HOSTED JOURNEYS

TravelWithGwen

Each year TravelByGwen hosts a small number of guided trips. These journeys are guided experiences built around thoughtful itineraries, meaningful encounters, and shared discovery.


For many travelers, these trips become true “Heart Journeys”—moments that expand perspective and deepen connection.

See Upcoming Journeys

2026 HOSTED JOURNEY

Women Who Wonder

Dubai, United Arab Emirates

With GoWay Travel

October 9 - 17, 2026

Experience Dubai on this women’s journey featuring cultural exchange, adventure, wellness, and exploration.

✓ Wander souks and cross Dubai Creek by abra

✓ Visit Burj Khalifa, Palm Jumeirah & Burj Al Arab

✓ Sunset desert safari with dinner & performances

✓ Spa massage + afternoon tea + Miracle Garden

✓ Day trip to Abu Dhabi incl. Grand Mosque + Qasr Al Watan

For women seeking immersive travel with a blend of culture, luxury, and adventure.

Join the Interest List

2027 HOSTED JOURNEY

Women Who Wonder

Antartica

With Atlas Ocean Voyages

March 19 — 28, 2027

Explore the Seventh Continent aboard a luxury expedition yacht — combining bucket-list adventure and once-in-a-lifetime landscapes.

✓ Zodiac sightseeing safaris

✓ Expert-led shore landings

✓ Wildlife encounters

✓ Polar plunge

✓ Enrichment lectures + briefings

✓ Private charter jet service

✓ Tierra del Fuego National Park

For women seeking rare destinations, nature immersion, and expert-guided exploration.

Join the Interest List

2027 HOSTED JOURNEY

Beyond The Caribbean

Alaska

with Virgin Voyages

June 10 — 17, 2027

Discover Alaska’s wilderness, indigenous culture, wildlife, and coastal ports on a curated cruise built for relaxed, adults only luxury.

✓ Indigenous culture encounters

✓ Unique wildlife sightings

✓ Curated shore excursions

✓ Kid-free vacation

✓ Elevated dining + inclusions 

For travelers seeking an elevated, adult focused cruise experience.

Join the Interest List

2027 HOSTED JOURNEY

Eyes Like Mine

South Africa

with Maximum Impact Travel

September 25 — October 3, 2027

A culturally rich journey through Johannesburg and Cape Town, exploring history, heritage, cuisine, and nature in the Rainbow Nation.

✓ Soweto + Nelson Mandela Family Museum

✓ Apartheid history incl. Old Fort Prison

✓ Big 5 safari adventure

✓ Table Mountain + Robben Island

✓ Cape of Good Hope

Travelers seeking history, culture, and connection through a Black-centered lens.

Join the Interest List

2028 HOSTED JOURNEY

Future Journeys

Exciting destinations coming soon

Get Trip Announcements

TravelWithGwen


Hosted trips are intentionally limited to allow for deeper connection and meaningful shared experience. If you’re interested in joining a future journey, you can join the interest list to be notified as new trips open.


Group travel not for you? Talk to Gwen about individual itineraries.

Join Interest List