Private Boat Charter Clearwater: Dolphins, Islands & Shelling

★★★★★★★★★★ 5.00 (124 reviews) 100% rated it 5 stars

Free cancellationExcellent quality

1/16

Duration4h

GroupPrivate

LanguagesEN

PickupAt your hotel

Your own boat, a captain who knows the dolphins, and four hours on the barrier islands

A private boat charter on a 27-foot double-decker Funship carries up to 10 passengers from Clearwater north to Caladesi Island, Honeymoon Island and Three Rooker Sand Bar, with a captain guide, complimentary water and floats, and time to swim, snorkel and shell on untouched beaches. The boat includes life jackets, safety equipment and fuel; pickup and drop-off at a designated meeting point are arranged.

Step-by-step itinerary

Private boat tour and island visits

Safety briefing and cast off
Cruise north of Clearwater Beach
Spot dolphins and local wildlife
Visit Caladesi Island
Explore Honeymoon Island
Visit Three Rooker Sand Bar
Enjoy Clearwater Beach activities
Swim, snorkel, or shell on islands
Relax with complimentary water and floats

The Experience

The day starts with a safety briefing, then you cast off north from Clearwater toward the barrier islands. A captain guides the boat through waters where dolphins are common sightings—you may also see manatees, sea turtles, rays and native birds. The 27-foot Funship has two decks and a slide, and the ride itself is part of the outing: the boat is built for comfort, not speed through a checklist.

Once you reach the islands, the pace is yours. Caladesi Island State Park sits at the far end—accessible only by boat, it's one of the last untouched stretches on the Gulf Coast, and guests typically get off to walk, shell and explore. Honeymoon Island offers four miles of beach and a three-mile trail through virgin slash pine forest if you want to wander inland. Three Rooker Sand Bar, a small crescent that emerged within the last decade, is another stop. You choose how long to stay at each one, whether to swim and snorkel or hunt for shells. Afternoon and evening departures let you watch the sun set over the Gulf from the boat. A cooler with bottled water, Big Joe floats and mesh shell bags travel with you the whole time.

The charter is built around your group—birthdays, anniversaries, proposals, family reunions or any reason to get everyone on the water together. Up to 10 people fit on the boat, and the itinerary flexes around what your group wants to do. The captain handles navigation and wildlife spotting; you handle the rest.

What’s included

Professional captain guide.
private, customized boat charter for up to 10 passengers.
27-foot double-decker Funship with slide.
cooler with ice and bottled water.
Big Joe floats and mesh shell bags.
life jackets and safety equipment.
fuel.
pickup and drop-off at a designated meeting point.
local taxes.

Good to know

Easy physical levelPublic transport nearby

Operated by A Boat Day

Is this one for you?Book this charter if your group wants to stay together on the water without splitting into a larger tour—the boat is yours alone, the captain adjusts the stops to what you want to do, and the islands stay uncrowded because you're not following a schedule someone else set.