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Friends enjoying dinner party with different kinds of appetizers and rose wine

Inspiration Theme:
Food and Wine

Ideas for those who love to saver the moment, one bite and sip at a time!

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Napa Valley, California

Vibe: Luxurious, scenic, indulgent

Best Season: Spring or Fall (March–May, September–October)

3 Things to Do:

  • Book a solo tasting at Domaine Carneros (sparkling wine heaven)
  • Ride the Napa Valley Wine Train for a scenic gourmet lunch
  • Enjoy a farm-to-table dinner at The Charter Oak or Farmstead
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Charleston, South Carolina

Vibe: Southern charm meets serious culinary scene

Best Season: Spring or Fall

3 Things to Do:

  • Take a solo food tour through the historic district
  • Eat your way through Husk, Fig, and Xiao Bao Biscuit
  • Try a Lowcountry cooking class with fresh seafood

Quick Links

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Sonoma, California

Vibe: Laid-back wine country, intimate and rustic

Best Season: Summer to Fall

3 Things to Do:

  • Bike the Sonoma Valley Wine Trail and stop at small vineyards
  • Relax with a glass at Scribe Winery’s chic farmhouse
  • Have a casual gourmet lunch at the girl & the fig

 

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New Orleans, Louisiana

Vibe: Soulful, spicy, vibrant, and full of flavor

Best Season: Spring (March–May) or Fall

3 Things to Do:

  • Go on a Creole & Cajun food tour in the French Quarter
  • Dine solo at the bar of Coquette or Compère Lapin
  • Take a beignet + café au lait break at Café du Monde

Quick Links

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Portland, Oregon

Vibe: Craft-focused, quirky, foodie-forward

Best Season: Summer (June–September)

3 Things to Do:

  • Explore food carts and local gems like Nong’s Khao Man Gai
  • Take a day trip to Willamette Valley for pinot noir tasting
  • Treat yourself to a tasting menu at Le Pigeon or Kann

Quick Links

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Tours by Locals
Lonely Planet
Booking.com

Santa Barbara, California

Vibe: Beachy wine country, Mediterranean flair

Best Season: Spring or Fall

3 Things to Do:

  • Walk the Urban Wine Trail for easy tasting room hopping
  • Take a cooking class at Santa Barbara Public Market
  • Dine solo at The Lark or Loquita for local coastal cuisine

Quick Links

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Chicago, Illinois

Vibe: Big city food heaven, diverse, bold flavors

Best Season: Late Spring to Fall

3 Things to Do:

  • Book a solo counter seat at Girl & the Goat or Avec
  • Take a deep-dish pizza tasting tour
  • Visit Time Out Market for global flavors in one place

Quick Links

Tripadvisor
Viator
Tours by Locals
Lonely Planet
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Healdsburg, California

Vibe: Intimate, artsy, and gourmet

Best Season: Fall harvest season

3 Things to Do:

  • Visit Jordan Winery for a tasting + charcuterie in the vineyards
  • Sample the seasonal menu at SingleThread (3-Michelin-star)
  • Relax at Barndiva with wine flights and small bites

Quick Links

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Austin, Texas

Vibe: Bold, buzzing, experimental yet relaxed

Best Season: Spring or Fall

3 Things to Do:

  • Go taco-hopping at Veracruz, Discada, and Nixta Taqueria
  • Sip local wine at The Austin Winery or do a Hill Country wine tour
  • Try the solo-friendly counter at Lenoir or Suerte

 

Quick Links

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New York City, New York

Vibe: Epicurean playground, world-in-one-city

Best Season: Fall or Spring

3 Things to Do:

  • Book a solo sushi omakase at Sushi Nakazawa or Sushi Yasuda
  • Explore food halls like Chelsea Market or Essex Market
  • Join a walking food + wine tour in Brooklyn or the Village

Quick Links

Tripadvisor
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Tours by Locals
Lonely Planet
Booking.com

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