Miami: Intimate Unique Wine Tasting Sailing Experience

Imagine gliding across Biscayne Bay on a luxury sailboat, wind in your hair, a glass of fine wine in hand, and the Miami skyline shimmering in the distance. That’s the kind of memorable escape this 3-hour sailing and wine tasting tour promises. Offered by WineVoyage, this experience combines the elegance of sailing with the pleasure of tasting premium wines from around the world—all in an intimate setting designed to make you feel special.
What we really appreciate about this tour is its focus on small-group intimacy, which fosters a relaxed, social atmosphere. Plus, the setting—under the open sky with panoramic views—is a true highlight. On the flip side, it’s worth noting that those with mobility issues, pregnant women, or anyone prone to motion sickness might find this experience less suitable. Still, if you’re seeking a romantic, laid-back, and wine-filled adventure, this tour is a great choice for couples, small groups of friends, or anyone craving a peaceful break from Miami’s busy scene.
You can check availability for your dates here:Key Points
- Intimate, small-group sailing ensures personalized attention and a relaxed vibe.
- Stunning Biscayne Bay views including Miami skyline, Key Biscayne, and open ocean.
- Curated wine tasting featuring four international wines expertly paired with gourmet cheese and charcuterie.
- Beautiful sunset and moonlit opportunities for memorable photos.
- Wind-powered sailing offers an eco-friendly, engine-free experience.
- Suitable for those wanting a tranquil, sensory-rich escape at sea, but not for travelers with certain mobility or health considerations.
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An Honest Look at the Experience

The heart of this tour is the chance to combine sailing with wine tasting, creating a unique harmony of relaxation and sensory enjoyment. You’ll meet at Pier 6, with WineVoyage staff ready to escort you to the boat, a sleek 40 Jeanneau Sun Odyssey vessel. Setting sail, you’ll notice immediately how different this is from a typical boat tour—no noisy engines, just the whisper of wind, ocean spray, and the gentle rocking of the boat.
What the Sailing Feels Like
We loved the romantic, wind-driven sailing that makes this experience stand out. The boat’s open design allows for unobstructed views of Miami’s skyline, the distant keys, and the vibrant waters of Biscayne Bay. The spacious sundeck invites you to lounge, soak in the sunlight, and snap photos, especially during the golden hour when the sunset turns the cityscape into a glowing tableau. The shaded bimini provides comfort, shielding you from UV rays, so you can relax without worry.
The intimate group size enhances the experience, making it feel like a private gathering rather than a large cruise. The crew and wine connoisseur are attentive and friendly, sharing insights into the wines and the local scenery, making the event both educational and engaging.
The Wine Tasting and Gourmet Bites
Guided by a knowledgeable wine expert, you’ll taste four carefully selected international wines. Each is chosen for its quality and character, offering a nice variety for novices and connoisseurs alike. The wines are paired with a gourmet cheese and charcuterie board, which complements the flavors perfectly. Guests have noted that the pairing elevates the tasting, making each sip more memorable.
The wine stories and tasting techniques shared during the voyage add educational value. Many guests comment on how the guide’s expertise made the experience more enriching, especially if you’re interested in expanding your wine knowledge.
More Great Tours NearbyTiming and Flexibility
Most tours are scheduled for the evening, aligning with golden hour lighting that creates ideal photo opportunities. The tour lasts exactly three hours, a comfortable length that allows enough time to unwind without feeling rushed. Booking is flexible, with options to reserve now and pay later, and cancellations are accepted up to 24 hours in advance, providing peace of mind for planning.
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Who Should Consider This Experience?
This tour is best suited for adults over 21, those who enjoy wine and scenic water views, and anyone seeking a peaceful, romantic outing or a social gathering. It’s not designed for children, travelers with mobility impairments, or anyone with motion sickness. The experience’s focus on relaxation and connections makes it ideal for couples, small groups, or solo travelers looking to meet like-minded people.
The Value of the Experience
At $300 per group, this experience offers excellent value for a private, three-hour luxury adventure. You’re paying not just for the wine and bites but for the chance to slow down and enjoy Miami from a different perspective. The small-group setting and guided insight mean you’re not just on a boat—you’re part of a curated, memorable escape.
The Itinerary Breakdown

While the tour doesn’t follow a rigid schedule, the flow naturally revolves around sailing, tasting, and soaking up the scenery. After meeting at Pier 6, you’ll be introduced to the crew and boarded onto the Jeanneau Sun Odyssey. As you set sail, the guide will share stories about the wines, the boat, and the sights around Biscayne Bay.
The boat will cruise in the open water, typically during sunset, making the golden hour a highlight. You can choose to relax on the sun deck, chat with fellow guests, or sit under the shaded bimini while sipping wine. Depending on the wind conditions, the boat may glide smoothly or pick up a lively breeze—either way, the focus remains on unwinding and enjoying each moment.
The wine tasting occurs mid-journey, with the four international wines introduced and explained by the guide. The pairing of the cheeses and charcuterie elevates the tasting and creates a balanced, gourmet experience.
Toward the end of the trip, you’ll enjoy the peaceful moonlit views, perfect for photos or quiet reflection. The boat then returns to Pier 6, completing your leisurely escape.
Authentic Feedback and Guest Experience

Guests consistently praise the knowledgeable guides and the stunning vistas. One reviewer mentions, “The views of Miami’s skyline from the water are simply gorgeous, and the wine was surprisingly good.” Others appreciate the personalized atmosphere, describing it as “a private, romantic outing” that’s perfect for special occasions.
Some note that the small group size makes interactions more meaningful and relaxed, while a few mention that the timing during sunset adds a layer of magic to the experience. A common theme is the overall restorative nature of the trip—an antidote to busy city life.
Practical Details

- Meeting Point: Pier 6, with staff ready to escort you to the boat.
- Duration: 3 hours, generally in the evening.
- Price: $300 per group, suitable for one or two people, or a small group.
- Included: Sailing with a licensed captain, guided wine tasting, four wines, gourmet bites, shaded seating, spacious sundeck, and safety equipment.
- Restrictions: Not suitable for pets (except assistance dogs), swimming, pregnant women, people with mobility issues, or those with certain health conditions.
- Languages: Tours offered in English and Spanish.
- Cancellation: Full refund if canceled 24 hours before.
Who Is This Tour Perfect For?

This experience is ideal for travelers seeking a romantic, serene outing with a focus on luxury and scenery. It’s also great for wine lovers wanting to explore new flavors in a memorable setting. Small groups encourage conversation and connection, making it perfect for couples, friends, or solo travelers looking to meet others. If you’re after a peaceful, scenic escape that combines nature, luxury, and a touch of education, this tour delivers.
However, it’s not suited for those with mobility challenges, vertigo, or motion sickness, or anyone under 21. If you prefer a more active or large-group experience, you might consider other Miami water tours.
Final Thoughts

The Miami Intimate Wine Tasting Sailing Experience offers a wonderfully balanced blend of elegance, relaxation, and authentic fun. Its small-group format and attentive guides create an atmosphere where you can truly unwind and savor every moment. Whether you’re celebrating a special occasion or simply craving a peaceful escape, this tour is a smart choice—delivering value, stunning scenery, and a touch of luxury all in one package.
If you enjoy the idea of floating on Biscayne Bay, wine in hand, with Miami’s dazzling skyline as your backdrop, this tour is sure to leave you with lasting memories. Just remember to bring your camera, your love of good wine, and a desire to slow down for a few hours.
FAQ
How long is the tour?
The experience lasts exactly 3 hours, most often scheduled during the evening to catch the sunset.
What is included in the price?
You’ll get a sailing trip aboard a luxurious boat, guided wine tasting with four international wines, gourmet cheese and charcuterie, shaded seating, and safety equipment.
Can I book for just one person?
The price listed is for a group up to 1, which means you can book solo or with a partner. The per-group cost makes it a good value regardless of group size, as long as it’s within the group limit.
Is this experience suitable for children?
No, this tour is designed for adults over 21. It’s not suitable for children or people with mobility issues.
What should I wear?
Casual, comfortable clothing suitable for the weather. Bring layers if you expect the evening to cool down, and don’t forget sun protection like hats and sunscreen.
Are pets allowed?
Only assistance dogs are permitted onboard.
Can I swim during the tour?
No, swimming is not permitted during the sailing experience.
What languages are available?
Tours are offered in English and Spanish, making it accessible for a wide range of travelers.
In a nutshell, this tour offers a refined yet relaxed way to enjoy Miami’s stunning water views, sip high-quality wines, and connect with a small group of fellow travelers. It’s a wonderful choice for those who value intimate, scenic experiences and are ready to unwind at sea.
You can check availability for your dates here:More Boat Tours & Cruises in Miami
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