Pontoon in Islamorada

6 boats available

The best out of 6 deals in Islamorada - enter dates to check availability

Top Pontoon in Islamorada

  • 26 ft
    •
    up to 6
    3 Hour Trip – Fun in the Sun (AM)
    Join us for a fun day in the sun! We would love to customize your 3-hour trip just for you. We can swim, use the waterslide, and enjoy some fun fishing! Please note we do not visit sandbars and we do not provide Snorkel equipment
    Instant Confirmation
    Price for up to 6 people
    US $599
  • 25 ft
    •
    up to 24
    6 Hour – Large Groups 7-12 Guests
    6Hrs Famous Islamorada Sandbar with add-ons - Snorkel, Sightsee, and Bar Hop/Booze Cruise, with all the floats, paddleboards, & coolers. BEST DAY EVER for your Large Group. NOTE: USCG Law restricts private boat captains to limit 6 passengers or fewer WHILE DRIVING. Although our largest boats can physically hold 12-13 guests, our trip adds on transport boats for the ride to locations and includes the biggest boats for everyone to board all together while anchored. Price includes all 2 boats and minimum tip
    Price for up to 24 people
    US $2,250
  • 24 ft
    •
    up to 6
    2 Hr – Sunset Cruise
    A personalized, guided sunset cruise through the Everglades and Florida Bay. Enjoy stunning views, peaceful waters, and the warmth of the setting sun as you explore the wild beauty of Key Largo.
    Per person
    US $74
  • 28 ft
    •
    up to 6
    1 Hour Excursion
    Pick and choose any combination of excursions from Eco-Tour Sandbar Sunset Moonrise / Evening Diving Fishing Shrimping Every charter is PRIVATE and custom tailored to YOUR needs including departure times. Availability is based upon reservations. Open 7 days week 7am - 10pm. We have plenty of cooler space for any drinks or snacks you want to bring along. Enjoy our spacious and CLEAN tour boat 'Aloha Friday' where everyday is FRIDAY. Come experience the VERY best of Key Largo with Living Aloha Excursions!
    Price for up to 6 people
    US $375
  • 40 ft
    •
    up to 34
    4 Hour Boat Cruise
    Cruise the beautiful waters of Islamorada on a relaxing 4-hour private boat tour. Perfect for swimming, sightseeing, or just unwinding with your group. The boat includes an onboard restroom for added comfort, and ice is provided—just bring your favorite drinks and snacks. A 21% gratuity is expected for your captain.
    Instant Confirmation
    Price for up to 34 people
    US $2,500
  • 23 ft
    •
    up to 6

    Poppa Toon

    Islamorada
    2 Hr – Sunset Experience
    Experience the breathtaking beauty of an Islamorada sunset from the comfort of a luxurious pontoon boat. Set sail across the tranquil waters of the Florida Keys as the sun dips below the horizon, painting the sky in stunning shades of color. Relax and unwind with your loved ones as you cruise along the scenic coastline, taking in the sights and sounds of this tropical paradise.
    Instant Confirmation
    Price for up to 6 people
    US $575

What boaters said about Pontoon

  • 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
  • 5.0
    /5
    (4 Hour Combination Trip)

    Amazing trip!

    We thoroughly enjoyed our trip Jenn. she did a great job. she took us to multiple sandbars and showed us the area. We would definitely book again.
    James V.
    James V.
    Reviewed on Oct 15, 2026
  • 5.0
    /5
    (4 Hour – Islamorada Adventure)

    Roman is awesome !

    Roman is awesome ! the local stories mixed in wuth the sceney was awesome - had a great time !! Thanks
    Paul M.
    Paul M.
    Reviewed on Oct 13, 2026
  • 5.0
    /5
    (Private Snorkel Charter (4hr /AM))

    Awesome Trip!

    we had a great time. the Captin was great. he listened to what we were interested in and made it happen. i would definitely book again.
    James V.
    James V.
    Reviewed on Oct 14, 2026
  • 5.0
    /5
    (3 Hr – Afternoon Sandbar & Snorkel)

    Great boat day!

    We had such a wonderful family outing with Captain Dawid! He was professional, courteous, and made sure we all had a fantastic time. He came prepared with plenty of fun floating toys for us to enjoy at the sandbar, which was a huge hit with the kids! A perfect day out on the water in the Keys. Highly recommend Captain Dawid!
    Adriana F.
    Adriana F.
    Reviewed on Oct 12, 2026