Premium Guidance,
Personally Delivered
Every service is designed to remove uncertainty and replace it with confidence. Choose what fits your journey best.
Takeoff
A focused 1-on-1 session for independent travelers who want expert guidance before they go. Includes access to Wingman Academy. Think of it as getting advice from the most knowledgeable friend you've never had.
- 45-minute session
- Personalized recommendations
- Suggested itinerary outline
- Real-time chat with your Wingman
- Wingman Academy access
Soft Landing
This single half-day experience includes everything in the Takeoff package, but your Wingman meets you at the airport. Airport pickup, accommodation check-in, neighborhood walkthrough. Land calm, oriented, and ready… instead of overwhelmed.
- Everything in Takeoff
- Airport pickup & gate meet
- Accommodation check-in assist
- Neighborhood walkthrough
Wingman Week
Everything in the Takeoff and Soft Landing package, plus seven days with your dedicated Wingman in your corner. For 12 hours a day for a full week, you receive daily recommendations, real-time exploration, travel partnership, curated experiences, and a best friend who knows the islands.
- Everything in Soft Landing
- Dedicated Wingman, 12 hrs/day for up to 7 days
- Daily curated itinerary
- Real-time exploration & travel partnership
Full Immersion
Multi-week Wingman support for extended stays over 1 week. Full itinerary management, cultural deep-dives, and a guide who stays with you from arrival to return flight.
- Multi-week Wingman support
- Full itinerary management
- Cultural deep-dives
- Relocation & long-stay guidance
Scout
Your Wingman does the homework before you land, researching, vetting, and curating every detail so you arrive knowing exactly what's waiting for you. You receive pre-vetted information so you can hit the ground running.
- Pre-arrival research
- Vetted restaurant, accommodation & activity lists
- Domestic travel guidance
- Pre-vetted intel so you hit the ground running
Executive
White-glove Wingman service for executives, families, and VIPs. Total coordination, absolute discretion, and end-to-end confidence from departure to return.
- VIP airport coordination
- Private transport arrangements
- Dedicated Wingman, full discretion
- End-to-end flexibility