São João Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in São João
Azoris Faial Garden
Rua Consul Dabney S/N Horta
Fully refundableReserve now, pay when you stay
S$113
7 Oct - 8 Oct
includes taxes & fees
8.8/10 Excellent! (303 reviews)
"O always stay here and everything is normally ok. This time, the hotel looks a little run down, the rugs look Very Old and stained, my room the AC was not working properly. Complained about it and nothing was done. The last night the AC turned off and we were HOT all Night."
Reviewed on 3 Sept, 2026
Hotel Caravelas
Rua Conselheiro Terra Pinheiro, 3 Madalena
S$142
7 Oct - 8 Oct
includes taxes & fees
8/10 Very good! (245 reviews)
"The hotel was well located close to everything. The room was a big ions but the bed was confortable and quiet. When we entered our room the first day the fridge was not working but they changed our room. The breakfast buffet was included. The first 4 mornings it was good with all you need but the ..."
Reviewed on 1 Sept, 2026
Vinhas do Calhau
Porto do Calhau 42 Madalena Madalena
S$192
7 Oct - 8 Oct
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular São João attractions
São João Forest Reserve
9.2/10 (21 reviews)
Explore the great outdoors at São João Forest Reserve, a lovely green space in São João.
What to do in São João
From Madalena: Pico Volcanoes and Lakes Guided Day Tour
S$133
per adult
Pico Island: Whale Watching Experience from Lajes do Pico
S$103
per adult
100% of travellers recommend
Frequently asked questions
What are the cheapest months to go to São João?
The off-season is the best time to travel to São João if you're on a budget. Another tip for getting cheap São João holiday packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for São João?
With a well-planned schedule, you can easily visit the most popular São João sights in a few days. But if you want to venture off the beaten track or go on day trips, think about booking your São João holiday for longer.
How to find the best São João package deals?
Begin your search for a São João package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal São João package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your São João escape underway.
When to book a holiday package to São João?
Land amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu São João break.
How to plan a trip to São João?
- Choose when to get away: Check your schedule and pack your bags. Your preferred season and the available activities will also help you decide when to holiday in São João.
- Work out your budget: Ensure you have enough money to pay for everything from transportation and food to experiences and flights. Your hotel will probably be the biggest expense during your trip to São João.
- Decide how long to go for: Now that you know more about São João, you can work out the perfect length of your holiday. Put together a rough itinerary and allocate enough time to cover everything you want to do.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a São João holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
