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Milestones
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Home
About
Destinations
Relocation
Milestones
Apply to Join
2026 — 2027 Season
Upcoming
Destinations
Six Remarkable Journeys
Where we're going
next
Fall 2026
Panama
Residency, tax & real estate
Optional Cartagena add-on
12–40 Spots
January 2027
BC, Canada
Snowboarding & Heli Skiing
Expert local host on the ground
8–12 Spots
February 2027
Cape Town, SA
Safari, real estate & lifestyle
Tanzania add-on available
6–12 Spots
July 2027
Lisbon, Portugal
Porto wine tours, food & beach
Golden Visa exploration
Spots TBD
November 2027
Boracay / Bali
World-famous beaches, food
& Southeast Asian culture
Spots TBD
December 2027
Oman
Desert tent, safari & scuba diving
Culture & real estate
Spots TBD
Trip Highlights
What each journey
offers
Fall 2026
Panama
Residency options & tax strategies
On-the-ground real estate tours
Optional Cartagena add-on
Peer-led wealth & tax education
12–40 spots available
Apply for this trip
→
January 2027
BC, Canada
World-class snowboarding runs
Heli skiing experiences
Expert host: Chilman Allen, BC
Mountain lodge group dinners
8–12 spots available
Apply for this trip
→
February 2027
Cape Town, SA
Safari & Big Five wildlife
Real estate opportunities
Lifestyle & culture immersion
Optional Tanzania add-on
6–12 spots available
Apply for this trip
→
July 2027
Lisbon, Portugal
Porto wine & food tours
Atlantic beach time
Golden Visa programme exploration
Tax residency consulting
Local host: Roman Stern, Lisbon
Apply for this trip
→
November 2027
Boracay / Bali
World-famous white sand beaches
Anthony Bourdain–worthy food scene
Temple & cultural immersion
Water sports & ocean adventures
Spots & final location TBD
Apply for this trip
→
December 2027
Oman
Overnight desert tent camping
Safari & wildlife experiences
Scuba diving in the Arabian Sea
Real estate & investment touring
Local host: Ajay Hamlai, Muscat
Apply for this trip
→
Apply to Secure Your Spot