11. Sunset sailing experience aboard a working schooner
4.9· 276 reviews· 2.5 hoursTwo hours on a classic schooner — sail the Gulf or Boca Ciega Bay, complimentary water, BYOB with cooler provided.
“We enjoyed a lovely evening on calm waters with wonderful company. Our captain Mike was knowledgeable and attentive to our questions. The sunset was stunning, and I even got to ring the bell! We’re planning to come back next year, and he had an excellent playlist as well.”— Dream441818
22. Floating tiki bar cruise at St. Pete Pier
4.8· 98 reviews· 1.5 hoursTwo hours on a private boat or shared floating tiki bar—sightseeing around St. Pete Pier with snacks and drinks from home.
“This experience was incredibly enjoyable. We spotted more dolphins while on the tiki hut than we did during a traditional dolphin cruise. A big thanks to Captain Tevor for a wonderful time. We look forward to returning!”— Tamatha_P
33. Two-hour sunset cruise in St. Petersburg
4.6· 207 reviewsTwo hours along St. Pete's shore, including views of the Sunshine Skyway bridge and possible dolphin sightings.
“We enjoyed front row seats on the upper deck. The staff was excellent. Although the sunset was obscured by clouds, the views of the Skyway were amazing.”— W5301KFjeand
44. Tropical party cruise in St. Petersburg
4.4· 476 reviews· 2 hoursThree-hour evening cruise with dancing and complimentary drinks, plus an optional Tropical Island Style Dinner Buffet.
“We had a fantastic time on the party boat! The music and food were great, and enjoying the view from the upper deck with friends was a highlight. The sunset was stunning.”— deanna_M
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