Holidays arranged on the island
Every holiday we sell, in one place: self-drive 4x4 circuits, two-island trips to Príncipe and luxury stays, all arranged by people who live here. Published prices, full itineraries, and a written quotation before you commit to anything.
Island based
We live here
8 holidays
Published and priced
From €990
For two, seven nights
Two sharing
Per person basis
The collection
Prices are the published package totals. Per person figures assume two people sharing unless the card says otherwise. Every card links to the full day-by-day itinerary on its own page, and enquiries go to the same team that runs the trips.
Your own 4x4, handpicked stays and a route that is yours to change. We book the vehicle, the rooms and the transfers, then hand you the keys in daylight with a map of our own pins.
8 DAYS / 7 NIGHTS
€990 total for two
€495 per person, based on two sharing. €1,340 for three (€447 per person)
8 DAYS / 7 NIGHTS
€1,190 total for two
€595 per person, based on two sharing. €1,590 for three (€530 per person)
11 DAYS / 10 NIGHTS
€1,390 total for two
€695 per person, based on two sharing
8 Days / 7 Nights
€1,590 for two
€795 per person, based on two sharing
São Tomé and Príncipe in one trip, with the 40 minute domestic flight and the transfers on both islands arranged around your dates.
9 Days / 8 Nights
€2,890 for two
€1,445 per person, based on two sharing
15 Days / 14 Nights
From €4,690 for Two
From €2,345 per person in low season, based on two sharing
7 Days / 6 Nights
From €3,190 for Two
From €1,595 per person, based on two sharing
The two-island route with five nights in the Príncipe Collection and boutique hotels on São Tomé, for travellers who want the comfort dialled up.
11 Days / 10 Nights
From €3,990 for two
From €1,995 per person, based on two sharing
No fixed package and no invented starting price. Tell us the trip you want and we send one written quotation with the itinerary, the inclusions and the total.
Your dates
Quotation once we know your dates
Priced per person after the itinerary is agreed
Before you choose
Self-drive gives you the island at your own pace: our circuits include the 4x4, the insurance and the stays. If you would rather be driven on some days, guided tours and private drivers can be added to any of these holidays.
Every holiday here mixes properties rather than locking you into one hotel: town guest houses for arrival nights, ecolodges on the coast, historic roça hotels inland and the Príncipe lodges on the second island.
Seven nights covers a full São Tomé circuit without rushing. Nine to ten nights adds Príncipe properly, and two weeks is the version most guests say they wish they had booked first.
The July to September dry season is the busiest window and seats on the Lisbon route fill early. The Eco-Heritage Circuit is priced the same in every season, so shoulder months are worth a look.
There is no passenger ferry. Príncipe is reached on a 40 minute STP Airways flight from São Tomé, with strict luggage limits and a schedule worth checking before you fix onward plans. Domestic flights are usually €240 to €280 per person return.
Accommodation with breakfast where the itinerary says so, the 4x4 where the holiday includes one, airport transfers and direct WhatsApp support while you are here. International flights are booked by you with no mark-up from us, and lunches, dinners and drinks are usually extra.
São Tomé vacations from North America
There are no direct flights from North America. The usual route is through Lisbon with TAP Air Portugal or STP Airways, and from the east coast that works out at sixteen to twenty hours door to door depending on the connection. The flight from Lisbon to São Tomé is around seven hours.
If you would rather not cross Europe, ASKY Airlines flies via Lomé in Togo, partnered with Ethiopian Airlines, which opens a route from Newark and Dulles. It is worth pricing both before you commit to a date.
Our holidays are quoted in euros and priced land only. You book your own international flights directly with the airline, with no mark-up from us, and send us the arrival details so the transfers line up. Bring euros or US dollars for the €20 entry fee on arrival, which is paid in cash, and change money in the city rather than at the airport.
Adding Príncipe means a 40 minute domestic flight from São Tomé with strict luggage limits, usually €240 to €280 per person return. Visa rules depend on your passport, so check the visa guide for your nationality before booking flights.
Why book with us
Every itinerary here is driven, walked and checked by us. If a road washes out or a flight moves, you are dealing with the person who can fix it, not a call centre in another time zone.
We work directly with the guest houses, ecolodges, roça hotels and Príncipe lodges we send you to, which is how availability and room requests get answered quickly.
Vehicle, rooms, transfers, domestic flights and the experiences around them, arranged by one team. Our 4x4s are our own fleet, maintained here, with comprehensive insurance included.
Google reviews
Based on real Google reviews from travellers we have helped plan, explore, and enjoy São Tomé and Príncipe.
Read all reviews on Google“Jack was incredible and professional in helping me plan my visit to São Tomé. He has an exceptional understanding of the island, its people, and the local tourism industry.”
“Absolutely fantastic experience with The Chocolate Islands from start to finish. The service was outstanding, incredibly responsive to every message and request, and completely reliable throughout.”
“We did a north island tour which lasted all day. It was a great introduction to the island. Our guide was very knowledgeable about history, which was just what we were looking for.”
Also on TripAdvisor
Enquiries
Pick the holiday you are interested in, or leave it as a general enquiry. We reply with availability, the current price and the full itinerary in writing before you commit to anything.
Prefer to talk? WhatsApp us on +239 9862552
Unsure is fine. We will suggest holidays that fit your dates.
