Group Departures

Travel Together, Unforgettably

Join one of our curated group departures — every detail planned, every seat waiting for you. Just show up and experience the world with great company.

The Waymaker Difference

Why Travel With a Group?

There's something special about sharing a journey with others. Our group trips are thoughtfully sized (never more than 16 travelers), led by experienced guides, and designed to balance structured experiences with free time to explore on your own terms.

Upcoming Departures

Choose Your Adventure

St. Lucia
Spots Available

St. Lucia

Shell's 50th Birthday in St. Lucia 2027

November 11–15, 20275 days10 of 16 spots left
  • Private island celebration
  • Luxury resort accommodations
  • Curated group experiences
Contact for pricingBook My Spot
Mediterranean Cruise
Spots Available

Mediterranean Cruise

DeVrae's 2027 Retirement Celebration Cruise

June 14–21, 20277 days10 of 16 spots left
  • Royal Caribbean Explorer of the Seas
  • Rome to Barcelona — Italy, French Riviera & Spain
  • Onboard celebration & group experiences
Contact for pricingBook My Spot
Tuscany, Italy
Filling Fast

Tuscany, Italy

Tuscan Wine & Culture Escape

September 12–20, 20269 days4 of 14 spots left
  • Private vineyard tours
  • Cooking class in Florence
  • Siena & San Gimignano day trips
From $4,200 per personBook My Spot
Bali, Indonesia
Spots Available

Bali, Indonesia

Bali Wellness & Discovery

October 5–14, 202610 days7 of 12 spots left
  • Sunrise hike at Mount Batur
  • Traditional Balinese cooking
  • Ubud rice terrace walks
From $3,800 per personBook My Spot
Morocco
Spots Available

Morocco

Imperial Cities of Morocco

November 1–10, 202610 days9 of 16 spots left
  • Marrakech medina exploration
  • Sahara desert overnight camp
  • Fes artisan quarter tour
From $3,500 per personBook My Spot
Costa Rica
Spots Available

Costa Rica

Costa Rica Adventure Week

January 10–17, 20278 days10 of 14 spots left
  • Arenal volcano hike
  • Zip-lining through cloud forest
  • Manuel Antonio beach day
From $3,200 per personBook My Spot
Greek Islands
Spots Available

Greek Islands

Greek Island Hopper

June 7–17, 202711 days12 of 16 spots left
  • Santorini sunset dinner
  • Mykonos beach day
  • Athens Acropolis guided tour
From $5,100 per personBook My Spot
Japan
Filling Fast

Japan

Japan Cherry Blossom Journey

March 28 – April 7, 202711 days6 of 12 spots left
  • Tokyo city exploration
  • Kyoto temple circuit
  • Traditional ryokan stay
From $5,800 per personBook My Spot

Custom Group Travel

Don't See the Right Trip?

We can build a custom group itinerary around your dates, destination, and travel style. Reach out and let's plan something together.