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Discover Clearwater’s hidden gems on a private 3-hour boat tour—spot dolphins, explore sandbars, and enjoy relaxed Gulf Coast scenery with personalized service.
Imagine cruising along Florida’s Gulf Coast in a small, private boat, with the sun warming your face, dolphins leaping nearby, and quiet sandbars inviting you to pause and relax. That’s exactly what this 3-hour private boat tour with Captain Clearwater offers — an intimate, laid-back way to enjoy some of Clearwater’s most beautiful spots without the crowds or rush.
What makes this tour stand out? First, it’s completely private, so you can tailor the experience to your group’s pace and interests. Second, the focus on authentic local scenery and relaxed vibes creates a more genuine, memorable trip. We love that you can bring your favorite drinks, plug into a Bluetooth speaker, and really make this adventure your own.
However, as with any adventure, there are some considerations. The tour’s success depends on weather, so if a storm rolls in, your plans might shift or get canceled — something to keep in mind if you’re on a tight schedule.
This tour is perfect for couples, families, or small groups looking for a relaxed day on the water that balances sightseeing, fun, and a bit of luxury. If you’re after a private, flexible outing with a knowledgeable captain, this could be a wonderful choice.


When we consider a boat tour, we look for value — not just the scenery, but also how well the experience is organized and how easy it is to enjoy. This private tour ticks many boxes, especially if you’re after a personalized day on the water with a small group.
Dolphin spotting opportunities in Clearwater extend to these locations
The tour is designed to offer a leisurely mix of sightseeing, swimming, and relaxing. It starts with a cruise past Dunedin, heading north along the coast to Honeymoon Island State Park. Here, you’ll anchor at a peaceful spot away from crowds — perfect for wading, swimming, or collecting shells. One traveler noted, “We loved the way this place felt like a secret spot,” which highlights its tranquility.
Next, the boat moves toward Caladesi Island State Park — accessible only by boat, and consistently ranked among Florida’s most beautiful barrier islands. You can hop ashore to walk its soft, white beaches or simply float just off the shoreline. The fact that admission is free adds value, as many similar excursions charge extra for land access. Captain Chris is known for making this stop special, often encouraging guests to enjoy the tranquil waters or relax on the sand.
Finally, the tour heads south along Clearwater Beach, offering stunning panoramic views of the iconic shoreline and skyline. If conditions permit, the boat will dip into the Gulf for a quick, refreshing splash in the warm water. This part of the trip provides that classic Florida coastline view — white sands, turquoise water, and a relaxed vibe.
The stops are thoughtfully chosen for their serenity and beauty, away from the bustling beaches. The ability to swim, float, picnic, or simply lounge on deck makes this tour versatile and relaxing. Plus, the U.S. Coast Guard-licensed captain with over 40 years of local experience ensures safety and insider knowledge.
Included in the price are cooler, ice, bottled water, and a Bluetooth sound system, making this feel like a personal floating lounge. You’re welcome to bring your own beer or wine — just keep it canned or bottled. The flexible pickup points in Clearwater, Belleair, or Indian Rocks Beach mean you can start your day close to where you’re staying, saving precious time.
One guest described it as “an amazing fun experience,” emphasizing the laid-back, friendly atmosphere Captain Chris fosters. The small size — up to six guests — ensures a cozy experience, where your group can truly enjoy the surroundings without feeling rushed or crowded.
For a more personal experience, these private Clearwater tours deliver individual attention

This first stop is what many travelers seek when they want a peaceful escape. It’s a quiet stretch of sand, perfect for wading, shelling, or just soaking up the sun. Visitors often mention how away from the crowds it feels — a stark contrast to the busy beaches nearby. Since admission is free, it’s a good value for those wanting an unspoiled beach experience.
Accessible only by boat, Caladesi Island offers stunning white beaches and clear shallow waters. We loved the idea of stepping ashore onto a barrier island that feels untouched. The fact that Captain Chris can encourage guests to walk along the shoreline or float just offshore means you get a personal, flexible experience. This stop also appeals to those interested in beach photography and nature walks.
Cruising along Clearwater’s famous shoreline grants iconic views of soft white sands and high-rise skyline. If the weather cooperates, dipping briefly into the Gulf offers a refreshing pause. It’s a perfect way to cap off the journey, combining scenic views and a chance to cool off in warm Gulf waters.
This tour offers great value:
What’s extra? Tipping (15-20%) is customary if you appreciate the captain’s service, and you’re responsible for your own food and additional drinks if you want more than water. Transportation to the dock isn’t included, so plan to arrive at the chosen pickup point.
A key point is that this is weather-dependent. If storms roll in, the trip may be canceled, but you’ll be offered a different date or a full refund. You can cancel easily up to 24 hours in advance, making this a relatively flexible option.

One reviewer summed it up nicely, saying, “An amazing fun experience the captain was very nice and fun. Went with my siblings and our kids, and we all had a great time.” This highlights the family-friendly nature of the tour and the friendly attitude of Captain Chris. The shared experience of dolphin sightings and peaceful sandbar stops makes for memorable moments.

This private adventure is ideal if you want a relaxed, intimate day with your own family or friends. It’s especially good for those who appreciate natural beauty, quiet beaches, and personalized service. If you’re looking for a straightforward, enjoyable way to see the Gulf Coast from the water without the crowds or rushed schedules, this tour checks all the boxes.
It’s not for those seeking a party cruise or a large, bustling boat full of travelers. Instead, it’s best suited for travelers craving a calm, personal connection to the coast and the chance to spot dolphins in a peaceful setting.

This 3-hour private boat trip offers a perfect balance of sightseeing, relaxation, and authentic local experiences. For a reasonable price, you get a customizable, intimate adventure that’s all about enjoying Florida’s natural beauty at your own pace.
The stops at Honeymoon Island and Caladesi Island are highlights, offering serene beaches and chances to swim or walk ashore. The cruise along Clearwater’s coastline tops off the experience with stunning views and a taste of Gulf waters, all with a friendly, knowledgeable captain leading the way.
This tour suits those who enjoy small-group adventures, personalized service, and flexible plans. If you want a memorable, relaxed day on the water that blends scenic beauty and genuine leisure, this is a strong choice.
“An amazing fun experience the captain was very nice and fun. Went with my siblings and our kids and we all had a great time”

Is this a group tour or private?
It’s a private tour for up to six guests, so only your group will participate.
How long does the tour last?
The experience is approximately 3 hours — enough time to enjoy all the stops without feeling rushed.
Can I bring my own drinks?
Yes, BYOB is welcome, but only canned or bottled drinks like beer or wine.
What’s included in the price?
The price covers the private boat, the captain, cooler with ice and water, Bluetooth system, and fuel and taxes.
Are there age restrictions?
Most travelers can participate, and service animals are allowed, but specific age restrictions aren’t noted.
How do I choose a departure point?
You can be picked up in Clearwater, Belleair, or Indian Rocks Beach — based on your location for convenience.
What happens if the weather is bad?
The tour relies on good weather; if canceled due to storms, you’ll be offered a different date or a full refund.
Is there a guide or commentary?
The tour is led by a local, USCG-licensed captain with over 40 years of experience — safety and local knowledge are guaranteed.
In summary, this private Clearwater boat tour offers a relaxed, authentic way to enjoy some of Florida’s most scenic spots, with plenty of room for customization and comfort. Whether you’re a family seeking a peaceful day or a small group of friends craving dolphin sightings and sandy beaches, this trip promises a memorable, stress-free experience on the Gulf.