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Calling all bridesmaids! If you are in the midst of planning a bachelorette for your soon-to-be-Mrs. bestie, then look no further than Healdsburg, California. Get ready to embrace the charm of wine country with this itinerary that’s equal parts relaxation, celebration, and unforgettable memories. 

Get ready for stunning scenery, delicious treats, and activities that will have the bride-to-be glowing. From biking through picturesque landscapes to indulging in exclusive jewelry sessions and savoring exquisite wine tastings, Healdsburg promises an unforgettable bachelorette experience.

Day 1: Get Rolling with Fun & Friends

Courtesy of @bikehealdsburg

Begin your weekend with a bike excursion courtesy of Bike Healdsburg. Opt for a 14-person party bike experience, blending exercise with socializing, sightseeing, and indulging. Choose between the Just The Seat Tour for a delightful bar crawl through three local stops or the All-Inclusive Tour, offering three exclusive wine tastings paired with delectable small bites.

Courtesy of @bikehealdsburg

After your ride, treat yourselves to a bonding session at Falling for Dainty. Schedule an exclusive gathering and explore their exquisite collection of minimalist and delicate jewelry, ideal for elegant layering. Get zapped with permanent jewelry – a great way to personalize a memento for the whole bachelorette crew.

Day 2: Wine, Dine, and Breathtaking Views

Courtesy of Robert Young Estate

Continue your bachelorette weekend with a wine-tasting experience at a hidden gem in Alexander Valley. Robert Young Estate Winery, which is one of Healdsburg’s top wedding venues, is a family-run winery with stunning vineyard views, that offers a unique tasting experience. Welcomed by family members, you’ll be greeted with a delicious Chardonnay as you learn about the winery’s rich history, from its cattle ranching roots to becoming a pioneer in Alexander Valley’s Cabernet Sauvignon production. From full-bodied Chardonnays to elegant Merlots, their wines cater to a variety of palates.

Courtesy of @trentaduewinery 

Nestled amidst rolling hills, Trentadue Winery offers a taste of Tuscany with its charming architecture and open-air terraces. Sip on award-winning wines while soaking in panoramic vineyard views, and don’t miss capturing your Instagram picture moment under the iconic bell tower. For an extra thrill, book a summer Gondola visit for parties of 6 or more. This unique experience includes a wine tasting and a scenic tour of our estate, offering an unforgettable highlight to your bachelorette weekend.

Rejuvenate and revitalize your spirits midday with a delectable lunch at one of Healdsburg’s rooftop hotspots, such as Roof 106 at Matheson or The Rooftop at Harmon Guest House. These elevated locales offer not only sumptuous cuisine but also stunning vistas and a chic ambiance perfect for your bachelorette crew. Picture yourselves lounging atop the cityscape, enjoying cool drinks and savory bites while reveling in the company of your closest friends.

At Breathless Wines, you can uncork the bubbly in a truly unique bachelorette experience: mastering the art of sabrage, the traditional method of opening a bottle of Champagne with a saber! Under the guidance of Breathless Wines’ experienced instructor, flick the cork away with a celebratory flourish. Each member of your bachelorette crew can conquer this one-of-a-kind bottle-opening technique, followed by a complimentary bottle of Breathless Sparkling Wine to toast the bride-to-be. It’s a guaranteed crowd-pleaser and a cherished memory in the making!

Day 3: Brunch, Bubbles & Bon Voyage

Send off the bride-to-be in style with a decadent brunch tasting at Roof 106, available every Sunday from 10 AM to 3 PM.  This upscale venue offers innovative cocktails and seasonal dishes from its wood-fired oven, all enjoyed in a charming garden setting overlooking Healdsburg Plaza. With options ranging from house-made scones to decadent sweets, and a diverse cocktail menu including modern margaritas, there’s something for everyone to enjoy. 

With full bellies and happy hearts, it’s time for goodbyes. Take some final pictures in Healdsburg’s charming downtown square and get in some last-minute shopping before heading home.

So grab your girlfriends, pack your bags, and get ready to pop some bubbly before the big day of “I Do” in beautiful Healdsburg! Start planning your bachelorette trip today and get ready to create lasting memories with a touch of wine-country magic!