Sightseeing, Sandbar, Sunset Cruises and Eco Tours. Our custom crowd free custom boating trips are packed with so much fun you may just want to join us again before you leave! Up to 6 passengers per boat. Snorkel gear included.

8. Hound Dawg Charters

Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 189 reviews

Hound Dawg Charters

This fishing charter boat (Formally called the Floridian is now called Hound Dawg Charters) is a 48ft Viking located at Whale Harbor Marina in Islamorada Florida. This boat is air conditioned and super comfortable. We are fully equipped, licensed and insured.

9. All In Fishing Charters

Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 121 reviews

All In Fishing Charters

"All In" Is a private fishing charter business that is owner operated here in Key West Florida. Captain Garrett Frey is well versed in the waters around Key West. Operating on a fully redone spotless 29 foot Sea Vee. We stand by and offer a no fish no pay policy.

10. Lazy Dog Adventures

Excellent
89%
Good
9%
Satisfactory
2%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 1,703 reviews

Lazy Dog Adventures

We have kayak and stand up paddleboard tours and rentals and back country boat tours all led by our experienced guides and staff. Let us help you explore the quiet side of Key West. We're surrounded by warm, shallow waters. You can glide over sea grass beds and in and out of a protected mangrove eco-system. An abundance of fish and birds surround us!

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