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

If you’re looking for a unique way to see Miami’s famous sights, this private boat tour offers a personalized experience that takes you beyond the usual tourist spots. Led by Captain Henry, you’ll cruise through the bay, visiting the homes of the rich and famous, relaxing at a popular sandbar, and even spotting some wildlife along the way. It’s a flexible adventure that can be shaped to your interests and pace.

Two things we particularly like about this tour are its intimate setting—being in a private boat with your own guide—and the variety of sights packed into just four hours. Whether you’re after celebrity spots or a fun day swimming and wildlife watching, this trip has it all.

One consideration is that during weekends, the popular Raccoon Island tends to get crowded, which can sometimes limit the chances of seeing raccoons or wildlife. Also, the cost is $399 for up to six people, which is a fair value for a private experience but might seem steep for solo travelers or smaller groups.

This tour suits families, friends, or couples who want an authentic, flexible Miami adventure that combines sightseeing, wildlife, and relaxation. It’s especially good if you enjoy being on the water and prefer a guided, tailored experience.

Key Points

• Private and customizable: Work with Captain Henry to tailor your itinerary, ensuring a personalized trip.
• Celebrity sights: See Billionaire’s Bunker Island, home to Tom Brady, Jeff Bezos, and others.
• Fun in the water: Enjoy swimming at Haulover Sandbar with amenities like snorkeling gear and floating mats.
• Wildlife and nature: Spot dolphins, stingrays, and occasionally raccoons in their natural habitat.
• Comfort and convenience: The boat is equipped with a sound system, sun deck, and fresh water shower; fuel and dock fees are included.
• Flexible duration: You can extend your trip or add more hours for extra exploration.

This private boat tour promises a personalized approach to exploring Miami’s scenic bay. Captain Henry, known for his knowledge and friendly manner, will guide you through iconic sights and secret spots. You’re likely to feel like a VIP, with the boat upgraded with twin outboard engines offering speed and reliability—meaning less time on the water and more enjoying it.

The boat itself is well-equipped, featuring a Kenwood sound system (with USB/bluetooth connectivity), a sun deck perfect for lounging, and a transom freshwater shower. A cooler filled with ice and water is provided, but you’ll need to bring your own alcoholic beverages, snacks, and towels. You’ll want to dress in swimwear and wear sunscreen; note that spray sunscreen is discouraged to prevent stains.

In terms of size, this tour is designed for up to six guests—making it ideal for small groups seeking intimate, authentic experiences. The price is $399, which covers the boat, fuel (up to 20 miles), and dock fees. Captain Henry’s fee is $70 per hour, payable at the dock. Tipping is customary but not included, typically around 5-20%.

Billionaire’s Bunker Island: As you cruise past the exclusive Millionaire’s Row, you’ll see the private islands and mansions owned by business magnates and celebrities like Tom Brady and Jeff Bezos. The captain can give you insights into who lives there and what makes these properties special. Reviews mention that some captains don’t spend enough time here, but with a private tour, you can request more info or time at these sights.

Haulover Sandbar: The most popular stop, this shallow, sandy spot in Biscayne Bay is perfect for swimming, lounging, and socializing. You can use the floating mat, snorkel with the provided gear, or just soak up the sun. According to reviews, the sandbar offers a lively, fun atmosphere, and it’s great for feeding raccoons, although the wildlife can be shy during busy weekends.

Raccoon Island: Known for its raccoon population and mangrove forest, this island is a charming wildlife stop. Feeding raccoons bananas is a highlight, as some reviews describe. However, note that during weekends, crowds and pet visitors often cause raccoons to hide, reducing chances of wildlife encounters. Still, it’s a scenic spot worth visiting.

Additional Sights: Depending on your interests and the duration you choose, you can also visit other sites along the bay, making this a flexible and adaptable experience.

The reviews highlight that Captain Henry’s knowledge and friendly approach make a big difference. One reviewer mentions, “Henry was the perfect captain/guide,” and others praise the detailed explanations and personal touch. Many travelers enjoy the wildlife sightings and the chance to see dolphins and stingrays, with one noting, “We saw dolphins cruising the Bay waters.”

Several reviews emphasize the value for money, especially considering the private, customizable nature of the trip. For example, one person said, “We all came away from this boat trip with our heads full of memories,” showing how memorable and engaging the experience can be.

Some guests mention that the boat’s amenities, like the sound system and floating mat, add comfort and fun to the trip. The ability to work with Captain Henry to customize the route means you’re not stuck with a canned experience—you can focus on what interests you most.

A few critiques highlight that during busy weekends, wildlife sightings and the raccoon experience can be somewhat limited due to crowds. One reviewer noted, “We only sailed past Raccoon Island without stopping,” which can happen if the area is crowded.

• Timing: Tours are usually available in the morning or afternoon, with a 4-hour duration that balances sightseeing and relaxation.
• Cost and Payment: The $399 fee covers the boat, fuel (up to 20 miles), cooler, and dock fees. Captain’s fee is paid separately at $70/hour.
• What to Bring: Towels, sunscreen (preferably non-spray), swimwear, snacks, and alcohol are your responsibility.
• Weather and Safety: A boat trip in Miami is best on clear days; check the forecast. Wear sunscreen and hats for sun protection.
• Accessibility: Not suitable for those with mobility impairments or wheelchairs due to boat and site constraints.
• Consideration for Pets: Pets are not allowed, though assistance animals are permitted.

This private Miami boat tour offers a tailored, engaging way to see some of the area’s most exclusive sights and natural beauty. It’s well-suited for small groups wanting an authentic experience with flexibility and personalized attention. You’ll love the chance to spot dolphins, feed raccoons, and see Miami’s millionaire homes up close, all in a relaxed, social setting.

The upgrade with twin engines and modern amenities ensures comfort and reliability, making the trip smooth and enjoyable. The fact that fuel and dock fees are included is a bonus, avoiding unexpected costs. The ability to customize the route means you can prioritize what interests you most—whether it’s wildlife, celebrity mansions, or just swimming at the sandbar.

This tour is a fantastic option for anyone seeking a private, memorable day on the water, especially if you value a guide’s local knowledge and the flexibility to shape your adventure. It’s a bit pricier than group tours but offers a level of intimacy and customization that many travelers find worth the extra.

You can check availability for your dates here:

Who Should Consider This Tour?

If you’re traveling with family, friends, or a romantic partner and want an authentic, personalized Miami experience, this tour fits the bill. It’s perfect for those who enjoy being on the water, wildlife watching, or simply relaxing in a beautiful setting.

But keep in mind, if you’re expecting a crowded, party atmosphere or are traveling solo and looking for a cheaper option, this might not be the best fit. It’s geared toward small groups who value tailored experiences and comfort in a scenic environment.

How many people can join this tour?
Up to six guests, making it ideal for small groups or families wanting an intimate experience.

What is included in the price?
The boat, fuel (covering up to 20 miles), dock fees, cooler with ice and water, floating mat, and amenities like a sound system are included.

How much does the captain cost?
Captain Henry’s fee is $70 per hour, paid directly at the dock.

What should I bring?
Bring towels, sunscreen (preferably non-spray), swimwear, snacks, and alcohol if desired.

Are pets allowed?
Pets are not permitted, though assistance animals are allowed.

Can I customize the route?
Yes, you can work with Captain Henry to customize your stops and itinerary for a more personalized experience.

Is this tour suitable for people with mobility issues?
No, it is not suitable for those with mobility impairments or wheelchairs due to boat and site constraints.

What happens during weekends at Raccoon Island?
It can get crowded, and raccoons may hide in the mangrove forest, reducing wildlife sightings.

What is the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, offering flexibility if your plans change.

To sum it up, this private Miami boat tour delivers a well-rounded mix of celebrity sights, wildlife encounters, and relaxing fun, all wrapped in a flexible, intimate setting. It’s a fantastic choice for travelers wanting a memorable day on the water with personalized attention and the chance to see Miami from a unique perspective.