Make your proposal a private outdoor moment: a guided 2.5-hour horseback ride through Bartholomew Estate Winery’s Oak Knoll vineyards, followed by an intimate tasting. Ideal for couples who want a low-key, customizable celebration with scenic backdrops.
Make your proposal a private outdoor moment: a guided 2.5-hour horseback ride through Bartholomew Estate Winery’s Oak Knoll vineyards, followed by an intimate tasting. Ideal for couples who want a low-key, customizable celebration with scenic backdrops.
Book with Sonoma Valley Trail Rides
Verified experiences and guided adventures in the surrounding area.
246 ratings
Operated by Sonoma Valley Trail Rides · Sonoma, California
On a warm morning in Sonoma, Bartholomew Estate Winery offers a ritual that feels both private and cinematic: a two-and-a-half-hour horseback ride through patchwork vineyards that spill down the Oak Knoll, finished with an intimate tasting in the winery’s private gardens. Located at 1000 Vineyard Ln in Sonoma, California, this Engagement/Proposal Trail Ride Package is built for pairs—couples who want a deliberate, low-key way to mark a proposal or engagement with landscape and wine. You’ll meet a guide who leads you across dirt trails that thread between vine rows, historic estate buildings, and stands of native oaks. The ranch-style horses are steady mounts for riders who can mount and dismount safely; each ride accommodates up to two guests for a private experience. The route is scenic rather than technical: gently rolling vineyards give way to open views of the valley, and the air often carries the tang of fermenting grapes and wild grasses. That calm, uncrowded setting is the program’s signature—unlike a crowded tasting room, the ride creates real space for a moment. After the ride, the experience culminates at the Oak Knoll tasting venue on Bartholomew’s grounds, where the property’s sloped rows provide photo-ready backdrops and a quiet place to toast. The operator can arrange florists and private chefs by request, turning a standard proposal into a tailored ceremony with a picnic or plated tasting. Practical notes: winery hours run 10:00 a.m. to 4:30 p.m., park grounds remain open until 6:00 p.m., and riders must sign a Release of Liability; minors need an adult’s signature. Why this matters for visitors: Sonoma’s valley floor is a place where agriculture and outdoor life intersect cleanly—vineyard trails are a unique way to access working landscape that also welcomes human-scale celebrations. For photographers, the light across the vines in late afternoon and the lines of trellised rows make a composed backdrop that reads as distinctly Sonoma. For couples, the package removes logistical friction—transport, route planning, and tasting reservations are handled by the host. This package is ideal for people who want to combine a gentle outdoor adventure with regional wine culture and a private ceremony. Riders should be comfortable in a saddle and prepared to move slowly through uneven ground. With flexible scheduling and bespoke service options, Bartholomew Estate Winery’s engagement trail ride translates an intimate commitment into a scenic, memorable afternoon in the heart of Sonoma. Couples can request timing that favors sunset light, add personal florals, and arrange a private pour; military discounts are available with proof of service. Bookings are limited—reserve early and confirm rider ability to mount and dismount. The overall feeling is calm, private, and very Sonoma: outdoors, vine-lined, and quietly celebratory. Reserve a morning or late-afternoon slot.
Each booking is private for up to two people to keep the proposal intimate.
Riders must fit comfortably in a standard saddle and be able to mount and dismount safely; specific weight limits should be confirmed when booking.
No advanced skills required, but riders should be comfortable on a horse and able to follow guide instructions.
Yes — florists and chefs are available with advance notice; discuss options when you call to book.
Rides leave on time; late arrivals will not be refunded or rescheduled. A Release of Liability must be signed for all riders.
Military discounts are offered; participants must show proof of service at check-in.
Sonoma Valley Trail Rides operates in Sonoma, California, offering horse-based experiences through historic vineyards and estate grounds. The company runs a range of guided trail rides — from shared group rides to private two-person excursions — that combine gentle horses with vineyard scenery and estate wine. Many experiences include a bottle of Bartholomew Estate wine to take home, free ride photos, and optional gourmet picnic upgrades. One signature option is the Bartholomew Estate Experience, which pairs vineyard riding with an on‑site estate bottle and photo opportunities. The Tranquil Trail Ride and Estate Wine Tasting adds a curated tasting at Bartholomew Estate after the ride. Private Trail Ride for Two with Estate Winery Bottle and Private Ride • Small Group offer secluded rides led by a professional wrangler and include complimentary photos and an estate bottle. For special occasions, the Proposal Trail Ride Package combines a private vineyard ride with an intimate wine tasting in an Oak Knoll setting. Sonoma Valley Trail Rides also provides Riding and Horsemanship Lessons (not a trail ride) on Wednesdays, weather permitting; lessons cover safe Western riding, grooming, tacking, and hands‑on instruction suitable for beginners and intermediate riders. All activities use gentle horses appropriate for a range of skill levels. Sonoma Valley Trail Rides emphasizes professional guides and estate partnerships to deliver vineyard riding, wine tasting, and lesson experiences in Sonoma Valley. Booking information, scheduling details, and seasonal availability are provided by Sonoma Valley Trail Rides to help guests plan safe, memorable horseback and wine experiences in Sonoma County.
Book with Sonoma Valley Trail Rides