

Island Hopping
The best out of 2329 Island Hopping deals - enter destination and dates to check availability.
Nearest Island Hopping
Nearest Island Hopping
- Instant ConfirmationTrips fromUS $400
Fin N' Feather Chesapeake Bay
Baltimore, MarylandTrips fromUS $125- +1Instant ConfirmationTrips fromUS $300
- +1Instant ConfirmationTrips fromUS $500
- +1Trips fromUS $350
- Instant ConfirmationTrips fromUS $450
Central Coast Angling
Glen Arbor, Michigan+2Instant ConfirmationTrips fromUS $350Southern Sun Guides
Weldon, North Carolina+1Instant ConfirmationTrips fromUS $250FishPit Charters
Nanticoke, Maryland+3Instant ConfirmationTrips fromUS $299Lake Murray Boat Tours - Private Pontoon
Lexington, South Carolina+1Trips fromUS $340
Top Island Hopping worldwide
- Dry Tortugas (Fort Jefferson) Park+6Instant ConfirmationPrice for up to 6 peopleUS $2,950
- Sunset cruise / dolphin cruise+4Instant ConfirmationPrice for up to 2 peopleUS $250
- 1.5 Hour Dolphin Eco Tour Afternoon+4Instant ConfirmationPrice for up to 6 peopleUS $250
- 2 Hour Tour – Sandbar-Dolphins-Fun - 6:00 PM+8Instant ConfirmationPrice for up to 6 peopleUS $399
- 2 Hour – CRUZ'N Sandbar & Fun - 6:00 PM+8Instant ConfirmationPrice for up to 6 peopleUS $399
- 8 Hour – Snorkel/Light Tackle+6Instant ConfirmationPrice for up to 8 peopleUS $1,595
- Private Islamorada Sunset Cruise+10Instant ConfirmationPrice for up to 6 peopleUS $300
- Half Day Afternoon/, Sunset+4Instant ConfirmationPrice for up to 6 peopleUS $491
- 2 Hour – Sandbar / Dolphin / Sunset+4Instant ConfirmationPrice for up to 5 peopleUS $250
- 4 Hour – Boat Charter in Malta - 1:30 PMInstant ConfirmationPrice for up to 9 peopleUS $516
What boaters say about Island Hopping
- 5.0/5(2 Hour Trip – Sunset Cruise (PM))
Such a great time!
It was the perfect activity for a girls trip! The captain did great, and we all enjoyed it!
- 5.0/5(4 Hour – Sandbar Trip (AM))
amazing day!
we got to see the most beautiful water and sandbars. the boat is meticulous and so comfortable. it was so amazing to don this with our friends!
- 5.0/5(4 Hour – Sandbar & Dolphin Tour)
AMAZING CAPTAIN!!!!
lauren was sooo amazing for our bachelorette trip! she went anove and beyond and we had so much fun! couldn’t recommend her enough!
- 5.0/5(7 Hour – Escape To Comino Island)
Will book again!
Capt Neal was amazing and very knowledgeable. Took us where we wanted and had the best time. Great conversations and will book again!
- 5.0/5(3 Hour – Catamaran Adventure - 10:30 AM)
Such a special experience
Me and my sisters booked this private charter to celebrate my moms 60th birthday. One of the best experiences of our lives. Major kudos to Duncan for helping us make this trip something to remember. Thank you!
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.




































