Vail Colorado: New for 2026!

Vail Colorado: New for 2026!Join us this winter on one of our truly unique ski vacations for singles and solo travelers.ABOUT TRIP 03/22/2026 – 03/28/2026 All Ages Shared Room $4,150 Private Room $4,950 Pre-Nights $ 420 Trip Package Details > Trip Itinerary > Hotel Information > Trip Resources > Hi I’m Chuck the “Ski Guy”…

Jackson Hole: Week One

Jackson Hole: Week OneJoin us this winter on one of our truly unique ski vacations for singles and solo travelers. 02/01/2027 00:00:00 ABOUT TRIP 02/01/2027 – 02/07/2027 Group: 30-50 guests Shared Standard Room $2,100 Private Standard Room $2,600 Private Deluxe Room $2,900 Pre-Nights $195 Trip Package Details > Trip Itinerary > Hotel Information > Trip…

Steamboat Colorado: Back for 2026!

Steamboat Colorado: Back for 2026!Join us this winter on one of our truly unique ski vacations for singles and solo travelers. 02/22/2027 00:00:00 ABOUT TRIP 02/22/2027 – 02/28/2027 All Ages Shared Room $3,825 Private Room $4,450 Pre-Nights $ 450 Trip Package Details > Trip Itinerary > Hotel Information > Trip Resources > Hi I’m Chuck…

Jackson Hole: Week Two

Jackson Hole: Week TwoJoin us this winter on one of our truly unique ski vacations for singles and solo travelers. 02/08/2027 00:00:00 ABOUT TRIP 02/08/2027 – 02/14/2027 Two Weeks To Choose From! Shared Standard Room $ 2,300 Private Standard Room $ 2,800 Private Deluxe Room $3,100 Pre-Nights $195 Trip Package Details > Trip Itinerary >…

Summer – Aspen/Snowmass Adventure Sports Trip

Summer – Aspen/Snowmass Adventure Sports TripJoin us this summer on one of our truly unique sports week of fun for singles and solo travelers. 08/11/2024 00:00:00 ABOUT TRIP 08/11/2024 – 08/17/2024 Summer Adventure Trip! Shared Room $2,475 Private Room $2,960 Pre-Nights $220 Trip Package Details > Trip Itinerary > Hotel Information > Trip Resources >…

Park City Utah

Park City UtahJoin us this winter on one of our truly unique ski vacations for singles and solo travelers. 03/23/2025 00:00:00 ABOUT TRIP 03/23/2025 – 03/29/2025 Spring Skiing at its best! Shared room $3,215 Private Room $4,115 Pre-Nights $350 Season Pass Holders Will Receive a $400 Discount During Registration. Airfare Not Included Trip Package Details…

Aspen/Snowmass – Week 2: High Season Skiing!

Aspen/Snowmass – Week 2: High Season Skiing!Join us this winter on one of our truly unique ski vacations for singles and solo travelers. 03/15/2027 00:00:00 ABOUT TRIP 03/15/2027 – 03/21/2027 All Ages Welcomed! Shared Standard Room $3,250 Private Standard Room $4,400 Pre-night $440 Trip Package Details > Trip Itinerary > Hotel Information > Trip Resources…

Whistler Blackcomb: Back For 2026!

Whistler Blackcomb: Back For 2026!Join us this winter on one of our truly unique ski vacations for singles and solo travelers. 03/08/2027 00:00:00 ABOUT TRIP 03/08/2027 – 03/14/2027 All Ages Shared Room $2,525 Private Room $3,300 Pre-Nights $ 275 Trip Package Details > Trip Itinerary > Hotel Information > Trip Resources > Hi I’m Chuck…

Match: Singles Ski Vacation to Telluride

Our Ultimate Luxury Singles Ski & Spa Vacation Join us this winter for our 8th annual luxury singles ski vacation to Telluride, Colorado. This is our most inclusive and high-end trip to date. The Peaks Resort and Spa defines classic luxury and enjoys a full five star rating. This is the quintessential ski in/out luxury…

Lake Tahoe 3 Resorts: Heavenly – Kirkwood – Northstar

Lake Tahoe 3 Resorts: Heavenly – Kirkwood – NorthstarJoin us this winter on one of our truly unique ski vacations for singles and solo travelers. 01/18/2027 00:00:00 ABOUT TRIP 01/18/2027 – 01/24/2027 Ideal for All Ages of Skier & Boarder Private Suite $3,725 Shared 2 Queen Suite $3,025 Pre-Trip Nights $330 Trip Package Details >…