Top picks for Oldsmar Experiences

Discover 10 Experiences in Oldsmar on Trip.com, updated January 16, 2026, with experiences lasting from 1 to 4 hours. Find the perfect adventure for your day!

From AED 216.71 per person, with an average total of AED 423.76. Choose the option that suits your plan.

With 2.078k verified reviews, Experiences Oldsmar boast an average rating of 4.8.

This week's most popular Experiences: "Sarasota Guided Mangrove Tunnel Kayak Tour", with 1.442k reviews and a 4.9 rating.

Now on Trip.com: "Clearwater Beach Private Pontoon Boat Tour for six ", a 4-hour adventure in Oldsmar!

The next available day tour departs on January 17, 2026. Book now to secure your spot!

Oldsmar Experiences usually take about 4 hours — perfect for a relaxed, immersive experience!

100% of Oldsmar Experiences now offer English-speaking guides

January is the perfect time to visit Oldsmar! Choose from Experiences available day tours, including seasonal favorites like Sarasota Guided Mangrove Tunnel Kayak Tour.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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Reviews/Trip Moments

Reviews: Clearwater Beach Private Pontoon Boat Tour for six
Guest User2024-06-25
We took the 6 hour pontoon ride and had a great time exploring beaches, shelling, and dolphin spotting. Captain Ryan made us comfortable from the start and made sure we had a great time. Would definitely go out with them again.
Reviews: Small Group Manatee Snorkel Tour with In-Water Guide and Photographer
Guest User2024-07-22
This was seriously one of the coolest experiences of my life! I was in Florida for a work conference Mon-Wed and wanted to do something fun on Sunday. I was originally booked for Sunday afternoon, but the Salty Siren staff called me on Saturday to see if I could move to the morning tour for better weather, visibility, tide level, and overall experience. I am so glad they took the time to do this. Although it involved some crazy travel logistics to get there by 8:00 AM from another state, it was absolutely worth the limited sleep. Captain Jessica and Marissa (in-water guide & photographer) were AMAZING! There were only 5 people on our tour, which allowed for individualized attention and photo opportunities. We observed a much larger tour group doing all the wrong things, which we knew from the educational intro video we watched prior to getting on the boat. Salty Siren focuses on education and passive observation. Just float quietly near your guide, and the manatees will stay near you for a really long time. I think we spent over an hour with a mama and baby manatee, watching them feed. We even got to see the baby nursing. The water in some of the areas is a little murky right now because of an invasive algae, but you can still see the manatees well. If you just be calm and still, they come right up to you. After we interacted with the manatees, Jessica and Marissa took us to a nearby spring with much clearer water, which allowed for some fun photos for each tour participant. I would recommend this company and tour experience to anyone who is at least minimally comfortable in the water. You hang on to a pool noodle the entire time, and you only need to know how to doggy-paddle to move around...hands only, no kicking so as not to scare the manatees. I had never snorkeled before, and it was very easy to learn. At the end of our adventure, we were served our choice of coffee, hot chocolate, Manatee Mocha, etc. Then we returned to the office where we immediately got to view the photos and videos to decide if we wanted to purchase them (about $40 gets you access to all the pics and videos from your tour).
Reviews: Anna Maria Island - Clear Kayak LED Night Glass Bottom Tour
Guest User2024-09-22
Dan was very sweet and helped us out when we were struggling with paddling. He was also very knowledgeable on anything nature related. Had a fun time will do it again next time i’m here!
Reviews: Sarasota Guided Mangrove Tunnel Kayak Tour
Guest User2025-12-05
Another tour in the books. Ian was a fantastic guide and very informative and educational with a witty delivery. Highly recommend him. Anyone can do this, all ages, doesn't matter if you can swim or not. Do yourself a favor and book it! You won't regret it!!!
Reviews: Parasailing Adventure In Bradenton Beach & Anna Maria Island, FL
Guest User2024-07-09
Great experience from beginning to end. Very easy to book online. Easy and simple instructions to follow from what to expect - what to bring- how to get there, etc... Parking was plenty. We went on the 8:00 am parasail. Staff was very knowledgeable, experienced, professional and kept things running extremely smooth throughout the excursion. My son had parasailed before, but it was my first experience so we paid for video and photo package, and it was worth it. Payment for that and uploading content was efficient and convenient. Will use them again when we visit AMI in the future.
Reviews: Pontoon Lake Tours
Guest User2025-11-03
Fun day on the water with Captain Scott. Four hour tour of lakes and canal system within Winter Haven. Plenty of beautiful homes and sights to see. Good history of the area was also given. We saw gators and plenty of birds. We chose the Twisted Prop for our lunch stop- good pub grub and nice atmosphere. Boat was clean and well maintained.
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