REVIEW · CRUISES & BOAT TOURS
Private Cruise with Wine Tasting in Funchal Bay
Book on Viator →Operated by Wine Experiences, by Terrabona Nature & Vineyards · Bookable on Viator
Wine tastes better when the sea sets the clock. This private cruise in Funchal Bay mixes sunset sailing with a hands-on feel, plus a seated tasting of Terra Bona Rieslings. You start at Marina do Funchal at 4:00 pm and head out onto the Atlantic as the day turns gold.
I especially love the chance to learn navigation techniques from the captain while you’re actually moving. And I like that the wine part isn’t just poured and forgotten: you sample three Rieslings and they’re paired with homemade and local snacks that feel made for this setting.
One thing to consider is the timing: it runs around sunset and it needs good weather. If conditions aren’t right, it may be rescheduled, so plan other Madeira days with some slack.
In This Review
- Key things that make this cruise worth your time
- Private Sailing Meets Madeira Wine at 4:00 pm
- Marina do Funchal Start: What to Expect Before You Cast Off
- Sunset Cruise in Funchal Bay: Navigation Lessons from the Captain
- Swim Time Off the Atlantic and the Sunset Moment
- Terra Bona Rieslings with Homemade and Local Snacks
- West-of-Madeira Coast Views That Add Real Variety
- Price and Value: Is $42 a Good Deal for a Private Boat?
- Who Should Book This Madeira Wine Cruise (and Who Might Skip)
- Should You Book This Private Wine Tasting Cruise in Funchal Bay?
- FAQ
- Where does the private cruise start?
- What time does the tour begin?
- How long is the experience?
- Is it really private, or will I share with strangers?
- What’s included in the wine tasting?
- Is there time to swim in the Atlantic?
- Who hosts the experience?
- Do I need to bring a paper ticket?
- What happens if weather is poor?
- What is the cancellation window for a full refund?
Key things that make this cruise worth your time

- Private boat in Funchal Bay at sunset with a more personal pace than group cruises
- Captain-led navigation techniques while you’re underway
- Atlantic swim time when conditions allow
- Three Terra Bona Rieslings paired with homemade and local snacks
- Hosts Maria João and Marco bring both wine knowledge and sea experience
Private Sailing Meets Madeira Wine at 4:00 pm

Madeira does “sunset” so well that you almost forget you’re on vacation with a schedule. This 3-hour private cruise gives you that golden hour feeling, but with two extras that matter: you get to learn from the captain and you finish with a proper wine tasting from Terra Bona.
The experience is led by Maria João and Marco from Terrabona Nature & Vineyards. They’re described as producers and sailing/sea lovers, and it shows in how the cruise blends “on the water” time with “at the table” tasting time. That pairing is the secret sauce here: you’re not just drinking wine with views, you’re learning why the wines taste the way they do, then eating small bites that match the moment.
Also, private means you can keep things relaxed. No herd vibes, no waiting for slow walkers. It’s just your group, your pace, and the boat crew guiding the whole arc from leaving the marina to coming back after the tasting.
You can also read our reviews of more food & drink experiences in Madeira
Marina do Funchal Start: What to Expect Before You Cast Off

You meet at Marina do Funchal, 9000 Funchal, and the activity ends back at the same spot. The port location is close to public transportation, which helps if you’re not bringing a car. With a 4:00 pm start, you can pair this with an earlier Madeira plan without cramming your whole day into one long block.
Since it’s a private tour, you’ll want to arrive a little early so you can get settled before departure. The experience provider gives you a mobile ticket, so you can keep it simple on your phone. After that, it’s pretty straightforward: the crew gets you on board and starts the sailing portion.
What I like about starting in Funchal is that you don’t have to “get somewhere remote” to feel the sea. You’re right where Madeira’s coast is most dramatic. In practice, it means you spend more time enjoying the bay and less time on travel logistics.
Sunset Cruise in Funchal Bay: Navigation Lessons from the Captain
Once you leave Marina do Funchal, the focus shifts from “where are we?” to “how does this work?” You’ll be out onto the Atlantic Ocean around sunset, and the captain shares navigation techniques as you go.
This is one of those small-but-valuable inclusions that turns a nice ride into a memorable one. You’re not just watching the coastline slide by. You’re learning how captains think about route and movement. Even if you never plan to sail, it makes the trip feel more active and less like a scenic bus ride with drinks.
You’ll also have time to appreciate the way the light changes as you sail. As the sun lowers, the views become more contrasty and dramatic, especially around the bay and coast. And because it’s private, the crew can keep the pace comfortable for your group rather than rushing to hit a checklist.
Swim Time Off the Atlantic and the Sunset Moment

This is not just a sit-and-sip cruise. There’s time to get into the Atlantic while you’re out at sea. That’s a big deal for two reasons: you feel the temperature and motion directly, and it makes the sunset moment sharper in your memory.
Back on the water, you’ll see the sun go down below the horizon. That line matters because it’s a “real” horizon view, the kind that looks different than what you get from land. If you’ve spent time in cities where the horizon is blocked by buildings, you’ll notice the difference right away.
One practical consideration: swimming time usually depends on conditions. The experience info says it requires good weather. So if you’re the type who hates surprises, aim to treat this as a flexible part of the evening. Bring a swimsuit, but keep a light layer handy in case the air cools down as the sun drops.
Terra Bona Rieslings with Homemade and Local Snacks
After the sailing portion, you shift into the wine part: a tasting of three Terra Bona Riesling wines. You’ll taste them on board, and they come with homemade and local snacks.
This setup is a smart value move. Three wines is enough variety to notice differences—dryness, aromatics, and how each one pairs with food—without turning the tasting into a marathon. Plus, the pairing with homemade and local snacks keeps it from feeling generic. You’re eating in the place the drinks are coming from, with the sea still in the background.
Terra Bona is the name you’ll remember here. Since the hosts Maria João and Marco are connected to the producer side, the tasting feels more like a guided conversation than a standard pour-and-point routine. You’ll get that producer perspective, which usually makes people pay closer attention to what’s in the glass.
If you love white wine and especially Riesling, this tour is very aligned with your tastes. If you mainly drink reds or want a big mix of styles, you should know this cruise centers on Riesling specifically.
You can also read our reviews of more boat tours in Madeira
West-of-Madeira Coast Views That Add Real Variety
One of the best reasons to do this cruise is that it’s not limited to the immediate marina area. During the experience, you head out to the west of Madeira, which changes what you see and how the coast looks.
That westward movement matters. Different angles mean different coast lines, different shapes of water, and different light on the cliffs and shore. Even on a short 3-hour outing, a change in direction can make the scenery feel richer rather than repetitive.
I also like that you’re watching the coast from the Atlantic rather than from a promenade. From a boat, you get a more honest sense of how the island meets the sea—how steep drops can look, how coves sit, and how the coastline curves with the water.
Price and Value: Is $42 a Good Deal for a Private Boat?
At $42 for an experience lasting about 3 hours, the value comes from what you get bundled together: private sailing time plus the wine tasting plus snacks. You’re not paying separately for transport, and you’re not just buying a view—you’re buying instruction, time on the water, and an included tasting.
Private is the key word for value here. A group cruise can be cheaper, but you’re often paying in comfort and pace: you wait, you shuffle, you fit into someone else’s timing. With a private boat, your group has the space to slow down and enjoy the sunset without feeling like you’re competing for attention.
There’s also an upgrade option if you want more passengers. That’s useful if you’re planning a small celebration or you have a mixed group that doesn’t want to split up. It can turn the cost into something more reasonable per person when you have extra seats worth filling.
If I were trying to decide purely on value: this works best when you want a guided, included tasting and you’re willing to spend time outdoors around sunset—because that’s where the “worth it” feeling lives.
Who Should Book This Madeira Wine Cruise (and Who Might Skip)

This cruise is ideal for couples, friends, and small groups who want a romantic, relaxed evening without turning it into a complicated itinerary. The included captain navigation techniques make it fun if you like learning as you go. And the hosts—Maria João and Marco—add a personal touch because they’re tied to the wines and the sailing side.
You’ll also like it if:
- you enjoy white wine and Riesling in particular
- you want a private setting instead of a crowded boat
- you’re comfortable with a short swim time if conditions allow
You might want to skip or compare alternatives if:
- you don’t like wine tastings (this is a core part of the experience)
- you’re very weather-sensitive and hate the idea of rescheduling
- you prefer long land-based stops instead of a 3-hour water-focused plan
In terms of overall vibe, it’s practical and straightforward: sailing first, swimming when possible, then tasting with snacks. No fuss, just a well-timed evening by the sea.
Should You Book This Private Wine Tasting Cruise in Funchal Bay?
I’d book it if you want Madeira to feel both personal and scenic in a short window. The standout reasons are the welcoming hosts (Maria João and Marco), the balance of three Terra Bona Rieslings with homemade and local snacks, and the mix of sailing with a small learning moment from the captain.
It also makes sense if you’re looking for a high-value sunset plan that doesn’t require reservations at fancy restaurants or a full day of logistics. You get the Atlantic atmosphere, a real horizon sunset, and a tasting that feels thoughtfully paired rather than thrown together.
If you’re set on a very specific wine style beyond Riesling, or if you can’t be flexible about weather, you’ll want to double-check your comfort level with that. Otherwise, this is the kind of tour that turns a normal afternoon into a story you’ll tell later.
FAQ
Where does the private cruise start?
The meeting point is Marina do Funchal, 9000 Funchal, Portugal.
What time does the tour begin?
The start time is 4:00 pm.
How long is the experience?
It’s listed as approximately 3 hours.
Is it really private, or will I share with strangers?
It’s a private tour/activity, so only your group participates.
What’s included in the wine tasting?
You’ll sample three Riesling wines from Terra Bona, paired with homemade and local snacks.
Is there time to swim in the Atlantic?
Yes. The experience includes time to get into the waters of the Atlantic Ocean.
Who hosts the experience?
The hosts are Maria João and Marco, producers of Terrabona wines.
Do I need to bring a paper ticket?
No. The tour uses a mobile ticket.
What happens if weather is poor?
The experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
What is the cancellation window for a full refund?
Free cancellation is available. You can cancel up to 24 hours in advance for a full refund.






























