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Discover Islamorada aboard a luxurious 38' private boat with customizable activities, perfect for families or groups seeking a personalized aquatic adventure.
If you’re dreaming of a day on the water in Islamorada, this private 38-foot boat charter might just be your best bet. Offering a chance to customize your itinerary—whether it’s snorkeling, visiting sandbars, or just relaxing—this trip promises a personalized adventure for up to 13 guests. While I haven’t personally taken this exact trip, the details and glowing review from a recent guest paint a clear picture of what to expect—quality, comfort, and the flexibility to craft your perfect day on the sea.
What I love about this experience is how it balances luxury with practicality. The boat is equipped with amenities like a bathroom, Bluetooth audio, and a large sunpad, making it a comfortable base for friends or family. Plus, the fact that the trip is completely customizable means you’re not just along for a preset ride but actively shaping your day. That’s rare and valuable when you want your adventure to match your interests.
One thing to consider is the price point of $899 per group. While this might seem high, the value lies in the boat’s capacity, amenities, and the personalized service. For families or groups celebrating a special occasion, this can be a worthwhile splurge. However, travelers looking for a quick, low-cost outing might prefer more budget-friendly options.
This tour suits those who want a flexible, high-end experience—great for families, couples, or groups looking to celebrate or explore without the rush of a large tour. If you’re after a day tailored to your interests, this could be a perfect fit.


Setting out on a private boat in Islamorada offers a chance to see the Florida Keys from a different perspective—on the water, away from crowded tour boats. The vessel itself is described as the “SUV of the Seas,” and that’s no exaggeration. With its sleek design, large sunbed, and social areas, you’ll find plenty of space to relax or socialize.
More ways to experience Islamorada from the water include these boat tours
The boat is well-equipped for comfort and entertainment. A Bluetooth/AUX audio system means your playlist can set the mood, whether you want laid-back tunes or something more energetic. The large sunpad on the bow is perfect for sunbathing while the deck washdown shower allows quick rinses after swimming. Parents will appreciate the child and infant life jackets and the dedicated stateroom for napping or resting.
This boat’s hotel-style bathroom ensures you won’t need to hunt for a bathroom ashore or worry about outdoor facilities. The refrigerator keeps drinks cold, and the sunroof adds a touch of luxury, letting you enjoy the sunshine or shade as you prefer. For those wanting to escape the sun, the enclosed cabin provides a sheltered space.
The flexible itinerary means you can spend the day doing what you most want. Snorkeling equipment is included, so you might explore coral reefs or shallow waters. The review mentions a mix of swimming, mangrove swinging, reef exploring, and even fishing—all tailored by the captain to suit your’ interests. That level of customization is rare and highly valued, especially if you’re celebrating a special occasion or just want a personalized adventure.
The captain serves as your guide, making sure the day runs smoothly. One guest raved, “Captain Kevin adjusted the trip to our interests,” which highlights the dedication to a personalized experience. The boat offers both comfort and versatility, allowing you to move seamlessly from relaxing in the sun to swimming in clear waters or exploring reefs.
The duration options are a bonus—whether you want a quick 2-hour tour or a full day (up to 8 hours), there’s flexibility to fit your schedule. The price reflects this value: it includes the captain’s fee, snorkeling gear, and use of the boat, making it easier to budget.
For a more personal experience, these private Islamorada tours deliver individual attention
The only review available is glowing. Paulette called it a “great day” and praised Captain Kevin’s flexibility and attentiveness. She mentioned exploring Alligator Reef and swimming in shallow waters, which shows how much can be packed into a single day. The emphasis on customized trips means no two outings will be the same—ideal for repeat visitors or those with specific interests.

This private boat is ideal for groups seeking a tailored, high-quality day on the water. Families with children will appreciate the safety equipment and comfortable amenities, while couples or friends celebrating a special event will enjoy the luxury and flexibility. It’s also perfect for those who want to avoid the crowds and enjoy a more intimate adventure.
If you’re after a value-packed luxury experience where every detail can be customized, this trip hits the mark. However, if you’re on a tight budget or prefer a quick, no-frills outing, you might want to explore other options.
This 38′ private boat charter in Islamorada combines the comforts of a luxury vessel with the flexibility to craft your perfect day on the water. It’s a smart choice for those who want a personalized, memorable experience rather than a cookie-cutter tour. The boat’s amenities, capacity, and customization options deliver a level of comfort and flexibility rarely found on standard group tours.
While the price might be a consideration, the inclusion of captain-guided activities, snorkeling gear, and the ability to tailor each stop make it a value-oriented luxury. It suits families, groups celebrating special occasions, or couples looking for a quiet escape with a personal touch.
If you’re ready for a day where you set the pace and choose your adventures, this charter offers an excellent balance of comfort, customization, and distinctive Florida Keys scenery.
“We thoroughly enjoyed this charter. Captain Kevin adjusted the trip to our interests as we explored the area. From swimming in the shallow water an…”

Is this boat suitable for children?
Yes, the boat provides children and infant life jackets, making it family-friendly.
What’s included in the price?
The price covers captain fees, snorkeling equipment, and the full use of the boat for your selected duration.
Can I customize my trip?
Absolutely. The captain will tailor the itinerary to your preferences, whether it’s snorkeling, exploring reefs, or relaxing at sandbars.
How many people does the boat accommodate?
Up to 13 guests comfortably, making it suitable for larger groups or families.
What amenities does the boat offer?
Expect a bathroom, Bluetooth/AUX audio system, large sunpad, sunroof, refrigerator, enclosed cabin, and a swim ladder.
Is the experience weather-dependent?
While the boat has an enclosed cabin for shelter, adverse weather could impact the trip. It’s best to check the forecast and be flexible if needed.
How far in advance should I book?
On average, the boat is booked about 35 days ahead, so planning early helps secure your preferred date.
What is the cancellation policy?
You can cancel free of charge up to 24 hours before the trip for a full refund.
How long does the trip last?
Options range from 2 to 8 hours, allowing you to choose a quick outing or a full-day adventure.
Where does the tour start and end?
The meeting point is 85920 Overseas Hwy, Islamorada, FL, and the trip ends back at the same location.
This private boat charter offers an authentic, flexible, and well-equipped way to enjoy Islamorada’s waters—perfect for those who want to make their own memories, on their own schedule.