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Executive Retreat Itinerary: A 3-day Napa Valley Agenda That Works
When it comes to planning a corporate offsite or executive retreat, few destinations rival Napa Valley. With world-class wineries, luxury resorts, and breathtaking vineyard landscapes, it is the perfect setting for combining productivity, relaxation, and connection.
At A Wine + Dine Event, we specialize in designing executive retreats and corporate wine tours that blend business with leisure, where strategy sessions transition into vineyard dinners and group bonding happens over estate-grown cabernet.
Whether you are organizing a small leadership getaway or a company-wide incentive trip, this three-day Napa Valley itinerary delivers a seamless balance of work, wellness, and wine.
Day 1: Arrival and Welcome to Wine Country
Set the stage for an unforgettable executive retreat with a seamless arrival into Napa Valley. From luxury group transportation, to a scenic lunch stop and a warm welcome reception, Day 1 is all about creating a smooth, sophisticated start to your Wine Country experience.
Morning
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Arrive at San Francisco International Airport or Oakland International Airport. Drive time to Napa Valley is typically 1.5 to 2 hours.
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Transportation arrangements can be coordinated independently, or managed for you by A Wine + Dine Event, with private drivers providing a smooth, luxurious, and stress-free journey.
Afternoon
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Stop in picturesque Sausalito for lunch, time permitting, and enjoy coastal relaxation with views of San Francisco.
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Continue on to Napa Valley and check in at a luxury resort designed for corporate retreats and executive offsites, offering spacious accommodations, state-of-the-art meeting spaces, vineyard-view terraces, and seamless concierge services to enhance the Wine Country experience.
Evening
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Welcome reception with locally inspired hors d’oeuvres and wines from boutique producers. This relaxed opening sets the tone for the retreat and encourages connection from the start.
Day 2: Strategy, Collaboration, and Culinary Wine Country
The second day focuses on connection, creativity, and curated Wine Country experiences. From strategic sessions and private winery lunches, to immersive tastings and chef-led dinners, your team will engage, collaborate, and bond in one of the most inspiring settings in the world.
Morning
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Group breakfast followed by a leadership meeting or strategy session in a private venue space. The vineyard setting supports focus and creative thinking.
Afternoon
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Winery lunch at a boutique estate with seasonal cuisine paired to estate wines.
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Private winery experience such as a blending session, vineyard walk, or behind-the-scenes cellar tour to foster collaboration and team connection.
Evening
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Private restaurant dinner at an acclaimed Napa Valley venue. A Wine + Dine Event can arrange a custom chef’s menu and curated wine pairings for an elevated experience.
Day 3: Immersive Wine Country Experiences and Signature Finale
The final day allows your team to reflect, recharge, and depart feeling inspired. With handcrafted winery experiences, intimate tastings, and a signature gala wine cave dinner, the retreat concludes with unforgettable moments and lasting impact.
Morning
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Full day of handcrafted winery experiences featuring curated tastings at small-lot producers, conversations with winemakers, and access to hidden gem vineyards.
Afternoon
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Gourmet winery lunch that celebrates local ingredients and offers time for informal discussion and reflection.
Evening
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Gala wine cave dinner. Candlelit tables, multi-course chef’s tasting, and world-class wines provide an unforgettable finale to the executive retreat before luxury transportation returns your team to the airport the following morning.
Why This 3-Day Napa Valley Itinerary Works
A Wine + Dine Event’s Destination Management Services combine insider access, expert logistics, and deep local relationships to make every corporate retreat effortless.
From airport transfers and lodging coordination, to exclusive winery access, chef partnerships, and event staffing, we manage every detail so that planners can focus on what matters most... meaningful connection and measurable results.
Whether you are hosting a leadership retreat, an incentive trip, or an executive strategy meeting, our team transforms your Wine Country retreat into a seamless, unforgettable experience.
Ready to plan your executive retreat?
Contact A Wine + Dine Event to design your custom three-day Napa Valley itinerary today.
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