Miami: Intimate Unique Wine Tasting Sailing Experience — A Friendly Guide

If you’re searching for a way to enjoy Miami’s gorgeous waters without the hustle and bustle of crowded boat tours, this intimate wine tasting sailing experience might just be what you’re looking for. Offered by WineVoyage, it combines the elegance of a private sail with the pleasure of sampling top-quality wines, all set against the stunning backdrop of Biscayne Bay.
What immediately catches your eye about this tour is how it’s designed to be small and personal—often called one of Miami’s best-kept secrets—which means no crowded decks or rushed schedules. Second, the blending of sailing with wine tasting creates a unique, laid-back atmosphere that feels more like a special outing with friends than a typical commercial cruise.
However, as with anything, a couple of things might be worth considering. This experience is not suitable for children or those with mobility or health issues, given the nature of being on a sailboat without ramps or swimming opportunities. And with a price tag of $300 per group, it’s a premium experience, but one that offers enough exclusivity and quality to match that cost.
This tour is best suited for couples, friends, or anyone who appreciates a peaceful, upscale way to enjoy Miami’s waters—especially if you love wine and want a refined, memorable outing without the crowds.
You can check availability for your dates here:Key Points

- Small, intimate group setting guarantees a personal experience on the water.
- Expert-guided wine tasting offers curated international wines paired with gourmet bites.
- Sailing on a luxury 40 Jeanneau Sun Odyssey combines elegance with a relaxed atmosphere.
- Golden hour and moonlit photos provide memorable scenic moments.
- No swimming or pets allowed, making it more tailored for adults seeking relaxation.
- Price reflects the high-quality experience and personalized service.
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What Makes This Experience Stand Out?

Miami is famous for its vibrant nightlife and busy beaches, but this tour offers something quieter and more refined. We love that it’s an escape to tranquility—a chance to disconnect from the hectic city scene and reconnect with nature and good company. The fact that you’re on a luxury sailboat powered only by the wind adds a romantic, almost meditative quality to the outing.
The guided wine tasting is thoughtfully curated, featuring four international wines that showcase quality and variety. Whether you’re a seasoned wine enthusiast or just enjoy a good glass now and then, you’ll appreciate the chance to learn some tasting techniques and hear the stories behind each bottle. The pairing with gourmet cheese and charcuterie elevates the experience, making each sip even more enjoyable.
The views alone are worth the price—gliding beneath the Miami skyline, with Key Biscayne in the distance and shimmering Biscayne Bay all around, is a visual treat. During golden hour, the lighting makes everything look especially breathtaking, perfect for photos or just soaking in the scenery.
The Actual Voyage: What to Expect

Your adventure begins at Pier 6, where a member of the WineVoyage team will meet you and escort you to the boat. The vessel, a 40 Jeanneau Sun Odyssey, is a sleek, open-air sailboat that feels both luxurious and inviting. You’ll set off with a crew led by a licensed captain who knows Biscayne Bay inside out.
The sail lasts approximately three hours—a length that feels just right to enjoy the scenery and wine without feeling rushed. As you leave the docks, the gentle sound of the wind and ocean will start to soothe any city stress away.
Once underway, you’ll find a shaded bimini top for protection from the sun and a spacious sundeck for lounging and taking in views. The boat’s open design allows for panoramic vistas—perfect for snapping photos or simply gazing out at the skyline and water.
Throughout the voyage, a passionate wine connoisseur guides you through a curated flight of four wines. These are selected for quality and variety, representing different parts of the world. The tasting includes learning techniques to appreciate wine better, such as proper sipping and swirling, which can make the experience more engaging for novices and seasoned drinkers alike.
Accompanying the wines are gourmet cheese and charcuterie, thoughtfully paired to enhance the flavors and create a true tasting experience. The small group setting ensures plenty of opportunities to chat, ask questions, and connect with fellow guests.
As the sun begins to set, many guests enjoy golden hour photography, capturing the stunning views bathed in warm light. If you’re lucky, you might even experience a moonlit sail before returning to the dock—a quiet, magical end to your Miami water adventure.
The Ups and Downs

One of the biggest pluses of this tour is the knowledgeable guides and crew. From the captain to the wine expert, everyone is friendly, attentive, and eager to share their expertise. This makes the entire experience feel both luxurious and personable, steering clear of the overly commercial.
The views are another major highlight. We loved the way the Miami skyline looks when framed by the sails and water—especially during sunset. It’s an experience that really slow downs time, perfect for a romantic date or a peaceful afternoon with friends.
On the other hand, the price point of $300 for a small group might be a bit steep for some, especially when you consider it’s limited to one group at a time. It’s an upscale experience, so it’s best suited for those looking for something special rather than a casual outing.
A notable limitation is that swimming isn’t allowed, and the tour isn’t suitable for those with mobility issues, pregnant women, or anyone with certain health conditions. This is typical for sailboat excursions, but it’s worth keeping in mind if you’re looking for a more active water adventure.
More Great Tours NearbyIs It Worth It?
Generally, yes. If you enjoy wine, beautiful scenery, and a quiet, refined setting, this sail is a delightful way to spend an afternoon or evening. The combination of sailing and guided tasting makes it stand out from typical boat tours or wine tastings on land.
The value comes from the personalized service, the quality of the wines, and the stunning environment—you’re paying for an experience that combines relaxation, education, and beautiful visuals. It’s especially suited for couples celebrating a special occasion, groups of friends, or anyone wanting a romantic and sophisticated escape in Miami.
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Who Should Consider This Tour?

While this experience offers a lot, it’s best for adults who appreciate wine and tranquility. It’s not designed for children, people with mobility issues, or those seeking a more active water adventure. If you’re after a casual, energetic water outing, other options might suit better.
Travelers who love scenic moments and are open to a slower pace will find this especially rewarding. If you’re a couple or a small group looking to celebrate a special occasion, this private or small-group sail could be the highlight of your Miami trip.
FAQs

Is this tour suitable for children?
No, the experience is designed for adults. It’s not suitable for kids, and swimming isn’t allowed during the sail.
Can I bring pets?
Pets aren’t allowed on the boat, though assistance dogs are an exception.
How long is the tour?
The voyage lasts approximately 3 hours, usually scheduled in the evening.
What is included in the price?
The price covers a luxury sailboat, a skilled captain and crew, a guided wine tasting with four international wines, and gourmet cheese and charcuterie. Water and safety equipment are also provided.
Is the experience private?
Yes, private or small groups are available, making for a more personal experience.
What languages are available for the guide?
The tour is conducted in English and Spanish.
Miami: Intimate Unique Wine Tasting Sailing Experience
Final Thoughts

This Miami wine tasting sailing experience offers a refined, tranquil way to enjoy Biscayne Bay’s stunning scenery. It’s perfect for those who want a peaceful escape, a touch of elegance, and a chance to savor good wine in a beautiful setting. While it’s on the pricier side, the small-group intimacy and high-quality offerings make it a worthwhile treat for lovers of water, wine, and scenic views.
If you’re after a memorable, relaxing experience that combines the pleasures of sailing with gourmet tasting, this tour is likely to meet—and maybe even exceed—your expectations. Just keep in mind the age and mobility restrictions, and be ready to unwind and enjoy the slow, beautiful rhythm of Miami’s waters.
Happy sailing and sipping!
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