When an event is listed as sold out, it is in fact sold out. There are no more tickets available on an event that is listed as sold out. Be sure to take a look at our calendar page to see if there’s another event that you can join us for.

Waitlists are now available for sold out events. If the event you are wanting to attend is listed as sold out just add your email to the waitlist on the event’s ticketing page. If tickets become available an email will automatically be sent to those on the waitlist for that event. Tickets are always available on a first-come-first-served basis.

Wine Sails: Please arrive no later than twenty minutes before your scheduled departure time to be in line for our walk to the boat. Traffic into Portland can be quite heavy so be sure to allow extra time. Old Port vehicle and pedestrian traffic is a major challenge. We suggest you avoid driving on Commercial Street ... is usually at a crawl.

Wine & Food Walks/Spirit Walks: Please arrive inside our starting location no later than 5-10 minutes before our start time to be seated for our scheduled start time. The meeting place will be announced by email the 3 days prior to your scheduled walk. Sometimes these emails land in your SPAM files, so be sure to check there if you don’t see it a few days before your scheduled event.

Wine Sails: We depart from the Maine State Pier located at 56 Commercial Street, Portland, Maine 04101 (where Commercial Street meets Franklin Street). Be sure your GPS does not send you to West Commercial Street. The signage from the road is not so great. Casco Bay Lines is right there, as well. Keep walking past Gate 5 of the Ferry Terminal and onto the pier. You'll see two sheds for two sailing companies. Wait by the Maine Sailing Adventures/Frances shed; no check-in is required. We’ll check everyone in once we begin the boarding process.

Wine & Food Walks/Spirit Walks: The meeting place will be announced by email the Wednesday before your event. If you have not received it take a peek in your spam folder to see if it landed there. Please arrive 5-10 minutes before our start time to be seated and comfortable for our on-time start.

Where do I park?

It is imperative to allow extra time for travel to and parking in Portland, Maine. On-street parking is difficult to find in Portland and is limited to 2 hours maximum. There are many parking garages and lots in Portland. View the downtown map to see which one is convenient for you.

For the Wine Sails, we usually have good luck finding a spot in the garage on the corner of Fore and Pearl streets. The Casco Bay Ferry Terminal Parking Garage at the Maine State Pier is usually full of seasonal island residents’ cars. We suggest you avoid driving on Commercial Street in the Spring and Summer months ... is usually at a crawl.

Wine Sails: Chances are that it will be much warmer on land for the beginning of our wine sail and get cooler as the evening progresses and the temps drop as the sun sets out on the bay. So please bring a warm sweater, jacket, or something to wrap up in with you. The Captain also asks that non-marking flat shoes or sneakers. Please do not wear high-heel shoes for safety reasons and for maintaining the beauty of the boat deck.

Wine & Food Walks/Spirit Walks: Please wear comfortable walking shoes and dress for the weather.

All orders will say pending until after the event/order takes place and after we manually mark it as fulfilled. This last step is not something we usually do given other demands on our time.

All passengers must be 21+ years of age with a valid ID. No refunds or compensations exist for anyone buying tickets who cannot produce a valid ID.

Please bring your own water bottle. What’s included for food is described on the event page where you bought your tickets. Due to the nature of our events, we cannot accommodate any food allergies, omissions, or substitutions. Feel free to bring your snacks if you have any food hesitations; you are more than welcome to do that. Other alcoholic beverages are not permitted to be brought on board.

They are welcome to get a ticket and enjoy the other parts of the event. We do not have a reduced ticket price in this case since our costs to put on the event do not change if one or a few people are not having wine.

Yes, we highly recommend buying your tickets in one transaction. When people are left to their own schedule to get their own tickets, events usually sell out before everyone has purchased their tickets. The number of tickets available is our maximum capacity. Once he event is sold out, we are not able to open more tickets. Please see our “waitlist” faq response for more information.

We do not send tickets in the mail. So many people forget them and it causes issues with a necessary on-time departure. Your email receipt is your “ticket”. Embedded in your email confirmation email is a link that is Required reading for all passengers and provides you and your guests everything you need to know. It is required reading for all passengers. Please forward it to everyone in your party so they can a) be prepared and b) be on time for our boarding which is 20 minutes before your scheduled departure time. Sometimes these emails land in your SPAM files, so be sure to check if you don’t see it as soon as you buy your tickets.

Due to our size, cancellations and rescheduling requests affect us significantly. It’s not always possible for us to see your correspondence on the days we have events. Therefore, we cannot accommodate a cancellation or reschedule request without 24 hours’ notice. Contact us by replying to your ticket confirmation email so we have all the necessary information.

Wine Wise must be able to resell your tickets before any cancellations or refunds will be honored—this is the first step. There are no refunds or rescheduling for no-shows or tickets we cannot resell. The sooner we are aware, the better the chances. 

• Cancellation policy: If your tickets sell, there is a $30 fee per ticket. To avoid the cancellation fee, you can resell your ticket(s) to a friend! Please provide us with the new ticket holder's name and email address so we can send them the event notifications, location details, and any day-of weather-related notifications.

• Reschedule policy: If your tickets sell, there is a $15 fee per ticket to reschedule. When reaching us, please include the event you would like to be rescheduled to. Please note that if an event displays only one ticket available or is sold out, that is accurate.

Wine Sails: We will not sail in heavy rain, heavy fog, or high winds. With a light rain we will put a beautiful awning up to keep everyone dry. If there is a chance of heavy rain, we will email everyone in the morning to touch base. If by chance the sail is cancelled due to inclement weather we will reschedule you on another sail, issue you a refund, or a credit, whichever you prefer. The Captain will keep an eye on any weather issues and try to make the call roughly an hour before departure time or sooner if it appears that rain or fog is imminent. Sometimes the weather is so iffy that we need to make the call at the last minute. That is the nature of sailing.

Wine & Food Walks/Spirit Walks: Walks are held rain, snow, or shine. If rain or snow is in the forecast please bring an umbrella along with you.

Wine Sails: Up to 42 people. There is a seat for everyone.

Wine & Food Walks/Spirit Walks: We accommodate up to 22 attendees.

While we love dogs and kids, our events are the limited to humans 21 years of age and older.

Here’s a hack to see how many tickets are available for any event: Go to the event page where you would purchase tickets, enter ticket quantity 50, and then add to the cart. A pop-up will display how many tickets are available. If fewer than 42 tickets (38 for Wine & Oyster Sails) are available, some tickets have already sold, so that particular wine sail is no longer available for a private buyout.

See our full schedule of highly-rated Wine Sails, June - October 2025.

A private event is a buyout. The cost is the number of attendees allowed x the ticket price: Wine Sails = 42 people × $150, Wine & Oyster Sails = 38 people x $175, and Chef Series Wine & Food Sails = 42 people × $185.

For smaller groups, purchasing just the number of tickets you need for our highly-rated public events often makes more sense. Purchase all tickets in one transaction to ensure everyone in your group has a ticket before the event sells out.

Visit our Private Events page to learn more.

You should book as soon as you know you’d like to book! Our schedule fills quickly. The more advance notice, the more likely you will have your preferred day and time.

Yes, if all tickets are available, you may purchase them all to have the Wine Sail as private. It also may be possible for us to add a 12-2 pm Private Wine Sail for you if we are not already booked.

Here’s a hack to see how many tickets are available for any event: Go to the event page where you would purchase tickets, enter ticket quantity 50, and then add to the cart. A pop-up will display how many tickets are available. If fewer than 42 tickets (38 for Wine & Oyster Sails) are available, some tickets have already sold, so that particular wine sail is no longer available for a private buyout.

See our full schedule of highly-rated Wine Sails, June - October 2025.

We sure do. We can travel to you as long as we are not scheduled for an event in Portland. We frequently do wine appreciation events in private homes, restaurants, and businesses throughout Maine and New England. We have even traveled as far as Las Vegas, New Jersey, San Diego, and Vermont for our customers.

Two options: Purchase all tickets to an existing Wine Sail or contact us directly to arrange your private wine sail on a different day and time.

Visit our calendar to check availability and review all FAQ’s.

A Private Wine Sail is a full buyout of 42 seats (38 for Wine & Oyster Sails).

It is much more economical to purchase just the number of tickets you need for our Friday - Sunday Wine Sails. Purchase all tickets in one transaction—to ensure everyone has a ticket before it sells out.

We deliver to Cape Elizabeth, Cumberland Foreside, Falmouth, Ocean Park, Old Orchard Beach, Portland, Saco, Scarborough, South Portland, Westbrook, and Yarmouth. We have a larger delivery area for wine club member deliveries.

Cancellation/Reschedule Policy
Due to our size, cancellations and rescheduling requests affect us significantly. It’s not always possible for us to see your correspondence on the days we have events. We are not able to accommodate cancellation or reschedule requests 24 hours before the start of the event.

This cancellation policy is for Wine & Food Walks: once you have purchased your tickets, our policy requires that to refund or reschedule, Wine Wise must first be able to resell your tickets, which includes a cancellation or rescheduling fee per ticket. You are always welcome to send a friend or family member in your place or sell your tickets yourself; provide us with the new ticket holder's name and email address so we can send them the event notifications, location details, and any day-of weather-related notifications. There are no refunds or rescheduling for no-shows or tickets we cannot resell.

• Cancellation Requests: If you can contact us before 24 hours of your scheduled event, and we can resell your tickets, we can refund your ticket price minus a $15 credit card transaction and cancellation fee per ticket. Please include your order number when reaching out to make a cancellation request.

• Reschedule Requests: If you can contact us before 24 hours of your scheduled event, and we can resell your tickets, we can reschedule you to a different date with availability for a $10 rescheduling fee per ticket. When you reach out to make a rescheduled request, please include your order number and the event you would like to be rescheduled to. If an event shows only one ticket available or as sold out, that is accurate.

We do not send tickets by mail. So many people forget them and it causes issues with a necessary on-time departure. Your email receipt is your “ticket”. You do not need to bring it. We will have your reservation on file, and you’ll check in with us upon arrival.

Small-Group Trips: Most of our small-group trips include 8-12 people. Some may include less, depending on the region. Please refer to the description of each trip to determine the trip’s attendance capacity.

The following cities and towns in Southern Maine: Cape Elizabeth, Cumberland, Cumberland Center, Cumberland Foreside, Falmouth, Ocean Park, Old Orchard, Portland, Saco, Scarborough, South Portland, Westbrook, and Yarmouth.

The major differences are that each month, we select the wines for the Explorer Club and include our tasting notes and food pairing suggestions. While there is no customization of the monthly wines that we pick, you can add one or more wines to your delivery whenever you'd like. Such as any Explorer Club wines you would like to have more, sets from our wine delivery page, and anything we have curated specifically for our customers, including wines from our Elevated, Premium, and Super Premium collections.

The Cuvée Club is all about customization, with monthly access to our wine cellar without tasting notes and food pairing suggestions.

Explorer Level = Sommelier-curated wines that will introduce you to different grape varieties, styles, and regions from around the world. These wines deliver incredible value and do not need to be further aged to taste their best.

Elevated Level = Sommelier-curated wines with incredible merit, complexity, long finish, balance, and distinction. We have tasted many fine wines recently and have chosen only those that we think are remarkable. In many cases, we have purchased the whole lot. Some we are cellaring to be released in years to come, and some are so rare and so highly sought after with wide-ranging prices and cellar release dates.

We'll reach out to you each month to have a conversation to determine your needs, wine preferences, and budget for the month's wine order of 6 or more bottles. We'll keep your card on file to process your custom order each month. The number of bottles (minimum of 6) and styles of wines can change from month to month.

We are not permitted to ship wine.

If you are in one of our Explorer clubs and want to switch to a different explorer level club (e.g., Explorer 3 Reds to Explorer 6 Reds), simply log into your account, cancel your subscription, and subscribe to the new club type.

If you are an Explorer Club and want to switch to Cuvée 6+, reach out to us, and we will help facilitate that.

If you are a Cuvée 6+ Club member and want to switch to the Explorer Club, reach out to us, and we will help facilitate that.

Exactly on the same day of the month that you originally subscribed. So if you subscribe on the second day of the month, it will be the second day of each month that the payment will be processed.

We deliver only to the cities and towns listed. If you live or work in any of the cities and towns listed, we can deliver to you. If your delivery address is different than your billing address, please make sure that we have a clear understanding of the delivery address and that it is in our delivery area.

Reach out to us as soon as possible, and we will see if we have another delivery in your area or if it makes more sense to combine with your next month's club delivery.

Our wine club delivery area includes more cities and towns than our other delivery services. It's a perk of the wine club!

Yes! You are welcome to add on any of our wine sets and/or order a custom selection of any wines that we have in inventory. The wines we provide are often in very limited supply and are available on a first-come, first-served basis, and are always available to our wine club members first.

Log-in to your Wine Wise account to make any changes.

Not at all. We have some customers that are only in our delivery area in the Summer months and are members during that time. You can cancel your subscription anytime by logging into your Wine Wise account on the website.

Not at this time. But you can switch your club anytime. And we do offer a mix of reds and whites in our Explorer 6 Club.

Yes, you can get rosés as part of the Cuvée 6+ club because it is completely customizable to your tastes and preferences on a monthly basis.

Explorer 6 and Cuvée 6+ Members with continuous membership January-June and/or July-December will be invited to attend our Semi-Annual Soirée in June and December, respectively. If you were not a 6-bottle member for the full 6-month window, we can catch you up!