AdventureWomen Will Launch 45th Anniversary Trips in 2027

The company plans to celebrate its milestone year with two exclusive excursions in Southeast Asia and Europe.

Updated on Sept. 23, 2026 in Adventure Travel

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AdventureWomen announced two exclusive travel excursions for 2027 to celebrate its 45th anniversary, featuring a private-plane Asia tour and a European hiking expedition. AI Illustration. Upload story photo >

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AdventureWomen will commemorate its 45th anniversary in 2027 by hosting two special trips led by company leadership. The itineraries include a multi-country private-plane journey and a historic hiking expedition.

Why it matters

These flagship travel experiences highlight four decades of operations for the firm, which currently manages over 50 unique travel offerings across all seven continents.

The 18-day Southeast Asia journey utilizes a private charter, while the 9-day Portuguese Way hiking trip spans the route from Porto, Portugal, to Santiago de Compostela, Spain.

The players

AdventureWomen

This travel company, which was acquired by Judi Wineland, Nicole Wineland, and Erica Landerson in 2016, specializes in group travel for women.

Judi Wineland

She is a leader at AdventureWomen and will accompany the Southeast Asia excursion during the firm's 45th anniversary year.

Paige Davis

A leader with AdventureWomen, she will host the 9-day hiking journey along the Portuguese Way.

The details

Company leader Judi Wineland will accompany the 18-day Southeast Asia private-plane excursion, while Paige Davis will lead the 9-day hiking tour along the Camino de Santiago. The Asia itinerary spans five countries including Singapore, Sumatra, Bali, Vietnam, and Cambodia.

Timeline

  1. 2027 marks the 45th anniversary year for AdventureWomen.

  2. The Portuguese Way hiking trip is scheduled to begin on Sept. 6, 2027.

  3. The Southeast Asia private-plane journey will occur from Nov. 1-18, 2027.

Travel Outlook

The expansion of AdventureWomen follows the growth of experiential and milestone-focused travel for women. These anniversary offerings capitalize on the rising demand for private, leadership-led luxury travel experiences within the adventure sector.

Travelers interested in these milestone trips should prepare for international flight logistics to either Singapore or Porto. Early inquiries are recommended given the exclusive nature of the private-plane itinerary and limited group capacities typical of specialized hiking tours.

The takeaway

Travelers looking to mark a special milestone often benefit from choosing specialized, leadership-led group tours that handle complex regional logistics. Booking these curated experiences well in advance ensures access to exclusive routes and private transportation options.

Further reading

For more information on similar group excursions, visit the Adventure Travel section.

Source note: This article includes information reported by Porthole Cruise.

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Would you choose a group tour if company leadership were traveling with the guests?