Colorado Ski Property Week — Holiday Home Times Investment Tours

About this tour

Colorado ski real estate is the most established alpine property market in the Western Hemisphere — and the most expensive. Aspen's average transaction price exceeds USD 8M. Vail averages USD 3.5M. Even Breckenridge, the market most accessible to buyers with a USD 800k–2M budget, has seen 60% appreciation since 2019.

Sarah Whitmore will be joined by Colorado specialist David Chen of Mountain & Alpine Realty for this tour — a buyer-only advisor based in Breckenridge who has studied the Colorado ski market for twelve years. The tour is honest about pricing: it's designed to show buyers where genuine value exists, where the price is justified by rental demand, and where the trophy-property premium is not recoverable.

Your tour guide

David Chen

Senior Partner, Mountain & Alpine Realty · Breckenridge

David has been working as a buyer-only advisor in the Colorado ski market since 2012, having moved from San Francisco where he worked in commercial real estate. He chose to go deep on Colorado skiing because he believed — correctly — that the international buyer market was underserved and underinformed. He tracks verified rental data for over 180 Breckenridge properties, making his yield projections the most accurate in the market.

Day-by-day itinerary

Day 1 — Sunday 8 Mar

Arrivals in Breckenridge

Arrive Denver International Airport. Private transfer to Breckenridge (2 hours, I-70 west). Welcome dinner with David Chen — an honest market briefing covering Aspen's USD 8M+ average, Vail's institutional ownership, and why Breckenridge remains the most interesting value proposition for buyers with a USD 1–3M budget.

Day 2 — Monday 9 Mar

Breckenridge Ski-In/Ski-Out

Three properties in Breckenridge: a 2-bed ski-in/ski-out condo at Peak 9 (USD 980k, rental income USD 68k/year verified); a 3-bed townhouse in Blue River (USD 1.4M, 5 min walk to lifts); and a single-family home 10 min drive to the ski area (USD 1.1M, large lot, Airbnb-viable). Afternoon skiing (all levels).

Day 3 — Tuesday 10 Mar

Vail — Value in the Villages

Drive to Vail (1.5 hours). Vail is the most internationally recognised Colorado resort but difficult for buyers under USD 2.5M. David shows two approaches: a 1-bed in Vail Village (USD 1.4M, genuine ski-in/ski-out, limited supply) and a 3-bed in East Vail (USD 1.8M, 15-min bus to Vail Village). Full-day skiing at Vail Mountain.

Day 4 — Wednesday 11 Mar

Aspen — Trophy Market Reality

Drive to Aspen (2.5 hours). Aspen is the most expensive ski market in North America and one of the most expensive globally. David's briefing: what drives Aspen's price, who the buyer is, and whether international buyers can compete. One property viewing (USD 4.5M, for context). Afternoon in Aspen town — mall, Maroon Bells view.

Day 5 — Thursday 12 Mar

Finance Session & Departures

US ski property finance for international buyers: LLC structure, HOA analysis (Breckenridge has some of the lowest in Colorado), STR licensing in Colorado (Breckenridge is STR-friendly; Vail has strict limits). Return to Denver for departures.

What's included

✓4 nights across Breckenridge and Vail (ski hotel)
✓2-day lift pass (Breckenridge and Vail)
✓Private vehicle all ground transport
✓Welcome dinner and two hosted group dinners
✓Expert guides: David Chen (Mountain & Alpine Realty) + Sarah Whitmore
✓STR licensing briefing by Colorado specialist
✓Post-tour follow-up call

Not included

–International flights to/from Denver
–Lunches
–Ski equipment hire
–Property purchase costs

What past attendees say

“I came sceptical and left with a signed reservation. The local partner knew every corner of the market — including deals that never reach the portals.”

R.M. · London

“Six viewings in four days, all pre-vetted. No time-share pressure, no developer sales rooms. Just real properties with honest pricing.”

P. & A. Chen · Singapore

“The group dynamic surprised me — twelve serious buyers comparing notes creates a remarkably useful signal on what's genuinely worth pursuing.”

D.K. · Dubai

Frequently asked questions

Everything you need to know before reserving your seat.

Do I need a visa for this destination?+

Visa requirements depend on your passport. We send pre-departure guidance with current entry rules to all confirmed attendees. Most destinations offer visa-on-arrival or e-visa for major passport holders.

What happens to my deposit if I change my mind?+

Your deposit is fully refundable up to 8 weeks before departure, no questions asked. After that, we work with you to defer your place to a future tour in the same region.

Can solo travellers join?+

Absolutely — around a third of our attendees travel solo. Tours are structured around property viewings and expert sessions, not couples activities. Solo travellers consistently tell us it's a highlight of the experience.

Are properties developer-pushed, or genuinely curated?+

We are strictly buyer-side. No developer pays to have their property on our itinerary. Every viewing has been independently sourced and pre-vetted by our local partner for title, planning status, and realistic pricing.

How are flights and hotels handled?+

Flights are booked independently — we send a preferred routing guide 8 weeks before departure. Ground transport, accommodation during viewings, and curated meals are all included in the tour price.

🗓 8–12 Mar 20274 seats left

Express interest

Reserve your seat with a USD 640 refundable deposit. No commitment until you confirm.

WHY HHT TOURS?

✓Buyer-side experts only — no developer commissions

✓Max 12 investors per group — exclusive, focused touring experience

✓Pre-vetted properties with legal title confirmed

✓Deposits fully refundable until 8 weeks before departure