Top Clearwater Night Cruises

Watch as day turns into night off the coast of Florida on this sunset cruise from Clearwater. Enjoy the scenery and peaceful calm of a late-afternoon cruise on board a vessel with plenty of space to stretch out and soak up the breathtaking view. Watch a beautiful Florida sunset as the sun glows and gently settles into the Gulf of Mexico. Toast the new evening with a glass of Champagne.

Cruise out on the Gulf of Mexico and watch the sun dip below the horizon on this cruise from Clearwater. Sail along the Intercoastal Waterway, keeping an eye out for bottlenose dolphins and listening to commentary about your surroundings. Just as the sun is setting, guests 21 and older enjoy a champagne toast before sailing back to the dock.

Step off the dock and into the nightlife vibe of Downtown Indian Rocks Beach—only on the water. This 2-hour private evening cruise is the perfect extension of the local bar and restaurant scene, offering a relaxed, social atmosphere as you glide through the calm Intracoastal Waterway. Bring your favorite drinks, cue up the music, and let Captain Chris, a U.S. Coast Guard veteran with over 40 years on these waters, handle the helm. You’ll pass island lights and waterfront restaurants, spot dolphins at dusk, and soak up that unmistakable coastal energy that makes IRB a local favorite. No set schedule, no crowds—just good company and easy-going Florida vibes. Highlights • 2-hour private evening cruise from IRB • Bring your own drinks & playlist • Dolphin-spotting at dusk • See waterfront bars & restaurants • Hosted by a local USCG-licensed captain End the night the local way—“Boat Like a Local” and make your evening unforgettable on Indian Rocks Beach's coastal waterways.

Embark on a scenic journey to find bottlenose dolphins on this dolphin-watching cruise from Clearwater in Florida. Enjoy the incredible views along the Intracoastal Waterway, passing celebrity mansions while listening to the captain’s commentary. Snacks and beverages are available for purchase on board. Dolphin sightings are guaranteed on this exciting tour—in the unlikely event you don’t see them, you can take another cruise at another time for free.

The Gulf of Mexico is known for wild dolphin sightings and this tour from Clearwater Beach helps you discover the pods. Climb aboard the Little Toot, a tugboat-style boat, that creates a big wake that dolphins like to play in. While you’re out on the water, enjoy lively commentary about the dolphins and the surrounding area.