Long Weekend in San Diego

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Advisor - Carly Gropper
Curated By

Carly Gropper

  • Active Travel

  • Adventure Travel

  • Couples Travel

  • San Diego

  • USA

  • Local Culture

  • Local Food

  • Shopping

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Curator’s statement

Experience a 3-day adventure in San Diego during April, combining nature, cuisine and relaxation. Start by checking into a unique "awful house" accommodation and enjoying a beach walk with an outdoor lunch. The second day includes a group breakfast, a scenic hike at Torrey Pines, Little Italy dining and evening festivities in Gaslamp. On the third day, focus on wellness with a private yoga and sound bath session at Kate Sessions Park, followed by a visit to Orfila Winery and In-N-Out dinner. This curated trip promises a perfect balance of experiences, leaving you with lasting memories of San Diego's beauty and culture.

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Day 1: Savor the first day

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On the first day of our San Diego journey, we start by checking into our unique house rental, where we embrace the charm of amazing accommodation, setting the tone for an adventure ahead. Following check-in, we embark on a leisurely beachfront walk, soaking in the picturesque beauty of the shoreline and ultimately choosing a charming outdoor restaurant to savor a delectable lunch. The afternoon grants us time for relaxation, unwinding in the serenity of our accommodation. As the evening unfolds, we gather at 5pm for a happy hour indulgence, enjoying refreshing drinks and scrumptious tacos at El Prez Bar, with dinner following at a restaurant in Mission Beach!

Day 2: Hike

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Our second day begins with a communal breakfast at our distinctive house rental, forging connections and fueling ourselves for the day's adventures. We then venture out for a memorable hike, taking on the Torrey Pines Beach Trail to immerse ourselves in the natural beauty of San Diego. In the afternoon, we head to the culinary haven of Little Italy, where we delight in sumptuous, well-deserved delicacies that capture the essence of the city's vibrant food scene. Come evening, we gather in Gaslamp for a dinner experience at Rustic Root, followed by a lively round of barhopping to savor the city's nightlife.

Day 3: Indulge — yoga & picnic

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On the final day of our journey, we prioritize wellness and rejuvenation. In the morning, we indulge in a private yoga session and soothing sound bath amid the natural tranquility of Kate Sessions Park, setting the stage for an uplifting day. The afternoon offers us a delightful visit to Orfila Winery, where we enjoy local wines and partake in a Mendocino Farms lunch picnic. To conclude our trip, we treat ourselves to a quintessential San Diego experience by savoring a dinner from In-N-Out!

Advisor - Carly Gropper

Travel Advisor

Carly Gropper

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For more travel tips, check out Fora Advisor Maggie Danielli Pecorino’s guide, It’s Always Sunny in San Diego.

This guide is part of our ongoing series on travel to San Diego.