Captain
Derek Kaplan

Member since March 2026 St. Pete Beach, United States
Background
Captain Derek Kaplan, based in St. Pete Beach, Florida, helms a Solid Craft Double Deck 30 Pontoon, offering pontoon and tiki tours, booze cruises, island hopping, and sunset excursions. Passionate about creating memorable adventures on the water.

Hey, I'm Captain Derek Kaplan

St. Pete Beach, United States
Background
Captain Derek Kaplan, based in St. Pete Beach, Florida, helms a Solid Craft Double Deck 30 Pontoon, offering pontoon and tiki tours, booze cruises, island hopping, and sunset excursions. Passionate about creating memorable adventures on the water.
Verified

My Listing

Excellent
5.0 / 5
(5 reviews)
St. Pete Beach
 4 bookings in the past week.
 Instant Confirmation
trips from US $300

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 5 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (37)
From start to finish, we had the BEST day out on the water \u2600\ufe0f\ud83c\udf0a
From start to finish, we had the BEST day out on the water \u2600\ufe0f\ud83c\udf0a
From start to finish, we had the BEST day out on the water \u2600\ufe0f\ud83c\udf0a
+34
Customer rating
4
0
0
0
0
Customers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
80%
Appropriate for children
100%
Satisfied with the boat
100%
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5 of 5 reviews
Laura M.

The captain canceled

VERIFIED   NEW  May 25, 2026
The charter operator canceled on trip date. This is an automated posting.
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Shannon S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

From start to finish, we had the BEST day out on the water โ˜€๏ธ๐ŸŒŠ

VERIFIED   6 Hr โ€“ Island & Sandbar Hopping Fun - 11:00 AM on March 27, 2026
The double decker pontoon was absolutely perfect - clean, spacious, and such a fun setup. The top deck + slide = elite comboโ€ฆ...
Shannon S. recommends Endless Summer Watersports
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  Derek Kaplan Captain replied

Maddison K.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

So much fun!

VERIFIED   NEW  3 Hr โ€“ Island & Sandbar Hopping Fun - 11:00 AM on May 23, 2026
We booked this boat for a bachelorette trip and it was so much fun, perfect for our group!
Maddison K. recommends Endless Summer Watersports
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Maddison K. recommends Endless Summer Watersports
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Kristin B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Captain Darren made the trip!

VERIFIED   3 Hr โ€“ Island & Sandbar Hopping Fun - 11:00 AM on April 25, 2026
Captain Darren took us out on the water and we enjoyed the sandbar, the boat, and local views.
Kristin B. recommends Endless Summer Watersports
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Kristin B. recommends Endless Summer Watersports
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Strain H.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

SO FUN

VERIFIED   4 Hr โ€“ Island & Sandbar Hopping Fun - 11:00 AM on May 6, 2026
Book it! You wonโ€™t regret it!
Strain H. recommends Endless Summer Watersports
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Strain H. recommends Endless Summer Watersports
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