Miami: Sandbar, Billionare’s & Raccoon Island Private Tour

Explore Miami’s hidden gems and celebrity sights on a private boat tour featuring sandbars, raccoon island, and billionaire’s island — perfect for friends or family.

Thinking of adding a splash of adventure to your Miami trip? This private boat tour promises a customizable way to see some of Miami’s most famous and lesser-known spots in style. Whether you’re into celebrities, wildlife, or just love being on the water, this experience might be just what you’re looking for.

What really catches our eye? First, the chance to visit Billionaire’s Bunker Island, home to big names like Tom Brady and Jeff Bezos, makes the tour stand out. Second, the flexibility to personalize your itinerary — working with the captain to fit your interests — is a big plus.

However, a point to consider is that during weekends, Raccoon Island can get pretty crowded, which might limit chances of seeing the raccoons or enjoying a quiet moment there. Still, if you’re after a fun day out with friends or family that combines sightseeing, wildlife, and some beach time, this tour seems well-suited. It’s especially appealing for those who want a private, relaxed experience rather than a crowded group cruise.

Key Points

  • Flexible private experience tailored to your interests with a knowledgeable guide
  • Visits to celebrity-focused islands and scenic spots like Haulover sandbar and Raccoon Island
  • Includes amenities such as sound system, snorkel gear, and floating mat for added fun
  • Ideal for groups up to six, offering good value for a personalized outing
  • Bring your own food and drinks for a fully customized day on the water
  • Capable of adding extra hours or custom stops with Captain Henry’s guidance
You can check availability for your dates here:

What’s Included and What’s Not

This tour offers quite a lot for the price of $399 for up to six people, which, considering the private nature and all the amenities, feels reasonable. The boat comes with a Kenwood sound system, Bluetooth hookups for your playlists, and a sun deck—perfect for lounging under the sun. Plus, it’s equipped with snorkeling gear, a cooler with ice and water, and a floating mat to relax on.

Fuel and dock fees are included, so you won’t have to worry about extra costs there. You just need to bring your own alcoholic beverages, snacks, towels, and anything you want to enjoy during your trip.

On the flip side, the $70 per hour captain fee is paid directly to Captain Henry, so keep that in mind when budgeting. Also, you’ll want to bring your own food and drinks, as they aren’t supplied. No glass bottles or sharp objects are allowed for safety reasons, and responsible handling is recommended if you bring glass.

The Itinerary in Detail

Depending on the length of your booked trip—typically 4 hours—you’ll get to hit some of Miami’s most interesting spots. The highlight is usually a 2-hour stop at Haulover sandbar, a shallow, sandy stretch perfect for swimming, relaxing, and meeting other boaters. It’s an ideal spot for families or groups wanting to cool off and enjoy the water.

Next, there’s Raccoon Island, where you might find raccoons hiding out in the mangroves. Be aware, though, that during weekends, crowds and pet owners tend to overwhelm the island, so chances of seeing raccoons may be limited. Still, feeding the raccoons bananas (with caution) is a fun activity, as some guests reported in reviews.

Another major highlight is Billionaire’s Bunker Island, home to some of the world’s wealthiest figures like Tom Brady and Jeff Bezos. The guide will show you the secret hideaways of the rich and famous, making this a fascinating peek behind the curtain of Miami’s luxury lifestyle. Though, as some reviews note, the guide’s explanations about the mansions could be more detailed, especially on Star Island.

You’ll also cruise past Millionaire’s Row, marveling at the opulent waterfront mansions and luxurious yachts that line the coastline. It’s a classic Miami sight, and you’ll love the way Captain Henry shares stories about the area’s celebrity history.

What to Expect During Your Trip

Miami: Sandbar, Billionare's & Raccoon Island Private Tour - What to Expect During Your Trip

Captain Henry aims to keep things personalized, so your experience can vary based on your interests. Whether you want to spend more time at the sandbar, explore the islands, or just cruise around the bay and soak in the views, you can work with him to craft the perfect route.

The boat itself is quite capable, with twin engines that provide speed and reliability. The boat’s amenities mean you can enjoy your time comfortably—whether you’re lounging on the sun deck, listening to your favorite tunes, or snorkeling in designated spots.

The four-hour trip with a two-hour stop offers a balanced mix of sightseeing, relaxing, and wildlife encounters. However, if you’re short on time or want a more leisurely pace, you can always discuss adding extra hours with Captain Henry.

Authentic Experiences Reported by Travelers

Many reviews praise Captain Henry’s knowledgeable and friendly approach. One traveler said, “Henry was the perfect captain/guide,” noting the mix of information and space to relax. Others appreciated his helpful attitude—helping order food and ensuring everyone’s needs were met.

Guests also rave about the wildlife sightings—dolphins, stingrays, and raccoons—adding a spontaneous element to the trip. The floating mat and snorkeling gear are added bonuses that let you get more out of your time on the water.

Of course, a few guests found the explanation about certain islands a bit lacking or felt the crowds at Raccoon Island were overwhelming, which can affect the overall experience. Still, the majority seem to walk away with great memories and good value.

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Who’s This Tour Best For?

This private tour is perfect for families, friends, or small groups looking for a tailored experience with a knowledgeable guide. If you’re interested in celebrity homes, wildlife, swimming, or just relaxing on the water, this trip ticks many boxes.

It’s less ideal if you’re seeking a fully guided tour with detailed historical commentary or prefer larger group excursions. Also, if you have mobility issues or are over 243 lbs, you’ll want to check with the provider beforehand—some accessibility limitations exist.

Final Thoughts

Going for a private boat tour like this offers a chance to see Miami from a fresh perspective, combining natural beauty, wildlife, and a glimpse into the lives of the wealthy. For a $399 price point, you’re paying for exclusivity, personalized attention, and the flexibility to customize your day.

The amenities and the ability to bring your own food, drinks, and music make this a comfortable, fun way to experience Biscayne Bay. The reviews highlight that Captain Henry is friendly, accommodating, and knowledgeable, making the trip smooth and enjoyable.

If you’re after a mix of sightseeing, wildlife, and relaxing on the water with a private crew, this tour could be just right. It’s best suited for those who want a flexible, tailored experience rather than a scripted group outing.

✨ Book This Experience

Miami: Sandbar, Billionare’s & Raccoon Island Private Tour



4.8

(11 reviews)

FAQs

Is this tour suitable for children?
While not explicitly marketed as family-friendly, the main activities—swimming, sightseeing, and wildlife viewing—are generally suitable for older children. Always check with the provider if you have very young kids or specific needs.

Can I customize the route and stops?
Yes, you can work with Captain Henry to customize your itinerary, including additional hours if desired, to make sure you see what interests you most.

What should I bring on the trip?
Bring sun protection (hat, sunscreen—no spray sunscreen), towels, swimwear, snacks, and drinks. You’re encouraged to bring your own alcohol if you wish.

Is the price per boat or per person?
The $399 rate is per group, up to six guests, making it a good value for a private experience.

Are there any hidden costs?
Fuel and dock fees are included, but the captain’s fee of $70 per hour is paid directly to Captain Henry. Extra activities like paddleboarding are available at additional cost.

How long is the trip?
The standard duration is 4 hours, with about 2 hours spent at the sandbar, raccoon island, or other stops. You can arrange extra hours for a longer adventure.

Are pets allowed?
No, pets are not permitted on the boat, although assistance dogs are an exception.

What happens if I need to cancel?
You can cancel up to 24 hours in advance for a full refund, offering flexibility if your plans change.

If you’re ready to see Miami from a different angle — with privacy, flexibility, and fun—this tour offers a solid way to enjoy the bay. It’s especially suited for those who want a personalized experience and are happy to bring their own provisions for a day on the water.

You can check availability for your dates here: