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Dorchester Center, MA 02124

Discover Jacksonville’s waterways on a private pontoon cruise, customizable for dolphin watching, waterfront dining, or sunset views. Perfect for groups.

Imagine gently cruising along the serene Intracoastal Waterway of Jacksonville Beach in a cozy, private pontoon boat with up to 12 friends or family members. That’s exactly what Miss Connies Misadventures offers with their 3-hour private pontoon cruise experience. Whether you’re celebrating a birthday, planning a romantic sunset, or just craving a day on the water away from the crowds, this tour promises a personalized adventure.
What we love about this experience is how flexible it is — you can tailor the journey to suit wildlife lovers, foodies, or those simply seeking stunning coastal views. Plus, the chance to sip on daiquiris or mimosas while soaking up the sun makes it feel both relaxing and special. The one thing to consider is that, for some, the lack of a fixed itinerary might mean a bit of planning ahead so everyone gets the experience they want.
This cruise suits travelers looking for a unique, intimate way to explore Jacksonville’s waterways — perfect for groups of friends, families, or even corporate outings wanting a memorable day on the water. If you’re after a flexible, scenic voyage with options to add on special touches, this tour is well worth considering.
You can check availability for your dates here:
More ways to experience Jacksonville from the water include these boat tours

Your adventure begins at the dock at 2510 2nd Ave N, Jacksonville Beach, a spot that’s straightforward to find thanks to clear signage and easy parking. The boat, a 24-foot pontoon, makes a perfect platform for relaxed sightseeing. As you meet your captain, you’ll immediately notice how the boat is set up for comfort and socializing — wide enough for groups to spread out and enjoy the views.
The real magic of this tour is its customizability. You and your group can decide whether to chase dolphins, cruise past grand coastal mansions, or head to a secluded beach for lounging — or a combination of all.
If lounging on a quiet beach appeals to you, the Ft. George Island Paradise option provides a secluded spot for swimming, relaxing, and soaking in stunning scenery. The chance to combine sightseeing with a dip in the water makes this cruise particularly appealing for families and groups wanting a full day of adventure.
For a more personal experience, these private Jacksonville tours deliver individual attention
During the holiday season, the Christmas Special adds a touch of festivity, with cocoa or eggnog served onboard, complemented by views of holiday lights reflecting on the water. This seasonal touch turns an already scenic cruise into a festive celebration.
For those wanting to elevate their experience, optional add-ons like professional photography or a premium catering package give that extra personal touch. Whether it’s capturing the perfect sunset shot or enjoying gourmet snacks, these extras help turn a good day into an unforgettable one.

When you arrive, plan to be there at least 15 minutes early for check-in and safety instructions. The crew emphasizes safety, so follow all guidelines, especially regarding marine life and littering. It’s a relaxed environment, but safety is always a priority.
The three-hour cruise is ample time to explore several different sights or themes, depending on your chosen options. Since the boat is private, there’s no rush, and you can often extend conversations, take photos, or just unwind.
Weather plays a role — if conditions are rough, the route may be adjusted for safety. Seasickness is worth considering; bringing motion sickness medication can make the experience more comfortable for sensitive travelers.
The boat comfortably accommodates up to 12 guests, making it ideal for small groups wanting an exclusive, intimate outing. The open-air design ensures you get unobstructed views and plenty of sunshine. The boat’s size means you can socialize easily while still maintaining a sense of privacy.
While not explicitly stated, considering the private nature of the cruise and customization options, this tour offers good value for serious water lovers. The ability to tailor your experience and add special touches like photography or catering makes it appealing for celebrating occasions or just enjoying a day of relaxed exploration.
Multiple reviews highlight the stunning views as a major draw — whether it’s dolphins swimming alongside or the grand estates lining the waterway. The flexibility of choosing your adventure is another often praised aspect, with visitors enjoying the ability to craft their perfect day on the water.
This private pontoon cruise works best for groups seeking a personalized, scenic water experience. It’s perfect for celebrating special occasions, family outings, or corporate team-building in a relaxed setting. If you enjoy breathtaking views, wildlife encounters, or simply want a flexible way to explore Jacksonville’s coast, this tour will meet your expectations.
Travelers who value privacy and customization over a scripted tour will find this experience especially satisfying. The optional add-ons make it easy to include memorable photography or fine dining, elevating the entire outing.
However, those with mobility issues or prone to seasickness might want to consider other options, as this tour involves outdoor boat access and some exposure to the elements.
Is this experience suitable for children? The tour can accommodate families, but children must be supervised at all times. It’s best suited for kids old enough to enjoy the water and sit comfortably on the boat.
Can I cancel my booking? Yes, you can cancel up to 24 hours in advance for a full refund.
Is there a set itinerary? No, the experience is highly customizable based on your preferences — wildlife, dining, scenic tours, or beach stops.
What should I wear? Dress for outdoor conditions — comfort, sun protection, and layers if cool. Bring sunscreen and any needed medication for seasickness.
Is alcohol served during the cruise? Yes, you can sip daiquiris or mimosas, but intoxication is not permitted onboard.
What is included in the price? The base experience includes the private cruise for up to 12 guests, with optional add-ons available for photography or catering.
Are there any restrictions on activities? Yes, no fishing, smoking, vaping, glass objects, or touching marine life are allowed onboard.
What if the weather isn’t good? The tour may be adjusted or canceled if weather conditions are unsafe. You’ll be notified in advance.
Can I bring my own food and drinks? It depends on your chosen package; some options include dining arrangements, while others do not specify. Check with the provider if bringing personal food.
Is this experience accessible for those with mobility issues? Unfortunately, it’s not suitable for people with mobility impairments or wheelchair users.

A private pontoon boat cruise in Jacksonville offers a wonderful way to see the area’s waterways in a relaxed, personalized setting. Whether you’re keen on dolphin watching, exploring waterfront mansions, or enjoying a sunset with a drink in hand, this experience combines scenic beauty with flexibility. The ability to customize your journey means it can feel tailored to your interests — making it a great choice for groups wanting a memorable, authentic adventure on the water.
If you appreciate stunning views, wildlife, and the chance to enjoy Jacksonville from an intimate, comfortable boat, this cruise is worth considering. It’s a straightforward, enjoyable way to add a special touch to your vacation or celebration. Just remember to pack sunscreen, hats, and maybe a camera — you won’t want to miss capturing those beautiful coastal moments.
You can check availability for your dates here: