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9 days
from US $2170

Buena Vista Sailing Club

Cuba

Get ready to step back in time and party like it’s 1953. Hang in Havana, get serenaded in Santiago, play in pretty Camaguey, haggle your heart out and sprawl on the beach...

7 days
from US $1355

Here comes the boom

British Virgin Islands

Life sounds pretty good when your biggest problem is deciding which deserted island to sail to next, but this isn’t a strange far-off mirage. Just whip out your swimsuit...

9 days
from US $510

My Camel Humps

Egypt

Cairo is your kickoff point, check out the Pyramids and Sphinx while you’re in the area. Head on to Aswan for temples, bazaars and a felucca sailboat or camel ride, next...

9 days
from US $620
Sale price from US $465

Vintage Cuba

Cuba

Mojito’s are delicious. And available in abundance in Cuba. Yesssss. Start and finish in Havana, swing through Santa Clara (aka Che Guevara town), Trinidad (aka beach,...

15 days
from US $2155

Some of my best friends are Peruvian

Bolivia, Peru

Lima to La Paz. With a whole lot of jungly times, Pisco Sour times, Inca Trail times, Machu Picchu times, and Lake Titicaca times in between. Ie, 15 days of epic exploring,...

19 days
from US $2110

Che it like you mean it

Argentina, Bolivia, Chile

Bolivia, Argentina and Chile – a trip straight through the guts of South America. Forage through La Paz’s wack market stalls, journey into the underground in Potosi...

13 days
from US $1205

Sloth Is Not A Sin

Costa Rica, Panama

Kick things off in Costa Rica, chow down on some churros the San Jose way, get your rasta on in Puerto Viejo and mimic the slo-mo sloths. Blink and you won’t miss ‘...

17 days
from US $1005

Caribbean There, Done That

Belize, Guatemala, Mexico

Mexico, Belize and Guatemala – three very tight Amigos. Play like a player in Playa del Carmen and take it easy in Tulum. Delve into island life and underwater worlds...

21 days
from US $2020
Sale price from US $1,818

Handy Andes

Bolivia, Peru

Lima to La Paz. What a guy. Pitter-patter about Lima’s historical centre, spot birds in the Ballestas Islands and swan about lovely Cuzco before taking on the Inca Trek....

from US $2360
Sale price from US $1,440

Kudu You Think You Are - Reverse

Botswana, Namibia, South Africa, Zimbabwe

Zip up north from Cape Town into Namibia and chill by the banks of the Orange River – scenic it is, orange it ain’t. Clamber up Sossusvlei’s dunes for sunrise...