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Island Hopping

The best out of 2375 Island Hopping deals - enter destination and dates to check availability.

Nearest Island Hopping

Over 100 charters in map area
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24 ft
Up to 6 persons
5.0
/5
(282 external reviews)
Instant Confirmation
Trips from
US $400
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34 ft
Up to 6 persons
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22 ft
Up to 6 persons
5.0
/5
(11 external reviews)
Instant Confirmation
Trips from
US $300
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23 ft
Up to 5 persons
4.9
/5
(17 external reviews)
Instant Confirmation
Trips from
US $500
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26 ft
Up to 6 persons
New
5.0
/5
(2 external reviews)
Trips from
US $350
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22 ft
Up to 6 persons
Instant Confirmation
Trips from
US $450
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23 ft
Up to 4 persons
Instant Confirmation
Trips from
US $350
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19 ft
Up to 4 persons
Instant Confirmation
Trips from
US $250
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23 ft
Up to 6 persons
Instant Confirmation
Trips from
US $299
Listing image
26 ft
Up to 6 persons
5+ external reviews
Trips from
US $340

Nearest Island Hopping

What boaters say about Island Hopping

  • 5.0
    /5
    (2 Hr – Sunset Evening Harbor Cruise)

    great experience knowledgeable captain

    The boat was comfortable and great for a group. The Captain had extraordinary insight and knowledge of history and current news in and about Charleston. Never visit a waterfront city without enjoying the view from the water. Highly recommend this trip. Park in Courtyard Marriott and walk back out to the street and right to marina entrance. Hotel may charge $15 or may not. Enjoy it as our group of 10 did very much.
    Thomas H.
    Thomas H.
    Reviewed on Nov 1, 2026
  • 5.0
    /5
    (4 Hr – Destin Adventure (AM))

    Such a Great Trip

    knowledgeable Captain. Great experience. 10 out of 10. We will absolutely do this again.
    Sheila H.
    Sheila H.
    Reviewed on Oct 31, 2026
  • 5.0
    /5
    (4 Hour – Sandbar Trip (PM))

    Don’t Pass This Up!!!

    We had such an amazing time out on the water! Sergei was a phenomenal captain and truly went above and beyond to make sure we had the best experience. He took photos for us, made sure our drinks were never empty, and kept the good times going! He was so friendly, attentive, and fun to be around. We couldn't have asked for a better day on the water. If you're in Key West, I highly recommend booking with Sergei. You won't be disappointed!
    Jessica P.
    Jessica P.
    Reviewed on Oct 31, 2026
  • 5.0
    /5
    (4 Hour – Afternoon – Private Trip)

    Es war ganz toll!

    Wir waren als Freundesgruppe zu Gast auf Neals Yacht und es war der absolute Wahnsinn. Obwohl es Ende Oktober ist, hatten wir bestes Wetter. Das Boot ist top ausgestattet, wir durften eigene Snacks mitnehmen. Die Kommunikation vorab war sehr einfach und unkompliziert: wir würden es nochmal buchen!
    Jana S.
    Jana S.
    Reviewed on Nov 1, 2026
  • 5.0
    /5
    (3 Hr – Morning Sandbar & Snorkel)

    Great experience

    snorkel and sandbar. Captain Dave was very personable and willing to make it the best experience.
    Barbara K.
    Barbara K.
    Reviewed on Oct 31, 2026
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About Island Hopping

Island Hopping is a relaxed way to explore a chain of islands by boat in one day. You cruise short distances, step ashore at multiple stops, and enjoy a fresh view at each one. It is simple, flexible, and perfect if you want variety without a long voyage.

On a typical Island Hopping trip, you meet your captain at the dock, review a float plan, and cast off. The ride is smooth and unhurried, with time to anchor in calm coves. You can swim, snorkel, beachcomb, or just relax on deck between short runs. Expect clear briefings, easy boarding, and plenty of shade and seating.

Trips often use a center console for quick hops, a pontoon for extra space, or a catamaran for stability. Your crew will explain basic terms, like bow (front) and stern (back), so first-timers feel at ease. They watch the weather, plan fuel and tide windows, and adjust the throttle for comfort. Most outings include several landings, with water and snack breaks between stops.

Island Hopping suits beginners, families, and friend groups. It also fits experienced boaters who want stress-free transport. Bring a light bag, sun protection, a towel, and sandals or water shoes. Pack a phone or camera in a dry pouch. Life jackets, also called PFDs, are provided and sized for each guest. Let the crew know about any mobility needs so they can help at the dock.

Before you go, check local rules for boating and shore access. Some places require guest IDs, park permits, or snorkel flags. Follow capacity ratings on board and listen to safety briefings. Avoid BUI, which means boating under the influence. In many areas, USCG or local marine officers may check gear and paperwork. Always confirm what applies at your chosen location.