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).

Palawan Island Hopping




Private Palawan Island Getaway

“Anytime” Trip: You choose when you want to go!


“Anytime” Trip: You pick the dates, we take care of the rest!


“Anytime” Trip: You choose when you want to go!

Headliner Trips (Monsoons)

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

Azerbaijan and NakhchivanTBATBA2018$520 USD: Baku, Nakhchivan, and possibly more!
ArmeniaTBATBA2018$490 USD: Yerevan, Dilijan, Gyumri, and more!
JapanSep 01Sep 182018$1650-1950 USD: Okinawa, Nagasaki, Hiroshima, Kobe, Osaka, Kyoto, Tokyo, & Sapporo
The Edge Of The World/Least Visited Countries TourDec 28Jan 162018$3000-$6000 USD 19 nights and 17 days: Marshall Islands, Nauru, Kiribati, Solomon Islands, Vanuatu, Fiji, Tuvalu
Extreme OzTBATBA2019$2000 USD: Papua New Guinea, Southern Australia, Tasmania
Pacific Island HoppingTBATBA2019$7000 USD: New Zealand, Niue, Cook Island, New Caledonia, Tonga, Wallis and Futuna, American Samoa, French Polynesia

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!

Palawan Island HoppingSep 29Oct 092018$845 USD, 8 nights, 9 days: Manila – Palawan Islands – Manila
Rural PhilippinesOct 10Oct 252018$800 USD, 4 nights, 5 days: Manila – Angeles – Laoag – Batac – Vigan –Manila
Christmas in MyanmarDec 20Dec 272018$910 USD, 6 nights, 7 days: Yangon – Bagan – Mandalay – Nyaungshwe – Kalaw – Yangon
May Day In CubaApr 25May 22018$900 USD, 7 nights, 9 days: Havana-Trinidad-Cienfuegos-Santa Clara-Havana-Viñales (optional)

“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!

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