Top 10 Dolphin Watching in Key West

Destination: Key West.
Hey there, I’m Captain Zak; just a guy with a boat who loves showing off Key West and sharing good times on the water. Whether you’re into sandbar hopping, diving, fishing, or soaking up one of those legendary Key West sunsets, I’m all about creating the perfect day for you and your crew. Let me know what you’d love to do while you’re here, and together we’ll design a sandbar cruise that’s completely personalized, relaxed, and unforgettable. From hidden sandbars to vibrant reefs, it’s all about seeing my backyard playground—The Fabulous Florida Keys—like a local. Climb aboard the Casual Monday and let’s make some memories in paradise. See you on the water! Captain Zak From somewhere warm —and yet really cool— aboard the Casual Monday
Known For: Key West Ports of Call Tours, Key West Shore Excursions, Key West On the Water, Key West Dolphin Watching, Key West Whale Watching, Key West Swimming, Key West Small Group.
Duration: Around 4 hours.

Destination: Key West.
Your Day, Your Way! Step aboard our 24’ center console and discover the best of Key West’s stunning waters! Perfect for groups of up to six people, this private, captain-guided adventure takes you through crystal-clear waters to beautiful sandbars and unspoiled beaches that can only be reached by boat. With comfortable seating and a T-top for shade, you’ll have everything you need for a fun and relaxing day exploring the breathtaking beauty of the Florida Keys!
Known For: Key West Swimming, Key West On the Water, Key West Snorkeling, Key West Weddings & Celebrations, Key West Excellent Quality, Key West Dolphin Watching, Key West Whale Watching, Key West New Product.
Duration: Around 4 hours.

Destination: Key West.
Explore the vibrant & diverse underwater world of the Florida Keys with Salty Paws' Reef Snorkel Trip! Our experienced & knowledgeable crew will take you on a journey to the best snorkeling sites in the area, where you will witness breathtaking views of colorful coral reefs, tropical fish, and other marine life all of which call the reef home. Our Reef Snorkel Trip is perfect for both beginners & experienced snorkelers. Our crew will provide you with snorkeling gear and give you a safety briefing before entering the water. You'll be amazed at the sights you'll see and the memories you'll make during this once in a lifetime experience. During the trip, our experienced captains will take you to some of the most stunning locations around the reef where you can snorkel among the vibrant coral formations and observe an incredible range of marine creatures, including colorful fish, sea turtles, and even dolphins. All of which call the reef home.
Known For: Key West Freediving, Key West On the Water, Key West Whale Watching, Key West Dolphin Watching, Key West Excellent Quality.
Duration: Around 4 hours.

Destination: Key West.
Escape the crowds and discover hidden sandbars on a private eco tour through Key West’s backcountry waters. Swim, snorkel, or simply relax on pristine beaches only accessible by boat, with a flexible itinerary customized just for you. • Watch wild dolphins in their natural habitat • Private eco-friendly tour, just for your group • Cruise Key West’s beautiful backcountry waters • Flexible departure times to fit your schedule • Learn about marine life from a local guide
Known For: Key West Excellent Quality, Key West Swimming, Key West Dolphin Watching, Key West Whale Watching, Key West Snorkeling, Key West On the Water.
Duration: Around 3 hours and a half.
Normal Price: 751.42 USD.
Current Price: 706.33 USD.

Destination: Key West.
This isn’t a packed tourist boat — it’s a true small-group adventure with a maximum of 6 guests. You’re not watching dolphins from far away; you’re close enough to feel that electric moment when they swim right next to the boat. Our captains know the dolphin pods by territory and behavior, so you spend more time with them and less time searching. After the dolphin encounter, we take you to hand-picked spots that big boats can’t access: clear, shallow water, quiet backcountry reefs, and hidden sandbars. Beginners feel safe, families feel relaxed, and experienced snorkelers get genuinely good underwater visibility. Personalized, unhurried, and run by a local crew that actually cares — that’s what sets this trip apart.
Known For: Key West Excellent Quality, Key West Swimming, Key West Dolphin Watching, Key West Whale Watching, Key West Snorkeling, Key West Small Group, Key West On the Water.
Duration: Around 3 hours and a half.

Destination: Key West.
This private charter is designed for a relaxed, flexible day on the water, perfect for groups who want a casual, unstructured experience. Instead of a formal, guided eco-tour, this trip offers a more laid-back vibe, allowing you to create your own adventure. Connect with Key West's abundant wildlife as you cruise the waters in search of our resident coastal dolphins. From there, we'll head to a secluded sandbar, a pristine shallow-water oasis where you can unwind and enjoy the tranquility. This tour is ideal for those who prefer to relax and socialize. Spend your time floating, swimming, or simply lounging with a cold beverage in hand. While snorkeling is an option, it is not a guided activity on this trip, making it perfect for guests who are more interested in a leisurely day on the water than a structured snorkel excursion. We'll provide a snack of fresh, organic fruit from Date & Thyme, and the trip is BYOB so you can bring your favorite drinks.
Known For: Key West Dolphin Watching, Key West Swimming, Key West Whale Watching, Key West On the Water, Key West Likely To Sell Out, Key West Sailing, Key West New Product, Key West Snorkeling, Key West Likely to Sell Out.
Duration: Around 4 hours.

Destination: Key West.
Explore the only living barrier reef in America with Southpoint Divers on eco-friendly dive trips tailored for certified divers. Begin your day at your air-conditioned dive shop near the Hyatt Centric, where you’ll be equipped with top-of-the-line SCUBAPRO gear. Cruise past stunning views of Sunset Key and Fort Zachary Taylor Beach as you head to the reef. Dive into vibrant coral gardens teeming with tropical fish, turtles, and rays. With PADI-certified instructors ensuring safety and personalized attention in small groups, your underwater adventure also supports vital conservation efforts in the Florida Keys.
Known For: Key West Shark Diving, Key West New Product, Key West Whale Watching, Key West Dolphin Watching, Key West Swimming, Key West Scuba Diving, Key West Snorkeling, Key West On the Water.
Duration: Around 4 hours.

Destination: Key West.
Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with only 17 passengers maximum. Avoid the crowds and enjoy sailing, coral reef snorkeling and the wild dolphins that live, feed and breed right along the south side of Key West. Get that yacht feeling with Champagne Service from your professional crew. Tickets are fully refundable if canceled outside of two weeks in advance!
Known For: Key West Whale Watching, Key West Dolphin Watching, Key West On the Water, Key West Likely To Sell Out, Key West Sailing, Key West New Product, Key West Likely to Sell Out, Key West Snorkeling.
Duration: Around 3 hours.

Destination: Key West.
Spend a full day exploring the best of Key West’s beautiful waters on this all-inclusive adventure! This 6-hour charter combines snorkeling, a sandbar getaway, and an eco safari—giving you a perfect balance of relaxation and excitement in one unforgettable trip. Your journey begins aboard a spacious, comfortable vessel led by an experienced local captain and crew. Slip into the crystal-clear water to snorkel vibrant coral reefs teeming with marine life, take a refreshing dip at a secluded sandbar, and cruise through stunning natural habitats as you learn about the unique ecosystem of the Florida Keys. Between adventures, enjoy a complimentary onboard lunch and cold beverages as you soak up the sun and savor the beauty of the open water. Whether you’re looking to relax, explore, or do a little of both, this full-day charter delivers the ultimate Key West experience!
Known For: Key West Snorkeling, Key West On the Water, Key West Fishing Charters, Key West Dolphin Watching, Key West Whale Watching, Key West Swimming, Key West Freediving.
Duration: Around 6 hours.

Destination: Key West.
Explore the beautiful waters of Key West with us, where the adventure includes snorkeling in crystal blue waters, lounging on secluded beaches, and witnessing stunning sunsets. This intimate charter accommodates up to 6 guests, ensuring a personalized experience. Choose from hourly, half-day, or full-day trips to tailor your Florida Keys getaway. Unwind and create unforgettable memories in paradise with a guided tour that showcases the essence of the Keys. - Snorkel in the clear waters of Key West with small group settings - Relax on secluded beaches away from the crowds - Enjoy breathtaking sunsets on the water - Flexible trip duration options: hourly, half-day, or full-day
Known For: Key West Whale Watching, Key West Dolphin Watching, Key West Swimming, Key West On the Water, Key West Snorkeling.
Duration: Around 4 hours.