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Island Hopping

The best out of 2294 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
(278 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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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
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26 ft
Up to 6 persons
5+ external reviews
Trips from
US $340
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25 ft
Up to 6 persons
5+ external reviews
Trips from
US $390

Nearest Island Hopping

What boaters say about Island Hopping

  • 5.0
    /5
    (3 Hour Trip - Sandbar Tour)

    You won't go wrong with Captain Jon.

    Down here for the weekend visiting my son. Great time. We'll call Cpt Jon every time we visit. Perfect afternoon on the water.
    David V.
    David V.
    Reviewed on Sep 26, 2026
  • 5.0
    /5
    (2 Hour – Manatee And Dolphin Tour)

    Fun and relaxing tour!

    We had a great tour. Captain Drew was friendly, knowledgeable and made the tour both fun and memorable. Everything was well organized and we got to see dolphins and manatees as we had hoped. I would definitely recommend this tour and hope to return.
    Cathy M.
    Cathy M.
    Reviewed on Sep 24, 2026
  • 5.0
    /5
    (Fall 4H PM (Su-Th))

    Had a blast!

    Amazing boat and captains! We had such a great day cruising around, hitting beaches and a bar, and even saw a dolphin!
    Jessica B.
    Jessica B.
    Reviewed on Sep 25, 2026
  • 5.0
    /5
    (2hr soundside adventure morning)

    exactly what we were looking for!

    clean boat, knowledgeable captain, wonderful tour!! James is a third generation waterman, and for a young man, he was extremely engaging!
    Mary B. H.
    Mary B. H.
    Reviewed on Sep 22, 2026
  • 5.0
    /5
    (6 Hour – Paklinski Morning Sailing)

    Relaxing day with a great lunch stop

    The captain and his crew were very helpful and made the day very relaxed. They had snorkeling equipment and a paddle board available for us to use and took us to a great restaurant for lunch.
    Samuel D.
    Samuel D.
    Reviewed on Sep 21, 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.