Information about our pontoon rentals
🛥 What We Offer
Our 2-person mini pontoons are compact, stable, and incredibly easy to operate — no boating experience or license required.
These boats are perfect for cruising to the sandbar or exploration, dropping anchor, and soaking up the sun. Each pontoon comes equipped with:
- (3) 12' 9" hulls (creating superior stability)
- 6' x 5' platform
- A 55 lb thrust electric trolling motor
- 2.5 HP outboard available as an "add on" to the Angler Package
- Large Bimini Top (6' x 5')
- Two 360-degree swivel seats w/ cupholders (fits large Stanley) and caddy
- A soft-sided cooler
- Mesh bag clipped to the Bimini top for your essentials
- Swim ladder & anchor
- Navigational lights
- Life jackets for all passengers (required by law)
🌊 Pirate Flag Pontoons Guided Tours
AM Tour – 9:00 AM to 12:30 PM
$119 per person
Begin your morning with a guided adventure along the beautiful shoreline of Blackwater Sound. Cruise past stunning million-dollar homes, wind through Lake Surprise, and explore the scenic waters of Jewfish Creek. Along the way, enjoy a stop at Gilbert's or Black Siren before heading south to admire the eclectic floating homes and decorated houseboats that make this area so unique.
Sunset Cruise – 4:00 PM to 8:00 PM
$139 per person
Spend your evening soaking in the golden hour with a relaxing guided cruise. Follow the same scenic route of luxury homes, hidden creeks, and colorful houseboats—but at sunset, the entire experience transforms with breathtaking skies and calm waters.
🚤 What’s Included
- Professional guide on every tour (self-guided also available)
-
Complimentary day pass to JD’s Marina & Beach
- Relax on the sandy beach
- Fish from the dock
- Free on-site parking
🏝️ Holiday Sandbar Special – Islamorada
Celebrate the biggest weekends of the year at the world-famous Islamorada Sandbar! Our 2-person mini pontoons are available Memorial Day, July 4th, and Labor Day weekends only for an unforgettable all-day adventure.
- $360 per boat (Memorial Day & Labor Day)
- $399 per boat (July 4th premium holiday rate)
- Duration: 10 AM – 6 PM (return by 6 PM sharp)
Reserve early—our limited fleet sells out fast for these holiday events.
⚠️ Important Notes
- Rentals are for 2 people max — no exceptions
- Minimum age to operate: 18
- Weather: We monitor conditions closely. Light rain showers are common in South Florida and do not cancel a trip. In the event of lightning or unsafe conditions, tours may be delayed or rescheduled for your safety.
- We recommend packing light — there is no onboard storage besides the cooler and mesh bag
- No glass bottles or illegal substances allowed
🧳 What to Bring
- Sunscreen
- Water
- Water shoes or sandals
- Small towel
- Drinks, snacks, & ice (we provide the cooler)
- Bluetooth speaker if you want your own tunes
- A good attitude — you're going to love this!
🌴 Private Tours (Weekdays Only)
Looking for something more customized or want to bring a group? A knowledgeable local host will guide your group to some of the best sandbars and scenic spots in the Florida Keys.
Perfect for:
- Small group outings
- Corporate Team Building
- Birthday celebrations
- Bachelorette gatherings
- Scenic island hopping from Big Pine Key to Key West or beyond
Private tours are by request only and require a 8-person minimum (4 boats). Itineraries can be customized based on location, weather, and group vibe.
📲 Text 305-771-5002 to request a quote or check weekday availability.
📍Located at 104100 Overseas Highway, Key Largo, FL 33037