The High Road South
Six days from the cool of the growing country down to the wild South Pacific — a working coffee-and-avocado finca at altitude, the Whale's Tail, sea caves in the headland, and the jungle coast of Manuel Antonio.
The journey
The south is the Costa Rica even most repeat visitors never reach. This journey starts high, in the mist and the coffee and avocado groves of Tarrazú — the country's most celebrated growing country — then takes the long, spectacular road down out of the mountains to a stretch of Pacific the crowds haven't found. A sandbar shaped like a whale's tail you walk at low tide. Caves the sea has cut through the rock. Whales that come here to calve. And to finish, the famous jungle coast — done the one way it's still worth doing. Cool to warm, bean to blue, every mile of it handled.



The ground you'll cross
Region to region, one unbroken line.
Each marker is a region you'll wake up in; the dotted line is the route that strings them together — every boat, flight and road transfer between handled for you.
- Airport pick-up
Fly into San José (SJO) — our recommended routing. We meet you at whichever airport works for your flights.
Tarrazú
Uvita
Manuel Antonio- Airport drop-off
Fly home from San José (SJO) — our recommended routing.
The journey, day by day
Six days, handled.
- Day 01
Up into the growing country
We meet you in San José and climb south into the Talamanca highlands — the air cooling, the Central Valley dropping away, whole ridgelines turning to coffee and avocado. Settle into a stay among the rows in Tarrazú, the heart of Los Santos. An easy first evening at altitude, the quietest start there is.
- Day 02
Hand to cup, then the long way down
A morning on a working family finca that grows both — coffee and avocado — not the tourist mill, the real thing: into the rows with the grower, the picking, the wet mill and the drying patio, the avocado trees heavy on the slope, and a proper cupping at the end, the way the people who live by it taste it. Then the descent the trip is named for — down out of the high country, through the green valley, and over to the sea, the temperature climbing the whole way. You arrive on the Costa Ballena in time for the first ocean sunset.
- Day 03
The Whale's Tail & the sea caves
The wild south coast, the local way. Out onto the Whale's Tail — the great sandbar at Marino Ballena that draws into a perfect fluke when the tide pulls back — walked while the water's still out. Down the coast to Playa Ventanas, where the sea has cut caves and tunnels clean through the headland, there to step into between the sets. A hidden waterfall in the afternoon — the kind with no parking lot and no line. The day is built around the tide, not the clock.
- Day 04
Out on the water, then north
A morning at sea. In the whale months, by boat into Marino Ballena — the humpbacks that come all this way to calve, one of the longest whale seasons anywhere on earth, dolphins running the bow. Out of season, the same boat runs to the clear water off Caño Island, or into the Térraba–Sierpe mangroves by kayak. In the afternoon, the short coast road north to Manuel Antonio, the jungle crowding back up against the sea.
- Day 05
Manuel Antonio, before the crowd
The famous park, done the off-grid way — first through the gate at opening, ahead of the day's crowds, with a naturalist who finds the sloth, the squirrel monkeys, the toucans you'd have walked straight past. Out onto its jungle-backed beaches while they're still quiet. The afternoon is yours: a hidden cove, or nothing at all.
- Day 06
The road home
A last morning by the Pacific, then the easy run back to San José and home — the coffee country, the whales, and the jungle coast all behind you.
Yours to shape. Add a night in the coffee highlands, trade the boat day for a second slow morning by the sea, or carry on south to the Osa. Every journey is built around you.
What’s included
- Airport pickup and drop-off
- All transfers
- Five nights' lodging across the coffee-and-avocado highlands and the South Pacific, in your chosen style
- The Tarrazú coffee-and-avocado finca morning
- The Whale's Tail & Playa Ventanas day
- The boat day — whales, Caño Island, or the mangroves, by season
- Manuel Antonio with a private naturalist and early entry
- Private guide and transport throughout
- All park and reserve fees
- Daily breakfast
Not included
- International flights
- Most lunches and dinners
- Gratuities
- Travel insurance
The essentials
What you can count on, before a word is exchanged.
Airport to airport
Six days, five nights. Arrive and depart from whichever airport suits you — we suggest San José for the south, the natural gateway with the shortest, cleanest routing. We meet you when you land and return you there, and every transfer between is ours to handle. Liberia works too — it's a longer haul to this corner of the country, and we simply fold the difference into your proposal.
Private
The journey is yours and your party's alone.
Where you stay
Entirely your choice, from the character of a coffee estate in the hills to the South Pacific's most exclusive addresses on the coast. We build the journey around the comfort you want.
Whales & tides
Humpback whale watching is seasonal — roughly late July to October and December to March; out of season the boat day runs to Caño Island or the Térraba–Sierpe mangroves instead, so it delivers either way. The Whale's Tail sandbar and the Ventanas sea caves only open up at low tide, so that day is planned around the tide table, not the clock.
Pricing
Each journey is composed individually — priced on enquiry, never from a fixed list. Tell us who's travelling and how you like to stay, and we prepare a proposal made for you.
Season
Wonderful year-round; the drier months (December–April) bring the clearest coast, and the green season is lush and uncrowded.
Plan this journey
Tell us who’s travelling and how you like to stay. We build the rest.
Priced on enquiry — composed for your party, never from a fixed list. We reply personally, usually within a day.