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.

Destination Start End Year Details
Armenia Nov 12 Nov 18 2018 $520 USD: Yerevan, Dilijan, Gyumri, and more!
The Edge Of The World/Least Visited Countries Tour Dec 28 Jan 16 2018 $3100-$6500 USD 19 nights and 17 days: Marshall Islands, Nauru, Kiribati, Solomon Islands, Vanuatu, Fiji, Tuvalu
Greenland Sept 16 Sept 25 2019 $4225 USD: Reykjavik, Akureyri, East Greenland Sea, Scoresbysund, Røde Fjord, Sydkap, Rømer Fjord, and more!
Extreme Oz TBA TBA 2019 $2000 USD: Papua New Guinea, Southern Australia, Tasmania
Pacific Island Hopping TBA TBA 2019 $7000 USD: New Zealand, Niue, Cook Island, New Caledonia, 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!

Destination Start End Year Details
Palawan Island Hopping Sep 29 Oct 09 2018 $845 USD, 8 nights, 9 days: Manila – Palawan Islands – Manila
Rural Philippines Oct 10 Oct 25 2018 $800 USD, 4 nights, 5 days: Manila – Angeles – Laoag – Batac – Vigan – Manila
Cuba Nov 5 Nov 14 2018 $895-1190 USD, 8 nights, 9 days: Havana – Cienfuegos – Trinidad – Santa Clara – Viñales
Colombia Nov 15 Nov 23 2018 $1295 USD, 8 nights, 9 days: Bogotá – Santa Marta – Sierra Nevada National Park – Cartagena – Medellín
Christmas in Myanmar Dec 20 Dec 27 2018 $910 USD, 6 nights, 7 days: Yangon – Bagan – Mandalay – Nyaungshwe – Kalaw – Yangon
May Day In Cuba Apr 25 May 2 2019 $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!

Destination Details
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