Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Experience Gift Cards
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Gulf Breeze Charters

    Gulf Breeze Charters

    5.0 • 367 reviews
    Naples, FL

    Gulf Breeze Charters is a family-owned Naples boating company creating relaxed, memorable experiences on the water. Known for trips to the pristine shores of Keewaydin Island, scenic sunset cruises, wildlife outings, and customiza...

    Report an issue

    Book Gulf Breeze Charters

    Addon image

    2-Hour Naples Sunset Cruise

    Cruise the Naples coastline at sunset with drinks, snacks, and blankets included

    $616person
    Addon image

    Cruise Naples Bay & Port Royal on a 2-Hour Tritoon

    Relax on a 2-hour Naples Bay boat cruise with snacks and drinks

    From$168person
    Addon image

    Dolphin & Birdwatching Cruise in Naples Bay

    Cruise Naples Bay canals with a captain-led wildlife search and a Keewaydin Island stop

    $649.60
    Addon image

    Private Boat Charter in Naples

    Book a 4-hour private boat charter in Naples for up to 6 people

    From$840
    Addon image

    Keewaydin Island Water Taxi & Beach Day from Naples

    Ride a Naples water shuttle to Keewaydin Island with beach-day extras

    $336From$315

    Review summary

    5.0
    Excellent
    367 reviews•Google Maps
    342
    1
    0
    0
    0

    Gulf Breeze runs a tight operation out of Naples, with captains Tyler, Stan, and Alex consistently earning glowing praise across all kinds of trips, from shelling excursions and water shuttles to Keewaydin Island to sunset cruises with wine and charcuterie. Dolphin sightings come up in nearly every review, and the captains have a genuine knack for getting the dolphins to play in the boat wake, which seems to be a crowd favorite moment. Behind the scenes, Gabriella handles bookings and is repeatedly called out for being attentive and thoughtful about matching families to the right experience. The boats are described as new and clean, and the overall vibe is relaxed but engaging, especially for families with young kids. One group even found a rare Junonia shell, so the shelling tips from the captains clearly pay off. With a near-perfect rating across hundreds of reviews and zero recurring complaints, this is about as low-risk a booking as you'll find in Naples. If you're on the fence, just go.

    What people are saying

    Review 1 of 4
    5/5

    Gulf Breeze Charters was hands-down one of the highlights of our stay in Naples. From the moment we stepped aboard, it was clear this was going to be a special trip. Captain Alex was fantastic — warm, welcoming, and clearly passionate about the area. He shared so much interesting history about the region and the stunning homes along our route, turning what could have been a simple boat ride into a real local experience. The dolphin sightings were the icing on the cake! Watching them play alongside the boat was such a magical moment and made the trip even more memorable. They also went above and beyond with a spread of delicious snacks and refreshing beverages — such a thoughtful, generous touch that really elevated the whole experience. Gabriella, the owner, was wonderful from start to finish. She took the time to walk us through exactly what to expect, and her genuine care and attention to detail ensured we had an absolutely excellent time on the water. We can't recommend Gulf Breeze Charters enough. When we're back in Naples, booking this incredible excursion again is a no-brainer!

    Photo of R L

    R L

    September 1, 2026

    Review 1 of 1
    5/5

    Gulf Breeze Charters was hands-down one of the highlights of our stay in Naples. From the moment we stepped aboard, it was clear this was going to be a special trip. Captain Alex was fantastic — warm, welcoming, and clearly passionate about the area. He shared so much interesting history about the region and the stunning homes along our route, turning what could have been a simple boat ride into a real local experience. The dolphin sightings were the icing on the cake! Watching them play alongside the boat was such a magical moment and made the trip even more memorable. They also went above and beyond with a spread of delicious snacks and refreshing beverages — such a thoughtful, generous touch that really elevated the whole experience. Gabriella, the owner, was wonderful from start to finish. She took the time to walk us through exactly what to expect, and her genuine care and attention to detail ensured we had an absolutely excellent time on the water. We can't recommend Gulf Breeze Charters enough. When we're back in Naples, booking this incredible excursion again is a no-brainer!

    Photo of R L

    R L

    September 1, 2026