Reviewed · MADEIRA WINE TASTINGS
Private Cruise with Wine Tasting in Funchal Bay
The best part of this private sunset cruise is its mix of time on the water and time at the table. You sail out from Funchal Bay with winemakers Maria João and Marco, learn a few navigation techniques, swim in the Atlantic, then return toward the marina with three Terrabona Rieslings and local snacks.
I like the personal scale, since only your group takes part. I also like the pairing of Madeira scenery with wine made by your hosts, which gives the tasting a more direct connection to the island. The main thing to consider is the weather: this is an outdoor boat trip, so poor conditions can force a date change or cancellation.
Key points to know before you book

- Three hours from Funchal Marina: The cruise starts at 4:00 pm and ends back at the same marina.
- Hosted by winemakers: Maria João and Marco combine sailing with a tasting of their Terrabona Rieslings.
- A private boat: Your group has the boat to itself, rather than sharing the experience with a large mixed crowd.
- Atlantic swimming time: You can enter the water during the cruise, so bring what you need for a wet outing.
- Sunset views from the sea: The timing is designed to catch the sun dropping toward the water horizon.
- A small food pairing: The three wines come with homemade and local snacks, not a full meal.
Setting out from Funchal Marina at 4:00 pm
You meet at Marina do Funchal, in central Funchal, and the activity finishes at this same point. The marina is near public transportation, which helps if you are staying in the city or arriving without a car.
The 4:00 pm start gives the cruise a clear rhythm. The first part is for getting out into Funchal Bay and learning the feel of the boat. Later, the light changes, swimming time fits naturally into the middle of the outing, and the return trip brings the wine tasting and sunset together.
The exact light will vary with the season. Still, the schedule is built around late afternoon and evening rather than a morning sail. That matters if you want a relaxed activity after sightseeing in Funchal, but it also means you should keep the rest of the evening fairly open.
This is a private activity, so your group is not joined by other bookings. That can make a real difference on a small boat. You can ask questions without competing with a crowd, and the pace can feel less rushed than a standard group cruise.
More wine tastings in Madeira:
- Madeira: Cabo Girao, Jeep Tour Adventure and Wine Tasting
★ 4.8 · 443 reviews - Madeira: Cabo Girão, Wine Tasting, & Serra d’Água Jeep Tour
★ 4.8 · 336 reviews - Funchal: H.M. Borges Winery Guided Tour with Wine Tasting
★ 4.7 · 334 reviews
Learning simple navigation from the captain

This is not presented as a formal sailing course. Instead, you get an introduction to navigation techniques as you travel around the bay. I like that approach because it adds something to the ride without turning a scenic outing into a classroom session.
The sailing element also gives the cruise a stronger sense of place. From the water, Funchal is viewed from a different angle, and the coastline becomes the main subject rather than a backdrop behind city streets. The route may take you west of Funchal, giving you a chance to see more of Madeira’s coast from sea level.
You should keep your expectations sensible. The supplied details do not promise advanced sailing instruction or that you will take control of the boat. Think of it as a chance to learn basic techniques from the captain while enjoying the journey.
For me, that balance is one of the activity’s strengths. You get a little practical knowledge, but the main goal remains a pleasant afternoon at sea.
Swimming in the Atlantic during the cruise

At some point, you have the chance to enter the Atlantic Ocean. This is a useful detail for deciding if the tour fits your group. If you want a cruise that includes more than sitting on deck and taking pictures, the swimming stop gives the outing a more active edge.
The information does not specify the exact swimming location, water temperature, or how long you will stay in the water. You should therefore treat swimming as an opportunity, not the whole focus of the trip. Conditions at sea can also affect how comfortable the stop feels.
Bring a swimsuit and anything you need after getting wet. The source information does not list specific equipment, changing facilities, or towels, so you should confirm those details with the provider if they matter to you.
This part may suit you if you enjoy the sea and do not mind a little practical planning. It may be less appealing if you prefer a completely dry, seated sightseeing cruise.
Watching the sun fall across Funchal Bay
The cruise is timed for sunset, and the open water gives you a broad view toward the horizon. You are not limited to one fixed viewpoint, since the scenery changes as the boat moves back toward Funchal.
Sunset is also when the tour shifts from activity to hospitality. After the navigation lesson and swimming opportunity, you can settle in with a glass of wine and watch the island recede or come back into view.
I would not book this solely for a guaranteed dramatic sunset. Cloud cover and weather can change the view, and the activity requires good conditions to run. But if the sky cooperates, the timing gives the wine tasting a much more memorable setting than a standard indoor table.
The coast itself is part of the appeal. One account of the cruise describes traveling west from Funchal and seeing the island from the water. That route detail is worth noting if you want more than a short harbor loop.
More wine tours in Madeira:
- Taste Funchal: food, wine & cultural tour
★ 5.0 · 906 reviews - Taste Funchal: food, wine and cultural tour
★ 4.8 · 680 reviews - Skywalk with Wines Tasting and Vineyards Half day 4×4 Adventure
★ 5.0 · 520 reviews - Madeira: Food and Wine Walking Tour in Funchal
★ 4.8 · 469 reviews
Tasting three Terrabona Rieslings with local snacks
The tasting includes three Riesling wines from Terrabona, the wine producer connected with your hosts. The wines are served with homemade and local snacks, creating a modest food pairing rather than a full dinner.
That distinction matters. At $42, the experience offers a boat outing, a private setting, a sunset, swimming time, and three wines with food. It is not priced or described as a complete evening meal. If you expect a substantial dinner, plan to eat separately before or after the cruise.
The tasting has a personal quality because Maria João and Marco are not only sailing hosts, but also producers of the wine. You can connect the drink in your glass with the people running the activity, which makes the tasting feel more grounded than a generic wine sample served by an unrelated operator.
Riesling is often associated with fresh, aromatic white wines, but the supplied details do not give the specific styles, vintages, sweetness levels, or tasting notes. I would not assume the three wines cover a particular range. The safe expectation is a guided sampling of three Terrabona Rieslings alongside small local bites.
The food pairing should help pace the wine and keep the tasting from feeling too formal. The snacks are homemade and local, but no menu is provided. If you have allergies or dietary needs, ask before booking rather than assuming every snack will suit you.
What the private format is worth at $42

The $42 price looks reasonable for someone who values several parts of the experience at once. You are not paying only for a glass of wine or only for a boat ride. You are paying for roughly three hours, a private boat, a captain-led sailing experience, time in the Atlantic, sunset views, and three wines with snacks.
The value depends heavily on your group size. Since this is a private activity, the price may feel especially fair when shared by a small group. The details also say you can upgrade the tour to include more passengers, though no passenger limit or upgrade price is provided. Check the final cost before booking if you want to bring additional people.
For a solo visitor or a couple, the price may be more than a basic shared harbor cruise. The tradeoff is privacy and a more personal connection with the hosts. You are also getting an activity that combines movement, scenery, and tasting instead of offering only one of those.
I like that the price is easy to judge by asking a simple question: do you want an intimate afternoon on the water, or do you only want a cheap way to see Funchal from the bay? If it is the second, a larger shared cruise may be better value. If it is the first, this format has a strong case.
Who will enjoy this Funchal sailing experience

I would recommend this outing to you if you like small-group activities, local food and drink, and a little time in the water. It is also a good fit if you prefer meeting the people behind a product rather than visiting a tasting room with no personal link to the makers.
Couples and small groups are the natural audience, especially if you enjoy sunset outings that are active but not strenuous. The private format also works well for people who want to ask questions freely or set a more relaxed pace within the limits of the boat and weather.
You should think twice if you dislike boats, are not comfortable with Atlantic swimming, or want a tightly scripted sightseeing trip with fixed stops and detailed commentary. The activity is built around sailing, scenery, wine, and conversation, not a long list of formal attractions.
Families may need to judge the outing based on their own group. The data says most people can participate, but it does not provide a child age minimum, safety equipment details, or special family arrangements. Ask the operator directly if those points are important.
Practical details that shape the day
Confirmation is sent within 48 hours of booking, subject to availability. I would avoid booking this as a last-minute fixed point in an otherwise packed itinerary until you have that confirmation.
The experience uses a mobile ticket, so keep the booking information accessible on your phone. You meet and return at Marina do Funchal, and the activity is near public transportation.
The cruise lasts about three hours. Since the start time is 4:00 pm, you should expect to finish around 7:00 pm, although the listed duration is approximate. Do not schedule a tight dinner reservation immediately afterward without allowing extra time.
Good weather is required. If conditions are poor, you will be offered another date or a full refund. You can cancel for a full refund up to 24 hours before the start time. Inside that 24-hour window, the amount paid is not refunded, and changes are not accepted.
That policy is worth taking seriously in Madeira, where an outdoor plan can be affected by conditions. If the cruise is a key part of your visit, book early enough to leave room for a replacement date.
Should you book the Terrabona sunset cruise?
I would book this tour if you want a small, personal outing that joins sailing, swimming, sunset views, and wine in one package. The hosts, Maria João and Marco, add a direct connection to the Terrabona wines, and the private boat keeps the experience focused on your own group.
I would skip it if you want a full meal, a guaranteed swim, formal sailing lessons, or a detailed list of shore attractions. Those are not promised here.
At $42, the strongest value comes from the combination of elements rather than any single feature. Bring a flexible attitude, plan for changing weather, and arrive ready for both a wet activity and a casual tasting. For the right group, this is a pleasant way to see Funchal from the Atlantic and spend the evening with the island’s scenery in front of you.
FAQ
Where does the cruise start and finish?
It starts at Marina do Funchal, 9000 Funchal, Portugal, and ends back at the same meeting point.
What time does the activity begin?
The listed start time is 4:00 pm.
How long does the cruise last?
The experience lasts approximately three hours.
Is this a private activity?
Yes. Only your group participates in the activity.
What is included in the wine tasting?
You taste three Terrabona Riesling wines paired with homemade and local snacks.
What happens if the weather is poor?
The experience requires good weather. If it is canceled because of poor conditions, you will be offered a different date or a full refund.
More Boat Trips from Madeira
- From Funchal: Ecological Catamaran Dolphin Whale Watching
★ 4.5 · 5,771 reviews - Funchal: Dolphin and Whale Watching Catamaran Cruise
★ 4.5 · 5,697 reviews - Funchal Bay: Dolphin & Whale Watch Luxury Catamaran Cruise
★ 4.2 · 2,684 reviews - Madeira Dolphin and Whale Watching on a Ecological Catamaran
★ 4.5 · 1,957 reviews
More Food and Drink Tours in Madeira
- Eastern Madeira: Full-Day Tour with Rum Tasting
★ 4.7 · 1,575 reviews - Eating Madeira! Wine & Food Tour in Funchal
★ 5.0 · 214 reviews - Skywalk, Amazing Views & Wine Tasting in Open Roof 4×4 Adventure
★ 5.0 · 199 reviews - Full-Day Madeira Wine Tasting Tour with Lunch
★ 5.0 · 173 reviews
Just added around Madeira
- Madeira: Wine Safari Jeep Tour with Local Guide★ 3.9 · 6 reviews
- Visiting local Vineyard With Wine Tasting & Lunch included★ 5.0 · 6 reviews
- West Tour Porto Moniz★ 4.6 · 26 reviews
- Funchal: Maderia Island Off Road Jeep Tour with Swim Stop★ 5.0 · 11 reviews
- Tuk Tuk Monte Toboggan – Madeira Island★ 4.1 · 4 reviews
- Tuk Tuk Funchal CR7 – Madeira Island★ 4.8 · 4 reviews
- Lakes of Madeira- Alecrim Full day walk★ 4.0 · 9 reviews
- Full Day Open Roof 4×4 Unforgettable Northwest of Madeira★ 5.0 · 22 reviews
Madeira Wine Tastings, compared.

Cabo Girão, Wine Tasting, & Serra d’Água Jeep Tour
Read our review →
H.M. Borges Winery Guided Tour with Wine Tasting
Read our review →
Skywalk, Amazing Views & Wine Tasting in Open Roof 4×4 Adventure
Read our review →
Signature Wine Tastings, Skywalk, Nature 4×4 Open Roof Expedition
Read our review →
4×4 Safari Half day Poncha, Mountains, Vineyards and Cabo Girão Small group
Read our review →Browse the lists this tour appears in



