ITINERARY 1: A DAY ON SONOMA PLAZA

Walkable, Charming, Food‑Forward

Vibe: Relaxed, culinary, boutique shopping, low driving (or Uber/Lyft), high ambiance
Drive time from Villa Bella Clementina: ~6 minutes

8:30 AM — Hike Sonoma Overlook Trail (on the way to the plaza)

9:30 AM — Breakfast at Sunflower Caffé or pick up some pastries and sweet French breads at Basque Boulangerie

10:30 AM — Sonoma Plaza Stroll

Browse:

Vine Alley Shops On the south side of Sonoma Plaza, “Vine Alley ” (aka the Sonoma Court Shops) evokes a European scene with stucco walls, a tiled walkway, and a lovely fountain.

Figone’s Olive Oil Co. (tastings + gifts)

Sign of the Bear (kitchen + home goods)

Perle Sonoma (Women’s boutique)

11:30 AM — Wine Tasting: Pangloss Cellars

A beautifully restored historic building with seated tastings and curated pairings. Very “Plaza Sonoma” in vibe.

12:45 PM — Lunch: The Girl & The Fig

A Sonoma Classic. French Provençal‑inspired, great patio, reliable service. (Or Valley Bar + Bottle for something more modern and chef‑driven.)

2:30 PM — Wine Tasting: Texture Wines (on the Plaza), or larger Sebastiani Vineyards  (a short half mile walk from the plaza)

4:00 PM — Optional: Mission San Francisco Solano + Sonoma State Historic Park A short, meaningful cultural stop if you want a break from wine.

5:30 PM — Early Dinner or Drinks: El Dorado Kitchen

Seasonal California cuisine in a stylish setting. Great cocktails.

7:00 PM — Return to Villa Bella Clementina

Enjoy sunset at the firepit or shoot some pool in the game room with a bottle picked up earlier.

 

ITINERARY 2: A DAY IN SONOMA VALLEY

Nature, Boutique Wineries, Elevated Rustic

Vibe: Scenic, intimate, less touristy, very “Sonoma Valley local”
Drive time from Villa Bella Clementina: 12–20 minutes (see car services available on our Recommendations page).

8:00 AM — Wake up at Villa Bella Clementina

Enjoy espresso or in-room Keurig and biscotti on the deck.

9:30 AM — Breakfast: Les Pascals (Glen Ellen)

French bakery with incredible croissants, quiche, and pastries.

10:30 AM — Hike: Jack London State Historic Park

Choose a light hike (Sonoma Mountain, Beauty Ranch, or Wolf House ruins). Gorgeous morning light and very peaceful.

11:30 AM — Wine Tasting: Benziger Family Winery

Biodynamic estate with tram tours through the vineyards. Great storytelling and beautiful grounds.

12:45 PM — Lunch: The Mill at Glen Ellen

Casual, seasonal, creekside. Burgers and salads.

2:30 PM — Wine Tasting: Imagery Estate Winery

Art‑forward labels, relaxed lawn, and a fun contrast to Benziger (same family, different style).

4:00 PM — Optional Stop: Jack London Village

Pick up gourmet snacks, chocolates, cheeses, or dinner ingredients for the Villa. Catch some live music and one last tasting at Passaggio Wines.

5:00 PM — Dinner at Glen Ellen Star, Poppy, or Songbird Parlour

Seasonal, upscale, intimate. Some of the best restaurants in the Valley.

7:00 PM — Back to the Villa

Pool time, hot tub, or rooftop cocktails.

ITINERARY 3: A DAY IN SONOMA

      Luxe, sophisticated, Sonoma experiences

Vibe: Signature wineries, views, iconic Sonoma Valley experiences, Michelin-star dining, and staying a bit away from the Plaza today.
Drive time from Villa Bella Clementina: 10–15 minutes

8:00 AM — Morning stretch or Peloton Bike

Go for a spin in the Fitness Room or grab a yoga mat and stretch on the rooftop deck.

9:00 AM — Breakfast: At the Villa

Enjoy the chef’s kitchen before heading out.

10:00 AM — Wine Tasting: Hanzell Vineyards

Panoramic views of the Sonoma Valley and San Pablo Bay.

12:15 PM — Brunch: Layla

At MacArthur Place Hotel. Patio dining, seasonal farm-to-table.

2:00 PM — Horseback Ride: Bartholomew Estate Experience

Ride through Bartholomew Vineyard and drink a bottle of wine.  Or alternatively, if you’d like to skip any more wine, opt for 9 holes at Sonoma Golf Club

3:30 PM — Wine Tasting: Buena Vista Vineyards

California’s first premium winery.

5:00 PM — Refresh at the Villa

Head back to the Villa to clean up and have a dip in the pool.

6:30 PM — Dinner: Enclos

A two-Michelin-star restaurant. Alternatively, celebrity chef Michael Mina’s Wit & Wisdom.

 

ITINERARY 4: SONOMA WELLNESS RETREAT DAY

Rooftop Yoga, Nature, Spa, Poolside Restoration, Alcohol Free 

Vibe: Slow, grounding, restorative, deeply Sonoma Valley
Drive time from Villa Bella Clementina: 0–15 minutes

8:30 AM — Sunrise Yoga on the Rooftop Deck

A gentle flow or guided meditation as the Valley wakes up. Perfect for breathwork, light stretching, intention‑setting for the day. The views make this feel like a true retreat moment. Or alternatively, drop-in to a class at Sonoma Yoga.

9:30 AM — Light Breakfast at the Villa

Think: fruit, yogurt, granola, herbal tea. Keep it simple and nourishing.

10:30 AM — Morning Hike: Sonoma Overlook Trail

A peaceful 2.4‑mile loop through oak woodlands, and quiet hillsides, with spectacular views of the Town of Sonoma and the Valley. Very meditative.

10:30 AM — Cryotherapy Treatment: Sonoma Cryo

Cryotherapy, infrared sauna, footbath or Normatec compression therapy.

11:30 AM — Spa Treatment: MacArthur Place Hotel

Choose from: massage, body scrub, aromatherapy, CBD recovery treatment.

The gardens and quiet pathways feel like a sanctuary.

1:00 PM — Lunch: Spread Kitchen

Fresh, bright, Lebanese‑inspired dishes. Vegan options. Or alternatively Mozaik.

2:30 PM — Hot Tub + Poolside Lounging at the Villa

Return to Villa Bella Clementina for: Hot tub soak. Sun loungers. Reading or journaling in the lounge. Cold-pressed juices or infused water. This is the heart of the wellness day — unhurried, restorative, private.

4:30 PM — Optional: Sound Bath or Private Yoga Session at the Villa

Bring in a local practitioner for: sound healing, restorative yoga, guided meditation.  Or alternatively, bring in additional private spa treatments from Wine Country Mobile Spa.

6:00 PM — Chef-Prepared Healthy Dinner at the Villa
Seasonal plant forward or lighter menus.  Ask us for a list of our preferred Private Chefs.

8:00 PM — Rooftop Stargazing + Herbal Tea

A quiet, grounding close to the day.

 

Vibe: Celebratory, feminine, stylish, relaxed luxury
Base: Villa Bella Clementina (pool, rooftop deck, gorgeous interiors)

8:30 AM —  Rooftop “Bride’s Morning” Breakfast

Set up a pretty spread on the rooftop deck: Fresh pastries from Basque Boulangerie Cafe (DoorDash for convenience). Fruit, yogurt, granola.  Mimosas or sparkling water with citrus. A small floral arrangement for photos. Perfect for matching pajama shots.

10:00 AM — Private Yoga or Spa Day at the Villa

A local practitioner comes to the front lawn with Sonoma Valley Views for: Gentle flow. Sculpt + stretch. Bridal‑themed playlist.  Optional aromatherapy. Sets the tone for a grounded, joyful day.  Or alternatively, Blush Day Spa offers some amazing restorative services for small groups.

11:00 AM — Girls Tea Party on the Rooftop Deck using the Villa vintage-inspired tea set for 8

11:30 AM — Poolside Lounge + Hot Tub Time

Think: Matching towels. Citrus‑infused water. A fun playlist. Polaroid or iPhone tripod for group photos. Light, relaxing, and perfect before heading out.

1:30 PM — Lunch on Sonoma Plaza

Choose based on vibe:

The Girl & The Fig — iconic, lively, great patio

Valley Bar + Bottle — chic, modern, chef‑driven

El Dorado Kitchen — stylish, great cocktails/mocktails

Walk the plaza afterward for cute boutiques and bridal‑party photo ops.

3:30 PM — Champagne Tasting: Sigh Champagne Bar on the Square or at Gloria Ferrer Vineyards

5:30 PM — Dinner: At the Villa (Private Chef or Catered)

Ask us for a list of our preferred private Chefs and Caterers.

Options: Seasonal Sonoma ingredients.  Catered grazing table + salads + mains. DIY taco bar or pasta bar. Set the table with candles, florals, and a simple tablescape. 

8:00 PM — Cocktails: The Beacon

Head back down to the Plaza for a fun ladies night out!  Think dress code theme: Cowboy boots or matching t-shirts.

9:00  PM Live music at Sonoma Speakeasy or Hopmonk Tavern