Top Clearwater Cruises & Sailing

You’ll find a wide variety of Clearwater cruises from dolphin tours to sunset cruises—and even a floating tiki bar tour. These are the cruises that receive the highest reviews and ratings from prior guests: 

• Little Toot Dolphin Adventure at Clearwater Beach
• Clearwater Encounters with Dolphins Tour
• 2 Hour Sunset Cruise in Clearwater, Florida
• Mega Bite Dolphin Tour Boat in Clearwater Beach
• Tiki Boat - Clearwater - The Only Authentic Floating Tiki Bar

Yes. Getting out on the water when visiting Clearwater is a favorite activity for visitors, as you’ll get to see marine life and a variety of birds up close. Many cruises are budget-friendly and offer a relaxing way to see more of the Gulf Coast.

The price for Clearwater cruises typically averages around US$40 per person, with discounted tickets available for kids. Private cruises charge a per-group rate that ranges from US$300 to more than US$1,000, depending on the duration and itinerary.

Yes, Clearwater’s location on the Gulf Coast typically provides clear and calm waters that are ideal for sailing. You can book a sunset or half-day sailing excursion that takes you between the barrier islands to sail offshore—you might even spot some friendly dolphins.

Casual clothing with sun protection is typically sufficient for most Clearwater cruises, while sunset cruises can be a bit dressier. You’ll want to wear shoes that are sturdy and slip-resistant (no high heels) since the deck may get wet. If your cruise includes an opportunity to swim, wear your swimsuit and bring a towel and cover-up.

While seeing dolphins is never guaranteed, you can often see these playful marine animals on a Clearwater cruise once you head out of the marina. Your captain will likely take you to areas where these animals are typically spotted.

There are tons of fun tours and excursions in Clearwater aside from cruises and sailing trips. According to previous travelers, these are the best activities to book for your next trip:

• Sunset Cruises 
• Snorkeling
• Kayaking
• Glass Bottom Boat Tours
• Ghost Tours

Prices vary for Clearwater cruises and sailing trips depending on the duration and inclusions. If you’re looking for high-quality experiences on the lower end of the price range, these are the best tours to book now: 

• Mega Bite Dolphin Tour Boat in Clearwater Beach
• !! Flippers Fun Boat !! Dolphin Adventure Clearwater Beach!
• Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach
• Clearwater Encounters with Dolphins Tour
• Clearwater Evening Yacht Cruise with Optional Dining

Clearwater cruises come in a range of durations. Dolphin-watching tours, sunset cruises, and floating tiki bars typically last for 1–2 hours, while longer boat tours let you enjoy more activities. Book a half- or full-day private charter to go fishing, shelling, and swimming and snorkeling around Caladesi and Honeymoon islands.

Most shared cruises depart from the Clearwater Beach Marina, just a few steps from Pier 60 in Clearwater Beach, while private tours often leave from the Seminole Street Boat Ramp near Downtown Clearwater. You may be able to meet at the dock or marina of your choice if you book a private charter, so be sure to check with the tour provider in advance.

While Clearwater cruises run year-round, fall is the best time to go out on the water. Boat tours in October and November offer pleasantly warm weather, calm sailing conditions, and manageable crowds. Winter is peak season and another great time for boat tours, but you’ll want to book in advance since popular cruises might sell out.

Most shared cruises depart from the Clearwater Beach Marina, just a few steps from Pier 60 in Clearwater Beach, while private tours often leave from the Seminole Street Boat Ramp near Downtown Clearwater. You may be able to meet at the dock or marina of your choice if you book a private charter, so be sure to check with the tour provider in advance.

Yes, private boat tours are very popular in Clearwater. Choose between half- and full-day cruises on a pontoon, double-decker boat, or the vessel of your choice—and customize the itinerary. That could mean fishing, swimming and snorkeling, island hopping and dolphin watching, or simply sailing around pristine state parks while your captain tells you about the area’s wildlife. Prices start around US$300.

There are tons of cruise options in Clearwater for every interest and budget. Shared excursions range from dolphin-watching tours and parasailing adventures to floating tiki bars and sunset cruises with drinks or dinner. If you’re interested in a private cruise, you can book a fishing charter or boat tour that takes you island-hopping off the coast.

Yes, the Tropical Buffet Cruise in Clearwater Beach is a top-rated boat tour in Clearwater, and it includes an open bar with a lunch or dinner buffet, depending on the departure time you choose. Reserve the daytime option for a sightseeing cruise with live narration from your guide, or book the evening cruise with a DJ and dancing at sunset.

Yes, Clearwater dolphin-watching tours are short, sweet, and kid-friendly—and they often include stops to swim and search for shells in addition to the wildlife views. If you’re traveling as a family, personalized private charters are another great way to fit in different activities for all the ages in your group.