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    Five O'Clock Charlie Boat Tours

    5.0 (9 reviews)
    Closed 9:00 am - 5:00 pm

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    Island Ferry St Pete Beach

    Island Ferry St Pete Beach

    4.8
    (55 reviews)

    Wow! What an experience! We took a 9am tour to Shell Key on Cap'n Dalton's boat. There were only…read moresix passengers on board, which meant there was plenty of room to spread out and enjoy the sunshine. Dalton provided expert commentary about the area, even pointing out a few celebrity homes and yachts along the way. It was a gorgeous ride over to Shell Key, and we even saw a few dolphins along the way. Once on the island, we had about 45-50 minutes to explore the beaches and do a little snorkeling and shell-hunting. The island is aptly named, with rows and piles of shells along its white, sandy beaches. The water was warm and perfect for swimming. Soon enough we were back on board and heading back to the harbor. And that's when the magic happened: dolphins! Following along in our wake, and no doubt attracted to the enthusiastic squeals of one of our dolphin-loving fellow passengers, the dolphins put on quite a show. Even Dalton, who I assume sees a LOT of dolphins, was impressed by how long they followed in our wake and performed jumps and flips for us. It was truly one of the most remarkable experiences of my life! Thank you Dalton and Island Ferry for an amazing and memorable tour and one of the true highlights of our vacation!

    Lovely tour! Our guide was very nice and chill, she definitely wanted to make sure we had a good…read moretime. Obviously its never a guarantee, but we saw dolphins and a manatee on our tour. Groups are small and the boats are very comfortable. They use pontoon boats so you have shade, which I definitely appreciated. The beach they took us to to snorkeling was gorgeous.

    Florida Boat Tours - Jiggs Landing Outpost

    Florida Boat Tours - Jiggs Landing Outpost

    5.0
    (2 reviews)

    We did the sunset tour and it was a great way to end our day. Captain Brian was so knowledgeable…read moreand so much fun. There were 8 of us in the boat, but I think it may have been possible to have a couple more. After checking in at the food shack Captain Brian directed us to the boat that was waiting for us in the river. We purchased our tickets online and we also had waivers to sign before we even got there. Captain Brian pointed out points of interest as we sailed down the river. My favorite part was "bird island". Hundreds of birds..... big ones, little ones, colorful ones, and noisy ones. It was so neat. Once we got back to the landing we spent the remainder of our tour waiting for the sun to go down. It was beautiful. We also saw a few alligators. None seemed to be very big, but who knows what the water was hiding. Captain Brian was disappointed that there weren't more gators for us to see, but he figured they were all off elsewhere looking for "love" as it is now mating season. I would definitely recommend this tour.

    Thanks Denise for a great afternoon on our private tour from Linger Lodge. Very comfortable…read moreelectric boat so as not to scare away the wildlife made for an enjoyable day to watch for so many birds, turtles, and yes even got to see a nice sized alligator. Denise was very knowledgeable of the areas history, plants and wildlife. Ending the trip back at Linger Lodge for drinks and dinner. Perfect! And of course we had the Alligator bites. The best in Florida.

    Fiorelli Winery & Vineyard

    Fiorelli Winery & Vineyard

    4.4
    (64 reviews)
    $$

    My family and I stopped her on our way from the central Florida to SW Florida. It's a small,…read morelocally owned winery. The space is beautiful. They have a large outdoor area with a playground for kids and lots of tables. There is a small bar inside, and they are renovating more interior space for additional seating for the hot summer months. The wines are overall pretty tasty. They only grow muscadine grapes on the property and import other grapes from California and elsewhere. They have a selection of drier wines all the way to the sweet fruit wines. They also offer wine sorbets. My husband and I each got a wine flight of 4 wines for $18. I forgot how big the pours were but they were a decent size. They also offer wine tasting experience of 6 wines, smaller pours, that lasts 45 minutes. They have a small section of food. We got the pimento cheese and crackers, the cheese was delicious. They also had popsicles and ice cream, which my kids enjoyed. We got three bottles of wine to take home with us! We love supporting our Florida wineries! Also, our bartender Shelley was fantastic! Very personable and knowledgeable.

    Nice location, glad they have music on the weekends. Wine tasting was $18.79 for 4 tastings!…read more Pretty pricey for mediocre wine. We enjoyed sitting outdoors so that was nice but for the prices - no way would I go back. Too bad...this place has a beautiful outdoors & I like that they are having music but the prices they are charging do not make it worth it for me to go back.....

    Five O'Clock Charlie Boat Tours - boatcharters - Updated August 2026

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