Headliner Trips (Monsoons)
Our signature headliner trips, aka monsoons, designed and led personally by Calvin and his fellow monsooners.
| Destination | Start | End | Year | Details |
|---|---|---|---|---|
| Mar: The Alps | Mar 25 | Apr 3 | 2026 | $75-$2050: Alpe d’Huez, France (TOMORROWLAND WINTER) to Zermatt, Switzerland |
| May: Annual Upstate NY Camping | May 15 | May 17 | 2026 | $80: Wallkill River, NY + Bobo’s Farm |
| Jul: Tomorrowland 2026 | Jul 23 | Jul 28 | 2026 | $1600: Tomorrowland 2026 |
| Dec: East Coast Skiing/Snowboarding | Jan TBD | Jan TBD | 2027 | $240: TBD |
| Apr: Paraguay | Apr TBD | Apr TBD | 2027 | $945: Asunción, Trinidad |
| Jun: The Trans-Canada Highway | June TBD | June TBD | 2027 | $2590: 18 days – Halifax, Prince Edward Island/Charlottesville, Bay of Fundy, Fredericton, Quebec City, Ottawa, Toronto, Sault Ste Marie, Thunder Bay, Winnipeg, Saskatoon, Edmonton, Banff, Vancouver, Victoria |
| Sept: Kyrgyzstan | Sept TBD | Sept TBD | 2027 | $TBD: Bishkek, Ala Archa, Tokmok, Kochkor, Song Köl, Karakol, Issy Köl, Ak Suu, Alta Köl, Cholpn Ata, Osh, Jalal Abad |
| Kaliningrad & Lithuania | Jul | Jul | TBD | $590 USD: Kaliningrad, Vilinius, Trakai |
| Extreme Oz | Aug | Aug | TBD | $1890 USD: Southern Australia, Tasmania |
| Aug-Sept: Pacific Island Hopping II: Auckland Base | Aug | Sept ?? | TBD | $3950: New Zealand, Niue, Cook Island, New Caledonia, Wallis and Futuna |
Partner Trips
We’ve designed some of these ourselves, we’ve led trips there before, and now we’re offering them again with the help of our travel friends & partners around the globe!
| Destination | Start | End | Year | Details |
|---|---|---|---|---|
| Extreme Philippines | Apr 18 | Apr 25 | 2026 | $800 USD, 4 nights, 5 days: Manila – Angeles – Laoag – Batac – Vigan – Manila |
| May Day In Cuba | Apr 30 | May 7 | 2026 | $900 USD, 7 nights, 9 days: Havana-Trinidad-Cienfuegos-Santa Clara-Havana-Viñales (optional) |
| Colombia | May 11 | May 18 | 2026 | $1295 USD, 8 nights, 9 days: Bogotá – Santa Marta – Sierra Nevada National Park – Cartagena – Medellín |
| Palawan Island Hopping | Sep 30 | Oct 09 | 2026 | $845 USD, 8 nights, 9 days: Manila – Palawan Islands – Manila |
| Christmas in Myanmar | Dec 20 | Dec 27 | 2026 | $910 USD, 6 nights, 7 days: Yangon – Bagan – Mandalay – Nyaungshwe – Kalaw – Yangon |
“Anytime” Trips (Trips On Demand)
Whenever you want to go, these destinations are offered all year-round, anytime you want (weather depending), on demand! We’ve set them up so you can just pick your dates and we’ll take care of the rest!
| Destination | Details |
|---|---|
| Unknown UAE | $175 USD: Dubai, Sharjah, Ajman, Umm Al Quwain, Fujairah, Ras al Khaimah, Madha, Nahwa, optional day trip to Khasab (Musandam Oman) and/or Abu Dhabi – September to May weekends only. Maximum of 4 people per group. |
| Australia & New Zealand | $1250-3700 USD: Sydney, Brisbane, Cairns, Great Barrier Reef, Uluru, Melbourne, Auckland, Rotorua, Wellington, Christchurch, Queenstown, Milford Sound |
| Antarctica | $5550 USD (starting price) per person, various itineraries from Antarctica Peninsula to South Pole |
| The Baltic Crescent | $750-1400 USD per person, various itineraries that include Denmark, Norway, Sweden, Finland, Estonia, Latvia, and Lithuania |
| Cuba | $60 USD (starting price) per person, various itineraries including Havana-Trinidad-Cienfuegos-Santa Clara-Viñales |
| Private Palawan Island | $200-$245 USD per night (group rate) or $895 USD per person for 1 week (sample price) of planned activities |
| Southern Africa | $1850 USD per person, various itineraries that include South Africa, Namibia, Botswana, Zambia, Zimbabwe, Lesotho, Swaziland, Mozambique |