Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach
Recommended by 99% of travelers
Badge of Excellence
Clearwater, USA
- 2 hours (approx.)
- Mobile ticket
- Offered in: English
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Overview
Climb aboard a schooner for an afternoon of sailing in Clearwater Beach with this tour. Enjoy sea breezes and admire views you wouldn't get if you stayed on shore during this scenic cruise. Keep an eye out for wildlife like dolphins and manatees during the sail. Guests are permitted to bring alcoholic beverages on board the schooner. Note that hard soled shoes are not allowed onboard for safety.
- Go sailing in Clearwater Beach
- See the coastline from a new perspective
- See wildlife like dolphins and manatees
- Cool off with a scenic sailing tour
What's Included
- Complimentary Chilled Sparkling Water
- "A True Sailing Experience"
- Alcoholic BeveragesIf you are 21 or older you may bring a couple of canned beers or a bottle of wine. We provide disposable cups and a corkscrew upon checkin. No coolers please
- It is customary to tip the crew (20%). Our crew are USCG licensed professionals,
Meeting and Pickup
Meeting point
- Schooner Clearwater25 Causeway Blvd, Clearwater, FL 33767, USA
Our ticket booth and dock are located at Clearwater Beach Municipal Marina directly across the parking lot from "Crabby's" restaurant on the West end of the Marina complex. *Look for our ticket booth with the silver sailboat wind vane on the roof*
End point
This activity ends back at the meeting point.Itinerary
1
Clearwater Beach
2 hours • Admission Ticket Free
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Near public transportation
- Not recommended for travelers with back problems
- Not recommended for pregnant travelers
- No heart problems or other serious medical conditions
- Travelers should have a moderate physical fitness level
- Weight restrictions of 275 pounds per person will apply. Not recommended for passengers with mobility and or balance issues.
- NO animals of any kind allowed on sailboat tour
- Children under the age of 5 are NOT permitted to sail
- Passengers must be physically able to navigate a long narrow dock and stairs to board the boat. Weight restrictions of 275 pounds per person will apply. Once on board you will need to be able to move about on uneven deck surfaces, climbing down a 2-foot-deep step into our seating area, and then a 2 foot step back up on to the deck. Loose fitting clothing and flat soft soled shoes are best, no heels or hard soled shoes please, you may go barefoot onboard.
- This tour/activity will have a maximum of 20 travelers
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Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Captain Steve and Christian were very friendly, helpful and knowledgeable. We sat in the stern area, it was very comfortable and the views were amazing. We brought a bottle of Cabernet, they had a corkscrew and cups. There is also a large cooler with water and 2 buckets full of ice to bring whatever beverage you’d like keep cold. We had dinner before embarking. Then the Sunset cruise….beautiful!!!
Definitely best part of our stay near Clearwater! They deserved the gratuity we gave them and more!
Reviews
4.9
based on 278 reviews
Sort by: Most insightful
My husband and I had a wonderful time on the evening sunset cruise - Schooner Clearwater. Captain Steve and Christian were outstanding and made our sail even more enjoyable. They only allow a limited number of passengers which made it very intimate.
This was an excellent first time experience on a sail boat combined with a sunset cruise. Tim was knowledgeable and friendly Captain, while Jack was a fantastic first mate! Absolute enjoyed the entire experience and highly recommend it to everyone!
I would avoid this company. We booked a sailing trip and the operator canceled while we were in the Uber on the way to the dock! They claimed bad weather. Fortunately for us, the weather was great, like no bad weather at all, and we were able to hop on another sunset cruise after they abruptly canceled on us. The other cruise was much cheaper, had better communication and provided drinks and entertainment. It actually worked out very well. We feel we avoided a bad trip by their last minute cancelation. The sailboat looked dated and appeared to have very little room. I wouldn't try them again next time.
Response from Host, Jul 2026
Thank you for taking the time to write a review of our business. We are glad that you and your family went on to have an enjoyable evening on Clearwater Beach and we hope you enjoyed/are enjoying the rest of your vacation. We understand the disappointment that comes when a trip is cancelled but our decisions are not made lightly and are based on being able to provide a Safe and enjoyable experience for our guests in a very dynamic environment on a large Sailing Vessel – the only one of its kind in the area. Unfortunately, much of the information you provided is not accurate so I will take the time to clarify for the sake of customers reading reviews while considering sailing with us. Florida's weather changes rapidly, especially during this time of year (Summer Rainy Season). On this particular day there was unsettled weather and storms in the area most of the day. As we approached our sailing time there were rapidly forming and expanding storms including strong thunderstorms, Several Marine Warnings and Statements from the National Weather Service in the area during the day, and predictions of more of the same. More than half of the operators in the marina actually made the difficult decision to close their operations for the day. The decision was made to cancel (2 hours prior to the trip) our sunset trip based on this and a multitude of factors (including timely notification to passengers). Notifications were then sent out from our booking system. As per protocol Viator was also notified at the time of the cancellation which set in motion additional notifications and options to you, from Viator, based on your preferences at the time of booking. In short, you received numerous timely notifications from multiple sources, despite your initial assertion that you were not notified at all. The trip had several groups booked for that evening, all notified in the same way, and nobody else had an issue. Most rebooked for another time and have since sailed and had a great time. We take absolutely no joy or benefit in cancelling a trip – our small family owned and operated company loses money and the crew does not get paid. Despite this we will always err on the side of Safety and quality of the customer experience to make our decisions. As the owner and the Captain for that day, I would much rather spend my time replying to an attack like this than apologizing for putting you and your family in harm’s way unnecessarily, or worse. Finally, you attack our business, encouraging others not to come, promoting another business, and even attack the boat itself - A modern, custom built 52 foot Steel USCG certified Sailing Vessel– again, a small family owned and operated business who was looking out for the safety of Your family, including a child, having to make difficult business decisions based on a multitude of operational factors for a vessel of this type that you don’t understand or even begin to consider. Absolutely shameful. -Tim Penna Captain/Owner Schooner Clearwater
They should be ready to be totally taken care of with drinks and relaxation. Awesome crew, Steve is an expert in sailing, more people should get to know him!
This is a beautiful schooner and not overly packed with guests. Only about 15 I believe, making it very comfortable and a great way to get on the water for a sunset cruise and a view of the shores of Clearwater Beach. Capt. Steve and first mate Christian are top notch! Great sailors! I am a local and I 100% recommend! Great evening! Well worth every penny.
We had an amazing time on this sunset cruise! The crew was friendly, the views were absolutely beautiful, and watching the sun set over the water was unforgettable. It was the perfect mix of relaxation and fun, making for a memorable evening. Highly recommend this cruise to anyone looking for a great experience on the water! We had an amazing time on this sunset cruise! The crew was friendly, the views were absolutely beautiful, and watching the sun set over the water was unforgettable. It was the perfect mix of relaxation and fun, making for a memorable evening. Highly recommend this cruise to anyone looking for a great experience on the water!
We’ve done this cruise twice now, and it’s become one of our favorite things to do. Great crew, beautiful sunset, and always a fun, relaxing evening.
Such a great night. The views were beautiful and everyone was so nice. My family and I would definitely go on it again!
Beautiful sail boat and very chill vibes! You can byob! Not a bad seat on the boat and hopefully you get Captain Steve!
Capt Steve and Christian were wonderful. Gave us a great evening to remember. The skies couldn't have been more beautiful tonight. I highly recommend this cruise and these 2 were fabulous to take us out
Tim and Christian were amazing guides. Highly recommend this excursion regardless of experience. It’s a BYOB sailing adventure, the crew does provide water.
The Captain and crew member were extremely friendly and asked all the kids if they wanted to assist with putting up the sails. We saw dolphins and manatees. The sunset was absolutely stunning. A fabulous evening.
Very relaxing cruise, very comfortable cushions to relax on. The crew was great especially Christian. I will do it again soon.
Captain Steve and Christian provide a great sailing experience. The sunset viewed from the boat was spectacular. The entire experience was easy and enjoyable.
Great sailboat ride. Captain Steve and 1st mate Christian were excellent! The music was great. There is a bathroom on the boat.
Captain Steve did a great job taking us on a beautiful sunset cruise. Would highly recommend this experience.
A must do when visiting the area or if you live in the area, it’s a great way to enjoy the Gulf and relax while you explore the beautiful Clearwater coastline. Awesome experience!
Absolute best experience in Clearwater. Incredibly relaxing with the most kind crew. Highly recommend!
They have thought of everything for you and your enjoyment. They do have a cooler to bring your own drinks. Sit on the bean bags it’s a great experience!
New experience that needs to be done. Went with my wife and was very relaxing and the crew was very nice.
Always a fantastic time. This is the fifth time I've done this and it never disappoints. Just beautiful scenery, great music and calming ocean breezes. We sipped on champagne and watched a phenomenal sunset.
Captain Steve and Christian were very friendly, helpful and knowledgeable. We sat in the stern area, it was very comfortable and the views were amazing. We brought a bottle of Cabernet, they had a corkscrew and cups. There is also a large cooler with water and 2 buckets full of ice to bring whatever beverage you’d like keep cold. We had dinner before embarking. Then the Sunset cruise….beautiful!!!
Definitely best part of our stay near Clearwater! They deserved the gratuity we gave them and more!
Great friendly crew, beautiful views, peaceful evening. Captain Steve and mate Kristian were very knowledgeable and made it a experience to remember.
Captain and first mate were top notch, their knowledge and experience provided for an amazing evening.
We saw a beautiful sunset, witnessed dolphins and made friends. I highly recommend this Adventure, it will not disappoint!
Great evening on a boat that actually sails! The sunset was beautiful. We thoroughly enjoyed the sail and the chat with captain and crew. Highly recommend!!
The trip was lovely, the weather was perfect and Steve and Christian made the trip very pleasurable.............would definitely do it again.
Friendly crew, about 20 passengers, beautiful sunset. A bit chilly out on the ocean but they have plenty of blankets.
Incredible experience, wonderful captain and crew and highly recommended! The sail boat was beautiful. We were staying at the Opal Sol and conveniently could walk to the pier. 10/10 would recommend this sunset cruise!
Great crew, professional and friendly ???????????????????????????????????????????????????????????????
Very relaxed. Professional crew. Saw lots of dolphins. Parking and finding the booth wasn’t difficult the end of December.
Member Pricing
From
$76.00
per personWas $80.00(-5%)
up to 24 hours before the experience starts (local time)
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Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach
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