Tobey

5.0/5 stars 35 reviews
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About Tobey

“I have run boats 16 foot to 45 foot in the Sarasota area since 2016 and there is no place I would rather be! Hey there, I'm Captain Tobey, Owner and Primary Captain. I'm looking forward to being your Captain for the day! I have been running boats since I was a kid in Ohio, a great state to be from, and once I moved to the Sarasota area in 2016 I knew I had to do more with it. Having attained my U.S. Coast Guard 25 Ton Master License, I struck out to with the goal to replace my current job with this one!  ​ In this area I started out in a local boat club, I've had the pleasure of learning our waterways and all the best spots in the area from several of the area's best captains, so kick back and enjoy the ride in comfort, style and safety while we take you to experience the best that our are waterways have to offer.​  Having spent a lot of time overseas as a contractor, I have found my true passion in the crystal clear seafoam waters of Sarasota. Normally I travel for work and only spend a few months at a time in the area. I decided to turn my passion for the area into an opportunity to share the gems of our home in an effort to hopefully never work another day in my life!   We want to offer a taste of local life in Sarasota and share the abundance, beauty, and joy of some of the things we love to spend our days doing. We love to help people make life long memories about that time at the sand bar, or lido beach for the beach party. Generating smiles is what we are all about!  Taking some inspiration from one of our favorite shows, Below Deck we strive to offer the big luxury boat experience in a smaller package with all the amenities, toys, games, chairs and floats available to the premium beach party package in addition to the sand bar parties. Inquire within today and lets plan a day you and your favorite beach bums will never forget!  ”


Aboard since 2021

From Sarasota, FL

Reviews of Tobey (35)

  • Mark
    Mark
    5/5 stars (5/5)
    Jun. 16th

    The captain was exceptional and extremely knowledgeable in boating. Glad he was there in the stormy weather!

  • Mitch
    Mitch
    5/5 stars (5/5)
    Mar. 10th

    Toby is the best captain. Very professional. It was a great experience having such a knowledgeable captain in the surrounding areas. I will not hesitate to use him in the future. Thanks it was fun.

    Mitch

  • Asha
    Asha
    5/5 stars (5/5)
    May. 27th

    Tobey was a fabulous captain, guide and docent of the intracoastal! We were taken to some absolutely beautiful hidden gem beaches, watched the majestic manatee and dolphin, and enjoyed the knowledgeable banter on water, town respective backgrounds. We will be return customers. Tobey is a competent and extremely lovely guy. Thank you Tobey - great time had by all ages!

  • Kellen
    Kellen
    5/5 stars (5/5)
    Jul. 03rd

    Tobey was a very fun and knowledgeable captain, would recommend to anyone who is looking to have some fun on the water.

  • Morgan
    Morgan
    5/5 stars (5/5)
    May. 29th

    Tobey is the best! A very kind and laid back guy with lots of knowledge to spare. We had the best time on his boat jamming out and laughing together. Would definitely recommend booking with him for your visit in the ocean. 😄🏝️🚤

  • Elijahmarie
    Elijahmarie
    5/5 stars (5/5)
    Sep. 14th

    Our trip with Captain Colin was top notch from start to finish! He was friendly, thoughtful, and made sure we had a good time while staying safe.

    The boat was clean, spacious, and offered plenty of room for our group of 5 to move around and have a memorable experience.

  • Linda
    Linda
    5/5 stars (5/5)
    Feb. 24th

    The boat was lovely! Clean and as described.

  • Megan
    Megan
    5/5 stars (5/5)
    Jul. 02nd

    Tobey was fantastic - great info about the area, a safe and smooth ride, and a chill and friendly guy. Exactly what you want in a captain. We will definitely be back! Thanks Tobey - highlight of the trip!

  • Alejandro
    Alejandro
    5/5 stars (5/5)
    Sep. 06th

    We had the best time !!
    Chris the Captain was very nice, very polite and we had so much fun !
    It was our first time visiting Siesta Key and we all had a great time !
    Thank you.

  • Roy
    Roy
    5/5 stars (5/5)
    Apr. 26th

    Great guest. Enjoyed having them. Don’t forget your discount on next booking. 941-539-2865

  • Kristina
    Kristina
    5/5 stars (5/5)
    Aug. 21st

    We had another awesome day on the water!! Captain Drew was great: super personal, knowledgeable, skilled and amazing with our daughter with special needs. We are so grateful to have gotten to schedule this trip so last-minute—. can’t wait for next time!!!!

  • Stephanie
    Stephanie
    5/5 stars (5/5)
    Jul. 05th

    From the start, Captain Toby was warm, welcoming, and incredibly knowledgeable. His expertise and passion for the local area were evident, and he shared fascinating insights about the history and wildlife of Egmont Key.

    The boat was well-maintained and comfortable, ensuring a smooth and enjoyable ride. Safety was clearly a priority for Captain Toby, and his thorough briefing made us feel secure and ready for our day on the water.

    Egmont Key was breathtaking. We had plenty of time to explore.

  • John
    John
    5/5 stars (5/5)
    Mar. 02nd

  • Alexandra
    Alexandra
    5/5 stars (5/5)
    Mar. 16th

  • Anarelys
    Anarelys
    5/5 stars (5/5)
    Jun. 15th

    We had such a pleasant and fun experience with our boat rental! Captain Brad was fantastic—friendly, professional, and incredibly knowledgeable. He made sure we were comfortable the entire time and took us to some beautiful spots. You can tell he really knows the area well. It was the perfect day on the water—safe, relaxing, and filled with great memories. Highly recommend!

  • Antonella
    Antonella
    5/5 stars (5/5)
    Apr. 07th

    Tobey is experienced and very nice especially with our crazy group!

  • Megan
    Megan
    5/5 stars (5/5)
    Apr. 24th

    We had a great time with Captain Colin today! He took us to all to his insider spots, even found a few shark teeth for our kiddos. It was a nice day of fun in the sun for our family

  • CHRISTINA
    CHRISTINA
    5/5 stars (5/5)
    May. 14th

    Tobey was very accommodating and knowledgeable about the area. We had a great day out on the water. Highly recommend this captain and his boat.

  • Jennifer
    Jennifer
    5/5 stars (5/5)
    Apr. 30th

    Great communication. We had such a great time! The boat was clean and ran great. Our captain was so much fun and informative. 10 out of 10 day.

  • Annya
    Annya
    5/5 stars (5/5)
    Nov. 05th

    Tobey was absolutely amazing and very accommodating. He definitely added to the experience and made it perfect.

  • Corin
    Corin
    5/5 stars (5/5)
    Jul. 05th

    We had a great trip on the water with Tobey! He was amazing and was very knowledgeable about the area. We were worried about issues with the weather but Tobey was very accommodating and helped us finder a better time to be out on the water. We loved the view from the boat, and had a great time. Thanks Tobey!

  • Stephanie
    Stephanie
    5/5 stars (5/5)
    Feb. 16th

    We had a wonderful excursion with our very knowledgeable Captain Colin. Our family of 5 went and departed from a Marina. It was very easy to find the boat, and to park. He did an excellent job informing us about our surroundings, history of the area, local eateries and his life in the area as well. He was very personable. We visited a disappearing sand bar location and collected some very cool shells. The boat was clean. We had a wonderful time.

  • c
    c
    5/5 stars (5/5)
    Nov. 10th

    The boat is in beautiful condition. We were so very comfortable.

  • Stacey
    Stacey
    5/5 stars (5/5)
    May. 12th

    What a great day! Tobey was wonderful to work with and a joy to hang out with all day!

  • Abby
    Abby
    5/5 stars (5/5)
    May. 02nd

    Captain Brad was friendly and accommodating to make our day enjoyable. In making our reservation I encountered a few small technology issues and Tobey was super understanding and helpful in the process. Would recommend!

  • Summer
    Summer
    5/5 stars (5/5)
    Mar. 14th

    We had Captain Colin for our charter and it was such a great time! He was very conversational and took us to amazing spots! The girls and I had such a wonderful time with him 10/10 recommend!!

  • Hanna
    Hanna
    5/5 stars (5/5)
    May. 27th

    Tobey was great! He was very easy going, knowledgeable about the area, and made sure we had a great time. Highly recommend!

  • Holly
    Holly
    5/5 stars (5/5)
    Feb. 03rd

    Great boat! Had a very good time with friends. Everything went perfect

  • Barbara
    Barbara
    5/5 stars (5/5)
    Jun. 18th

    Great time. Perfect for a 2?hour excursion. Very attentive to our questions. Great experience!

  • Imad
    Imad
    5/5 stars (5/5)
    Jun. 01st

    Tobey is great. He is the most versatile and knowledgeable captain out there. We saw dolphins, did tubing and snorkeling. We could have even gone fishing if we had more time! Would definitely recommend him to anybody looking to have a great time. We are looking forward to coming back for our fishing trip the next time we are in town.

  • Amy
    Amy
    5/5 stars (5/5)
    Aug. 14th

    Very nice boat , roomy and fast . Bad weather but we made the best of it .

  • John
    John
    5/5 stars (5/5)
    Dec. 09th

    Captain Zack was great! We would highly recommend this boat and Captain.

  • Andrea
    Andrea
    5/5 stars (5/5)
    Mar. 18th

    Great time with Toby! We did all the things, even played with dolphins!!! We will be back. All 6 of us had the best time and learned a lot. All around great guy!!

  • Debra
    Debra
    5/5 stars (5/5)
    Jun. 09th

    David was great great trip

  • Christina
    Christina
    5/5 stars (5/5)
    Mar. 27th

    Tobey was awesome! I had such a great day on the water. He was a blast. My favorite part was the sand bar. We got to see dolphins and Manatee! How cool is that! 🤙