OrderPort Blog

Growing Your Wine Club: Strategies to Attract and Retain Members

Written by Marketing | Jul 22, 2025 6:34:42 PM

In the world of direct-to-consumer wine sales, your wine club is more than just a recurring revenue stream—it’s a community, a loyalty engine, and often the heart of your brand’s relationship with its most engaged customers. But building and maintaining a successful wine club takes more than offering a few bottles every quarter. It requires thoughtful strategy, personalization, and an unwavering focus on customer experience. 

Here’s how to grow your wine club in meaningful, measurable ways—by attracting the right members and keeping them excited to stay. 

 

  1. Start with a Clear, Compelling Value Proposition

Before you scale, you need to define why someone should join. Go beyond the bottle and ask yourself: 

What makes your wine club unique? 

What emotional or experiential value does it deliver? 

Are you solving a problem (like access to small-batch wines) or fulfilling a desire (like feeling part of an exclusive community)? 

Clear value propositions might include early access to new releases, curated tasting experiences, member-only events, or the ability to customize shipments. But the key is to lead with benefits, not logistics. Don’t just say “4 bottles, 4 times a year”—tell them what they get, not what they get sent. 

 

  1. Optimize Your Onboarding Funnel

First impressions matter. Make it easy and compelling for guests to sign up, whether they’re in the tasting room or browsing your website. 

Tactics to consider: 

Offer a limited-time incentive (e.g., free shipping, bonus bottle, or tasting fee rebate). 

Train your staff to highlight benefits naturally during tastings. 

Use digital tools to enable quick signup—via tablet, QR code, or online form. 

Send a welcome email series that reinforces value, educates new members, and sets expectations. 

The smoother and more exciting the onboarding, the stronger the initial emotional investment. 

 

  1. Offer Customization and Flexibility

Today’s consumers expect control. A rigid wine club that forces unwanted bottles or inflexible schedules leads to churn. Allow members to: 

Customize their selections or swap wines 

Choose shipment frequency (monthly, quarterly, semi-annual) 

Skip or delay shipments without penalty 

Switch tiers easily as their tastes or budgets evolve 

A customer-centric model gives members a sense of agency—and more reasons to stick around. 

 

  1. Create Tiered Memberships That Encourage Growth

Not all members want the same thing—or spend the same amount. Create tiered options that cater to different levels of enthusiasm, investment, and engagement. 

For example: 

Entry Tier: Smaller shipments, curated picks, tasting discounts 

Mid Tier: Customizable shipments, exclusive releases, early access 

Premium Tier: Library wines, invite-only events, concierge-level service 

Give your most loyal members a reason to level up, not out. 

 

  1. Prioritize Personalization and Relationship Building

Your wine club should feel more like a relationship than a subscription. Use your customer data to personalize every touchpoint—from their favorite varietals to their preferred communication style. 

Build relationships through: 

Handwritten notes in shipments 

Birthday or anniversary emails with exclusive offers 

Recognition of tenure (e.g., “5-Year Member” shoutouts or perks) 

Surprise gifts or sneak previews based on past purchases 

Members stay when they feel seen, valued, and connected. 

 

  1. Leverage Events—In Person and Online

Events aren’t just about pouring wine—they’re about cultivating community. Whether it’s a winemaker dinner, virtual tasting, vineyard picnic, or harvest party, these experiences give members a reason to stay engaged beyond shipments. 

Key strategies: 

Create exclusive, member-only experiences 

Use events to generate social content and FOMO 

Offer referral perks to encourage members to bring friends 

Make events scalable—use Zoom or Instagram Live to reach out-of-area members 

 

  1. Track Engagement and Act on Churn Signals

Retention is growth. Watch for early signs of disengagement: 

Shipment skips or delays 

Declining open or click rates in emails 

Drop-off in purchases outside of club shipments 

Low event attendance 

When you spot a red flag, don’t wait. Reach out personally, offer a tailored incentive, or invite feedback. A well-timed check-in can re-engage a wavering member. 

 

  1. Incentivize Referrals and Social Sharing

Your happiest members are your best salespeople. Create a simple, shareable referral program that rewards both the referring member and the new sign-up. 

Ideas include: 

A free bottle for both parties 

Credit toward a future shipment 

Exclusive “Founders Club” badges or merch for top referrers 

Also, encourage social media engagement—create a custom hashtag, reshare member posts, and spotlight your biggest brand advocates. 

 

  1. Use Technology to Streamline and Scale

Behind the scenes, modern wine club management software can make a huge impact on your ability to scale without sacrificing personalization. Look for tools that offer: 

Automated communication and shipment reminders 

CRM capabilities with detailed customer profiles 

Easy customization workflows 

Integrated reporting to track churn, growth, and lifetime value 

The right tech frees your team to focus on relationships—not spreadsheets. 

 

  1. Evolve Your Offering with Feedback

Your club isn’t static—and your customers shouldn’t be treated like it is. Regularly survey your members and listen to what they value, what they wish was different, and what would make them fall even more in love with your brand. 

Then act on that feedback—whether it’s refining your wine selection, adding a new tier, or offering a new type of experience. 

 

Final Thoughts 

Wine club growth isn’t just about acquisition—it’s about nurturing loyalty, trust, and belonging. By focusing on personalization, flexibility, and exceptional customer experience, you can build a club that not only grows—but thrives. 

Loyal members don’t just buy your wine. They tell your story, support your vision, and toast to your future. Give them something worth celebrating.