Private Boat Tour Clearwater Beach: Island Hopping & Dolphins

Four hours on the water, hitting the islands locals know and the crowds don't.

A four-hour private boat tour of Clearwater's beaches and waterways with a licensed captain, visiting Caladesi Island, Honeymoon Island, Three Rooker sandbar and the Intracoastal Waterway. The boat is a 22-foot Century center console with cushioned seating. The captain supplies life jackets and bottled water. You pick the stops and the pace: customize the route to chase dolphins, hunt for sand dollars, or idle past celebrity homes along Mandalay Bay.

Step-by-step itinerary

Stops and time at each

1. Caladesi Island30m · entry included
2. Honeymoon Islandpass by
3. Clearwater Beachpass by

Explore Florida's beaches by boat

• Depart on private boat tour
• Visit Caladesi Island beach and trails
• Cruise through Hurricane Pass to Honeymoon Island
• Explore No-Name Pass and gulf beach
• Relax at Three Rooker sandbar
• Cruise Intracoastal Waterway and Mandalay Bay
• Watch for dolphins and celebrity homes

The experience

Four hours on a private boat means you're not fighting crowds or following a set schedule. The captain knows where the dolphins show up, which islands have the best shelling, and how to slip through Hurricane Pass to reach Honeymoon Island without the day-trippers. Caladesi Island, accessible only by boat or on foot, sits as a protected state park with calm waters and nature trails. Three Rooker sandbar is a naturally formed strip in the Intracoastal where you can wade or stay aboard. The boat itself is built for comfort: a 22-foot Century with bow and stern seating, a water mat if you want to float, and a cooler stocked with ice.

The route follows the waterways most visitors miss: you'll cruise Mandalay Bay and watch for dolphins and other wildlife, spot homes along the water, and stop where the day makes sense. No-Name Pass and the gulf beaches around Honeymoon Island are locals' territory. The captain handles navigation and timing. You decide whether to spend an hour on one island or move through several. Bottled water and life jackets are included. Bring sunscreen and a hat.

What’s included

• Licensed captain.
• bottled water.
• USCG-approved life jacket for each passenger.
• cooler with ice.
• water mat upon request.

Before you book

Days and timesEvery day

GroupPrivate

Live guideEnglish

Meeting point and pickupHotel pickup is optional; you can also go straight to the meeting point. Ends back at the starting point.You can choose from 7 pickup points.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.It may be canceled due to bad weather. If that happens, you're offered another date or a refund.

Prices and times updated 9 days ago

Good to know

Easy physical levelPets welcome

Operated by Steven Wells

Is this one for you?The boat departs from Clearwater, so if you're staying in the area without a car, the captain handles the navigation and timing. You just show up and step aboard. The four-hour window is long enough to visit multiple islands and explore the waterways at a pace that suits your group, not a fixed itinerary.

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Top questions

What happens if it rains?

It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.

What islands can we visit on the Clearwater boat tour?

Caladesi Island, a protected state park with pristine sand and nature trails, is the main stop. Honeymoon Island, popular with locals and accessible through Hurricane Pass, is another. Three Rooker sandbar, a naturally formed strip in the Intracoastal, is also included. The captain can customize which stops fit your four hours.

Will we see dolphins on this tour?

Dolphins are common in the Intracoastal Waterway and around the islands, but sightings are not guaranteed. The captain knows where they typically appear and will watch for them as you cruise.

What's included in the four-hour tour price?

The licensed captain, bottled water, life jackets for all passengers, a cooler with ice, and a water mat upon request are included. Gratuities and food are not.

Is the boat suitable for families with young children?

Yes. The Century 2200 center console has cushioned seating in the bow and stern, and the captain supplies a USCG-approved life jacket for each person aboard. The tour is suitable for all fitness levels.

Can we bring our own food and drinks?

You can bring your own food. Alcoholic beverages are not permitted on the boat.