Best Vacation Planning Newsletters in 2026

SubstackSeveral times a week · last post 9 days ago

From recent posts: Olive and Pine | Homes in Italy publishes travel guides and real estate listings for specific Italian locations such as Cortona, Florence, and Castiglione della Pescaia. The publication targets individuals seeking…

Likely audience: Travel enthusiasts

SubstackMonthly or less · last post 19 days ago

From recent posts: Les Underdressed publishes a mix of fashion styling guides and personal lifestyle reflections for readers interested in travel and mindful living. The content alternates between practical packing advice for city trips…

Likely audience: Travelers planning city getaways

Substacklast post Aug 2, 2026

From recent posts: On Leading Well publishes essays and interviews focused on leadership, career navigation, and professional development. Recent issues cover topics such as preventing burnout during job searches, using AI as a feedback…

Likely audience: job seekers

SubstackSeveral times a week · last post 8 days ago

Per iniziare la giornata facendosi ispirare da autori, pensatori, manager e persone di successo che hanno fatto e stanno facendo la differenza. Ogni mattina intorno alle 6:30, da leggere in pochi secondi. Unisciti agli…

Likely audience: general readers

SubstackEvery two weeks · last post 6 days ago

From recent posts: The author reflects on the pressure to maximize vacation time and treat holidays as a performance, advocating instead for presence, lower expectations, and mindful activities like reading and disconnecting from social m…

Likely audience: entrepreneurs

SubstackMonthly or less · last post Aug 17, 2026

From recent posts: The author shares a detailed travel and meal plan for a family trip to Tennessee during fall break, focusing on activities in Pigeon Forge and Gatlinburg along with specific recipes for the meals prepared during the sta…

Likely audience: Parent bloggers