São João Holidays

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Top hotels in São João

Azoris Faial Garden

Azoris Faial Garden

4 out of 5
Rua Consul Dabney S/N, Horta
Fully refundableReserve now, pay when you stay
The price is S$134 per night from 29 Aug to 30 Aug
S$134
29 Aug - 30 Aug
includes taxes & fees
8.6/10 Excellent! (243 reviews)
"Horta is such a gem of an island—absolutely stunning! We booked this hotel last-minute and lucked out with one of the last two rooms available. Snagging the ocean view was totally worth it—the views were incredible and made for the perfect backdrop to our stay. The location couldn’t have been better! ..."

Reviewed on 1 Aug, 2025

Azoris Faial Garden
Pico Vineyards

Pico Vineyards

4 out of 5
Rua da Igreja - ER 1 2, Madalena, Azores
The price is S$320 per night from 4 Sept to 5 Sept
S$320
4 Sept - 5 Sept
includes taxes & fees
8/10 Very Good! (1 review)
"This is a beautiful property that opened 10 days before we stayed, so they were still working out little issues. The staff was very solicitous and the wine tasting in the cave was a really nice experience. The pool for the main rooms is indoor and lovely. The VIP rooms have their own small pools. ..."

Reviewed on 12 Jul, 2025

Pico Vineyards
Hotel Caravelas

Hotel Caravelas

4 out of 5
Rua Conselheiro Terra Pinheiro, 3, Madalena
The price is S$174 per night from 16 Sept to 17 Sept
S$174
16 Sept - 17 Sept
includes taxes & fees
7.8/10 Good! (203 reviews)
Very good hotel.
"Our room and bathroom were very good, with large comfortable bed, excellent bedding and towels and very clean. The breakfast buffet was good and opened at 7.00, allowing time to start activities early. Our only disappointment was that we arrived at 10.00 on the ferry from Horta and, whilst knowing ..."

Reviewed on 17 Jun, 2025

Hotel Caravelas
See all 367 properties in São João
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.

What to do in São João

3H Buggy tour of Pico Island vineyards

3H Buggy tour of Pico Island vineyards

S$367
per adult
3H Buggy tour of Pico Island vineyards
Buggy Tour by Lagoas and Mountain House

Buggy Tour by Lagoas and Mountain House

S$367
per adult
Buggy Tour by Lagoas and Mountain House
Pico Island: Whale Watching Experience from Lajes

Pico Island: Whale Watching Experience from Lajes do Pico

S$105
per adult
Pico Island: Whale Watching Experience from Lajes do Pico
See all activities in São João

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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.