Make Gifting Simple and Special! 🎄

The incredible team behind our world-class wine experiences is sharing their top Wine Wise gifts of the season—and we’re excited to pass their favorites along to you. Who better to recommend the perfect gift than the people who bring these unforgettable events to life?

From Wine Sails, Wine & Food Walks, and Gift Wine Club memberships in Portland, Maine, to Trips to exciting wine regions around the world...these are the gifts our team loves most. They’re guaranteed to wow the wine and food lovers in your life and make this holiday feel truly special.

✨Tickets and Digital Gift Cards are available 24/7. Reach us for a beautifully designed PDF of your gift you can print or email from home.

Daisy Blake
Content Creator, Media Manager

"An Italian Wine Sail 🇮🇹 feels like a vacation to Italy without ever leaving home. Each pour comes with a splash of travel nostalgia, and one sip can whisk you away to sunlit vineyards, rolling hills, and charming villages. Sommelier Erica Archer brings the whole experience to life with deep knowledge and hand-picked bottles that open the door to new favorites. It’s a lively, flavorful way to explore Italy’s regions and sub-regions, all wrapped up in one unforgettable floating adventure."

Tevin Buffin
Brand Partnerships Manager

"It’s incredibly hard to choose just one favorite from the list of so many amazing events that Wine Wine hosts year-round. Sommelier Erica Archer is truly one of a kind and knows how to create the most unique experiences for people to enjoy. I would have to say the Sunset Wine Sails 🌅 are at the top of my list, though. There is something about being able to hop on a sailboat, getting the opportunity to taste some of the most exquisite wines from around the world, and enjoying the most beautiful sunset you will ever see, while sailing along the coast of Portland, Maine."

Mackenzie Maguire
Marketing Assistant

"My favorite Wine Wise experience? It has to be our Wine & Oyster Sails 🦪, and I can’t wait for the first one to open the 2026 season on June 12th. Wine Sails are such a unique and incredible experience, and these add local shuckers, shucking 500 local oysters, while we're slurping and sailing with great wines in hand. They’re so talented and so much fun. The good energy of everyone on the boat is contagious. We made it through winter and finally get to celebrate together."

Morgan Brockington
Content Creator

Wine Wise Trip - Tuscany ✈️ remain my favorite Wine Wise experience. I was privileged to attend in 2022, and it quickly became clear that this was far more than a typical wine tour. True to our mission of creating immersive, small-group experiences, the trip offered unparalleled access to iconic wineries, passionate producers, and unforgettable meals rooted in local culture. I met an incredible group of Wine Wise clients who, through shared tastings, long dinners, and meaningful conversations, became genuine friends. Since returning home, we have continued those connections through wine dinners, holidays, and time spent together, which speaks to the deep sense of community Wine Wise is known for fostering. It was the perfect embodiment of Wine Wise’s philosophy of traveling with intention, curiosity, and connection."

Cathering Dascanio
Wine Club Assistant

"If you’re searching for a gift that keeps on giving, the Wine Club Gift Membership 🍷 is my absolute favorite pick this year! I love how it offers an exciting opportunity to experience sommelier-selected wines that showcase incredible quality and variety. It’s perfect for anyone who enjoys discovering new wines, learning about different regions, and having something delicious to look forward to every month. Plus, it’s such a thoughtful way to share the joy of having great wine on-hand all year long!"

Taylor Payeur
Marketing Assistant

"If you’re looking for a fun and educational way to explore wine, I can’t recommend the Wine & Food Walks 🥘 enough! I had the chance to experience one, and it’s the perfect blend of learning about wine, tasting incredible selections, and discovering amazing local spots. Whether you’re new to wine or a seasoned enthusiast, it’s such an engaging and enjoyable experience. Plus, it’s a great way to find your next favorite dinner spot or hidden gem in town. This is my top pick for a Wine Wise gift this year!”

Erica Archer
Sommelier & Wine Wise Founder

"The May 2026 Trip to the Loire Valley & Champagne has my heart. ✈️ This exceptional trip offers the chance to immerse yourself in the breathtaking landscapes of one of the world’s greatest, purest, and most diverse wine regions, with private tours and premium tastings at outstanding wineries, unforgettable meals, and exploration of France's rich culture. If you’re looking for the ultimate holiday gift, this one is pretty hard to top!”

Our Favorite Gifts