Join a Monsoon!

Journey with the core staff of The Monsoon Diaries on our premier-level tours to destinations we’ve never been. These trips are our signature expeditions designed to push the limits of travel (aka monsooning).

Headliner Trips (Monsoons)

Our signature headliner trips, aka monsoons, designed and led personally by Calvin and his fellow monsooners.

Destination Start End Year Details
Dec: West Africa – The Gulf of Guinea Dec 28 Jan 13 2023-2024 $2700-$5300: Nigeria, Togo, Benin, Ghana, São Tomé and Príncipe, Gabon, Cameroon, Equatorial Guinea
Feb: The Hokkaido Snowpocalypse (Ski & Snowboard) Feb 17 Feb 23 2024  $1600: Niseko United Ski/Snowboard Resort w/ optional day trip to Rutsusu, Sapporo
Feb: The Pacific Island Hopper Feb 23 Mar 2 2024  $4900: Taipei, Palau, Saipan, Guam, The Federated States of Micronesia, Hawai’i
AprLibya Apr 16 Apr 20 2024 $2100 (early bird) – $2900 (full price): Tripoli, Sabratha, Jebel Nafusa, Gharyan, Leptis Magna
AugPapua New Guinea Aug 16 Aug 29 2024 $3000-$5800 USD: Mt. Hagen & Bougainville
Kaliningrad & Lithuania Jul Jul TBD $590 USD: Kaliningrad, Vilinius, Trakai
Extreme Oz Aug Aug TBD $1900 USD: Southern Australia, Tasmania
Pacific Island Hopping II Aug Aug TBD New Zealand, Niue, Cook Island, New Caledonia, Wallis and Futuna, American Samoa


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 2024 $800 USD, 4 nights, 5 days: Manila – Angeles – Laoag – Batac – Vigan – Manila
May Day In Cuba Apr 30 May 7 2024 $900 USD, 7 nights, 9 days: Havana-Trinidad-Cienfuegos-Santa Clara-Havana-Viñales (optional)
Colombia May 11 May 18 2024 $1295 USD, 8 nights, 9 days: Bogotá – Santa Marta – Sierra Nevada National Park – Cartagena – Medellín
Palawan Island Hopping Sep 30 Oct 09 2024 $845 USD, 8 nights, 9 days: Manila – Palawan Islands – Manila
Christmas in Myanmar Dec 20 Dec 27 2024 $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