
Caribbean Grand Journey
Signature journey15 days · Dominican Republic · Cuba · Mexico
A connected Caribbean route built around culture, coast and the time between places, not a checklist of airports.
Explore journeyCubaMexicoArgentina
Havana at dusk, the tobacco valleys of Viñales and colonial Trinidad, on one unhurried route.
Book each part on its own, or let us put the whole journey together.
FlightsFares on the world’s airlines, ticketed as soon as you pay.Explore
HotelsStays in cities and resorts worldwide, priced live for your dates.Explore
JourneysMulti-day routes with the nights, drives and guides arranged.Explore
ActivitiesDay experiences on set dates at a published price.Explore
TransfersAirport pickups and intercity rides, booked before you land.Explore
Visas & entryWhat your passport needs, and the document filed for you.Explore
InsuranceTravel cover that is valid where you are going.Explore Three countries, three completely different ways to travel.
Culture · Coast · CharacterCubaHavana energy, colonial cities and Caribbean coastlines in one layered journey.Explore Cuba
Food · History · SeaMexicoCurated city, heritage and Riviera experiences with seamless logistics.Explore Mexico
City · Wine · PatagoniaArgentinaBuenos Aires, Mendoza and the south shaped into a cinematic escape.Explore Argentina Focused routes with enough time to experience the places properly.
CubaClassic CubaHavana · Varadero · Cienfuegos · Trinidad · Santa Clara8 days · 7 nightsNext 1 Feb 2027
Multi-countryCaribbean Grand JourneyDominican Republic · Cuba · Mexico15 days · 14 nightsNext 20 Jan 2027
ArgentinaArgentina EssentialsBuenos Aires · Polo estancia · Mendoza7 days · 6 nightsNext 14 Jan 2027Guided days out on real dates, at the price on the card.
From HavanaPinar del Río & Viñales Valley ExperienceFull dayNext departure Sun, 11 Oct 2026
From VaraderoCayo Blanco by catamaranFull day, over 7 hoursUp to 30Next departure Mon, 2 Nov 2026
HavanaHavana Local Culture & Classic Cars ExperienceUp to 3 hoursUp to 21Next departure Sun, 11 Oct 2026
From HavanaLas TerrazasFull day, over 7 hoursUp to 15Next departure Sun, 1 Nov 2026
15 days · Dominican Republic · Cuba · Mexico
A connected Caribbean route built around culture, coast and the time between places, not a checklist of airports.
Explore journeyReal fares and stays, searched every day, booked with the same team, checkout and support.
Lowest fares our daily search found, for the date shown. Airlines change fares through the day; the price at checkout is the one you pay.
from$69/nightCancúnMexico · 20 hotels
Mexico CityMexico
from$47/nightBuenos AiresArgentina · 20 hotels
from$83/nightLos CabosMexico · 20 hotels
from$27/nightSanto DomingoDominican Republic · 20 hotels
from$43/nightBarilocheArgentina · 20 hotelsCheapest night our daily search found for two adults a month ahead, card fee included. Choose your own dates on the next page.
From the first idea to the day you fly home, in four steps.
Tell our planner where, when and how you like to travel, in your own words. It answers with a day-by-day route built from what we can actually book, and our team takes it from there.
Book and pay in one step, and your booking reference arrives straight away.
Guides and notes from the places we send people.
GuidesHavana in 48 hoursTwo days is not enough for Havana, but it is enough to see it properly if you stop trying to see all of it.
DestinationsA week in Yucatán: ruins, cenotes and the drive between themThe peninsula is flat, the roads are good and the distances are shorter than the map suggests. It is the easiest self-drive in Mexico.
DestinationsPatagonia, and how much of it you can actually seeThe region is the size of a country and travellers routinely underestimate it by half. Here is what fits in a week, and what does not.The ones we hear most. Everything else is in the help centre, or one message away.
All questionsChoose your trip, hotel, tour or transfer on our website, enter the travellers’ details and pay. You receive your booking reference and confirmation straight away. You can also book through our team.
When you book. Payment is taken in the same step as the booking, by card or by bank transfer, and your receipt comes with your booking reference.
Credit and debit cards through our secure payment provider, and bank transfer.
After payment we issue your ticket and email you the airline booking reference and e-ticket number, usually within a few hours.
Each hotel shows its meal plan, such as room only, bed and breakfast or all inclusive. Any upgrade, such as half board, is shown with its price before you book.