Private Sailing on the Miami Bay – Biscayne Bay: A Detailed Review

Imagine gliding through Miami’s shimmering waters aboard a sleek 40-foot Beneteau yacht, with the sun warming your face and the city skyline sparkling in the distance. This private sailing experience offers a flexible, tailor-made cruise along Biscayne Bay, perfect for those looking to escape the hustle and enjoy Miami’s scenic waterways at their own pace. With prices starting at $425 per person, you get a personalized adventure that can last anywhere from four to twelve hours—depending on your preferences—and includes stops at some of Miami’s most iconic sights.
What we love most about this trip is its customizable nature. Whether you’re after a quick sunset sail, a leisurely exploration with swimming and paddleboarding, or even an overnight voyage, you can craft a trip that suits your mood and interests. Plus, the chance to visit unique spots like Stiltsville and Elliott Key makes this tour far more engaging than typical sightseeing cruises. The fact that it’s a private tour means you’re not stuck with strangers, and the crew is dedicated to making your time memorable.
One potential consideration is the additional fee for the US Coast Guard-certified captain, which is $50. While this sounds like an extra expense, it’s essential for safety and professionalism. Also, keep in mind that some activities, like snorkeling or paddleboarding, are optional and might require a bit of planning depending on the weather and timing.
This experience suits travelers who value privacy, flexibility, and authentic views. Whether you’re celebrating a special occasion, looking for a romantic getaway, or simply want a personalized day on the water, this tour offers a unique way to see Miami from a different perspective. It’s especially ideal for those who enjoy a mix of sightseeing, leisure, and some adventure in a luxurious setting.
Key Points
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- Flexible Duration & Routes: Customize your time on the water from 4 to 12 hours, with stops tailored to your interests.
- Unique Sightings: Visit Key Biscayne, Stiltsville, Virginia Key Beach Park, Biscayne National Park, and Elliott Key—prime spots for swimming, snorkeling, or relaxing.
- Private & Intimate: The yacht accommodates up to six guests, offering exclusivity and a personal touch.
- Activities Galore: Options include swimming, paddleboarding, barbecuing, and sightseeing—your trip can include as many or as few as you like.
- Expert Crew & Safety: The boat includes US Coast Guard-approved safety equipment, and a certified captain is available for an additional fee.
- Value for Price: While $425 might seem steep, the customization, privacy, and access to exclusive spots make it well worth the investment.
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An In-Depth Look at the Biscayne Bay Sailing Experience
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Setting the Scene: What You Can Expect
Picture yourself aboard a stylish 40-foot Beneteau yacht that feels both luxurious and comfortably equipped for a day on the water. The experience begins with your choice of route and duration, giving you control over your Miami adventure. Whether you want a quick sunset cruise or a full-day exploration, the flexibility is refreshing.
The experience is designed to be highly customizable. You can opt for activities like snorkeling near Biscayne Reef, paddleboarding around Virginia Key, or even enjoying a barbecue on deck with skirt steaks—a highlight highlighted by reviewers as “mean” and a tasty departure from typical cruise fare. The crew is happy to teach paddleboarding techniques if you’re new to it, making this a relaxing and engaging way to spend your day.
Stop 1: Key Biscayne
Your voyage kicks off at the glamorous Key Biscayne, an island known for landmarks like President Nixon’s vacation home, the Bill Baggs Lighthouse, and No Name Harbor. These sights are easily admired from the water, and anchoring here allows for swimming or simply soaking up the views. Reviewers have appreciated how peaceful and scenic this spot is for a brief stop.
Stop 2: Stiltsville
Just off Key Biscayne lies Stiltsville, a collection of quirky stilt houses built over the water since the early 1900s. The story behind these structures is as fascinating as the view, reminiscent of Miami’s Prohibition era and post-WWII development. It’s a rare sight—one that adds a touch of Miami’s character and history to your cruise. This stop usually lasts around 30 minutes and is free of admission fees.
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Passing Miami’s Skyline
One of the most spectacular aspects is cruising under the Rickenbacker Bridge, which connects Virginia Key and Key Biscayne to Miami proper. From here, you’ll get a commanding view of Miami’s ever-evolving skyline, with shimmering high-rises and the vibrant city waterfront unfolding before you. This segment offers splendid photo opportunities and a sense of Miami’s modern pulse.
Stop 3: Virginia Key Beach Park
This stop is perfect for a quick break—swim, paddleboard, or just relax on deck. The Virginia Key Beach Park provides an authentic, laid-back vibe with fantastic vistas of the city. If you’re lucky, you’ll catch a barbecue session cooking skewers of skirt steak, a treat appreciated by guests who note that they “had an amazing time” and “top-tier” food.
Biscayne National Park & Elliott Key
For those with a full day (around 8-12 hours), the option to visit Biscayne National Park and Elliott Key is on the table. Here, snorkeling in the protected reef or sunbathing on the sandbar makes for a memorable, nature-filled experience. As one review states, “If we go back to Miami, we would definitely look to charter with them again,” especially for these scenic, crowd-free spots.
Elliott Key, the largest in Biscayne National Park, is a haven for boaters. Its sandbar, away from noise and crowds, is ideal for swimming, snorkeling, and unwinding. Since it’s about 18 nautical miles south, planning for an 8-hour day is wise if you want to include this destination.
Why the Experience Excels
The reviews highlight dolphin sightings and the quality of the crew, with one reviewer mentioning how the captains were “great with kids” and made the trip fun and safe. The personalized service—including help with planning, pictures, and tailored routes—sets this tour apart. The optional activities like paddleboarding and barbecuing bring an informal, fun vibe to the cruise.
Practical Details
The tour includes essentials like water, ice, and safety equipment, with amenities such as restrooms and an outdoor shower onboard. The price of $425 per person covers the yacht, drinks, and your crew. The only extra expense is the $50 fee for the US Coast Guard-certified captain, emphasizing professionalism and safety.
Booking well in advance (average booking is 43 days ahead) ensures you secure your preferred date, especially during peak seasons. The tour is private—your group alone—making it perfect for celebrations, romantic outings, or just a special day with friends.
What Sets It Apart
Unlike larger, cookie-cutter cruises, this experience places you in the director’s seat, allowing for a tailored trip. The reviews consistently mention how the crew makes the effort to cater to individual preferences—from stopping at specific spots to food choices. The luxurious yet relaxed atmosphere promises a high-end experience without feeling overly formal.
The Sum Up: Who Should Book This Tour?
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This private sailing trip is best suited for travelers seeking privacy, flexibility, and authentic Miami views. It’s perfect for celebrating a special moment, enjoying a family day, or simply escaping the noise of Miami’s busy streets for some quiet time on the water. The ability to customize the day means you can focus on the activities that matter most to you—whether that’s snorkeling, sunbathing, sightseeing, or a combination.
While the price may be on the higher side, the value is evident in the tailored experience, stunning scenery, and memorable moments. If you love the idea of a personalized, intimate cruise with optional activities and the chance to see Miami from a different angle, this tour promises a rewarding and relaxing day.
FAQ
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How long is the private sailing tour?
The duration varies from around 4 hours up to 12 hours, depending on your preferences and selected itinerary.
What is included in the price?
Your package includes the yacht, water, ice, safety equipment, restrooms, and an outdoor shower. Food options like barbecued steak are available if you choose to include them.
Is a captain included in the price?
The tour requires a US Coast Guard-certified captain, which costs an additional $50. This fee ensures safety and professional guidance.
Can I customize the route?
Yes, the experience is designed to be flexible. You can choose from various routes, stops, and activities such as snorkeling or paddleboarding.
What activities can I do during the trip?
Swimming, snorkeling, paddleboarding, relaxing on deck, and enjoying a barbecue are all options, depending on your schedule and weather.
How far in advance should I book?
Most travelers book about 43 days ahead, especially during peak season, to secure their preferred date.
Are drinks or food provided?
Water and ice are onboard, and food can be arranged, including the possibility of a barbecue on deck.
Is this experience suitable for children?
Yes, it’s family-friendly, especially since reviewers mention captains being great with kids. Just inform the crew in advance about your needs.
Embark on this private Miami sailing adventure and discover the city from a perspective few get to see—peaceful, picturesque, and perfectly tailored to your wishes.
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