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
Explore our promoted experiences
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.
- 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
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Susan_O
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 238 reviews
Susan_O, Apr 2026
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!
James_S, Apr 2026
Great friendly crew, beautiful views, peaceful evening. Captain Steve and mate Kristian were very knowledgeable and made it a experience to remember.
Sarah_C, Apr 2026
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!
David_R, Apr 2026
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!!
Odalys_Y, Mar 2026
The trip was lovely, the weather was perfect and Steve and Christian made the trip very pleasurable.............would definitely do it again.
JaneWilkinson, Feb 2026
Friendly crew, about 20 passengers, beautiful sunset. A bit chilly out on the ocean but they have plenty of blankets.
Leah_V, Jan 2026
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!
DAMODAR_R, Dec 2025
Great crew, professional and friendly ???????????????????????????????????????????????????????????????
Zach_V, Dec 2025
Very relaxed. Professional crew. Saw lots of dolphins. Parking and finding the booth wasn’t difficult the end of December.
Regina_H, Dec 2025
Not the economy route but it was sailing not bobbing around on a pontoon boat. Great for adults. Not for kids. Bring your own wine or Champagne and enjoy the dolphins and the sunset.
Katherine_M, Nov 2025
Very inviting, we really enjoyed this peaceful evening on the sailboat! We would definitely book again.
Kevin_N, Nov 2025
Had a great time really enjoyed the experience. The captain and first mate were very knowledgeable and courteous to all the passengers. I would highly recommend this to anyone.
Colleen_M, Nov 2025
The crew was welcoming, very informative and accommodating. The best way to watch the sunset. Nothing can compare.
Scott_H, Nov 2025
Captain and crew are great. The schooner is very comfortable . I’d recommend the bean bag style seats up front vs the benches .
David_O, Sep 2025
The Schooner Clearwater was the best boating experience we had on our vacation.
Excellent Captain and crew - very enjoyable sunset cruise with sails up!
Christine_C, Aug 2025
This was an educational, fun and relaxing two hours. Our 5 and and 9 year old grandchildren had a blast.
Alexander_E, Aug 2025
The check-in was easy and the service was exceptional. We were surprised to find a gorgeous sailboat, not some plastic tourist vessel. It was equipped with standard, padded boat seating and beanbag style bags on the deck under the sails that, duh… we chose. Perfect for tanning and lounging with flexible BYOB policies. Upon check-in, your beverages are checked and iced where they are waiting for you wonderfully on board.
The staff was incredible. Captain Tim was fun, entertaining and knowledgeable, while his first mate not only looked like a runway model from France, but had the professionalism and poise of someone who had worked on a yacht.
We came on board as Tampa locals for a proposal. We had been on multiple dinner cruises, catamarans and others, and found this activity to be posh and relaxing. They graciously accommodated our quick proposal and we brought chilled Rosè and champagne flutes for the guests.
The vessel sailed throughout the Clearwater channels and briefly out into the golf along the Clearwater Beach Shoreline. It was a perfect way to view not only the golf, including Clearwater Beach and Sand Key with the Treasure Island shoreline filled with dolphins and sometimes manatees, but to get firsthand views of multimillion dollar homes including of Tom Brady, Hulk, Hogan, Tom Cruise and others. Sunset sailings at an even more magical touch to this already luxurious sailboat cruise.
We’d highly recommend this to any tourist or Florida local. The views from the boat are exceptional and the amount of time is just right.
Megan_L, Aug 2025
We had the absolute best time. Ended up that our original booking time was cancelled and they offered us a spot on their sunset sail later in the day. We enjoyed every bit of it. It was relaxing, the sunset was gorgeous, and everything was just perfect.
Michelle_A, Jun 2025
This was pretty great… our beach rental check out time was 10 and our flight was scheduled for in the evening… we shopped and had some lunch and chose to sail last… such a perfect ending to a wonderful vacation. Captain Steve and First Mate Christian make sure you’re comfortable and teach a little bit about sailing. Loved it and would like to do it again someday!
Pattie_L, May 2025
We loved this cruise so much and would go on it again. The perfect amount of time.., The captain and mate Christian were the best hosts! Highly recommend if you are looking for a relaxing couple of house out on the water.
Sharon_B, May 2025
So relaxing, just what I needed. It was a beautiful day, the group was small and Captain Tim and Christopher were great hosts. Would recommend if you want a quiet soothing activity.
Gillian_O, Mar 2025
Excellent experience!! The boat and staff were top class! 10/10 would ride again! Ride was super smooth and the captain was extremely friendly.
Jacqueline_F, Jan 2025
Great time! Beautiful! Would definitely book again. Perfect if you have kids. Captain even provided some history!
JOHNC_L, Dec 2024
GREAT ocean adventure!! with a terrific crew…
Nice sailing weather, wind and dolphins too
LOVE and recommended…
Jim_K, Oct 2024
Fun trip for everyone can’t wait to go back. Tim and Christian made the trip very comfortable and enjoyable
Lori_C, Sep 2024
One of the most relaxing memorable excursions I've ever taken. The crew made it so enjoyable - they were easy going and helpful. Sailing, Beautiful sunset and dolphins made a perfect evening . Timothy adjusted my ticket for the weather so I didn't have to worry about a thing. Highly recommend !!
Heather_D, Aug 2024
It was a beautiful experience we loved ever minute of this ride the crew and captain were very nice and friendly definitely go for this ride! It was my first and I would sale a million times again!
Stephen_T, Jul 2024
Had a great afternoon out on the boat. We saw some dolphins and enjoyed a relaxing sail around Clearwater. Everyone was friendly and we all had a good time.
Loretta_R, Jun 2024
It was relaxing and not crowded. The captain/owner is a very nice man. He made sure you got the true sailing experience.
Leigh_K, Apr 2024
Great captains and enjoyable 2 hour boat ride. It was beautiful out on the water and we had some good photo opportunities.
Response from Host, May 2024
Hello and Thank You for your thoughtful and kind review. This was a memorable trip and we are so glad you were able to join us. Hope to see you back aboard again some time soon.- Tim Penna Captain/Owner Schooner Clearwater
From $80.00
per personup to 24 hours before the experience starts (local time)
Compare Similar Experiences
Current
Special Offer
Sunset Sailing Cruise Aboard Schooner Clearwater-Clearwater Beach
238
2 hours
Free Cancellation
From
$80.00
Customers Who Bought This Tour Also Bought
Explore Similar Things to Do
- Water Tours
- Half-day Tours
- Shore Excursions
- Cruises & Sailing
- Tours, Sightseeing & Cruises
- Private and Luxury
- Private Sightseeing Tours
- Clearwater
- Water Tours - St Petersburg
- Half-day Tours - St Petersburg
- Shore Excursions - St Petersburg
- Water Tours - Tampa
- Half-day Tours - Tampa
- Shore Excursions - Tampa
- Water Tours - Sarasota
- Half-day Tours - Sarasota
- Shore Excursions - Sarasota