Experiences

The Harbor Flight

An immersive wine-tasting journey.

Embark on The Harbor Flight, San Simeon’s signature tasting journey. This guided progression explores five to six distinctive wines, from bright coastal whites sourced from our Monterey estates to expressive reds showcasing the bold character and balance inherent in the fruit grown from our Willow Creek District vineyards. Each flight is thoughtfully presented with unique sensory accents that bring the coast to life.

Reservation: Required
Guests: 1-6
Duration: 90 minutes
Price: $35 per guest

The Experiences

The Harbor Flight

An immersive wine-tasting journey.

Reservation: Required
Guests: 1-6
Duration: 90 minutes
Price: $35 per guest

The Captain’s Board


Sommelier-guided 
wine & food pairings.

Reservation: Required
Guests: 2-12
Duration: 2 hours
Price: $75 per guest

The Voyager


Vineyard tour and tasting, 
with bites.

Reservation: Required
Guests: 2-8
Duration: 2 hours
Price: $125 per guest

Seaside Bites


A curated tasting menu 
at our Coastal Table.

Reservation: Required
Guests: 1-6
Duration: 90 minutes
Price: By the Glass/Bottle + Bites

Seaside Brunch

Hearty, seasonal
 farm-to-table fare.

Reservation: Required
Guests: 1-6
Duration: 90 minutes
Price: $50 per guest

Pondside Cabanas


Wines and snacks in 
private, shaded retreats.

Reservation: Required
Guests: 2-12
Duration: 2 hours
Price: $95 per guest