São José Holidays
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Top Flight + Hotel Deals in São José
Price found within the past 48 hours. Click for updated prices.
Whales Bay Hotel
€608
per person
6 Oct - 13 Oct
found 1 day ago
Return direct flight included
Madrid (MAD) to Ponta Delgada (PDL)
9.6/10 Exceptional! (127 reviews)
Whales Bay Hotel was an amazing hotel. The grounds are beautiful. The amenities were great as well. The Pool was heated and a great spot to relax with lush greens and palm trees everywhere. The rooms were super clean, modern, and very comfortable. Also, the A/C worked perfectly with multiple zones in the room! The area is also beautiful! It is right by the water with hiking trails within walking distance.
Reviewed on 5 Aug 2026
The Homeboat Company Ponta Delgada
€1,885
per person
6 Oct - 13 Oct
found 1 day ago
Return direct flight included
Madrid (MAD) to Ponta Delgada (PDL)
9.2/10 Wonderful! (9 reviews)
The location was perfect! The accommodations were very nice; it was perfect for four adults. The communication was consistent and clear on how to check in / check out. It included a full mini kitchen so you have the luxury of bringing in your own snacks, but if you don´t, they have snacks and a refrigerated minibar available. Breakfast was included and delivered at a time
Reviewed on 5 Aug 2026
Top hotels in São José
Hotel Talisman
Rua Marques da Praia e Manforte, 40 Ponta Delgada
Fully refundableReserve now, pay when you stay
€170
26 Aug - 27 Aug
includes taxes & fees
9.2/10 Wonderful! (878 reviews)
"Lovely, lovely! The people were so friendly, personal and helpful! I traveled there with my daughter and they brought me a complimentary bottle of wine and a chilled bottle of apple juice for her. The breakfast was excellent in terms of selection and quality. The hotel itself, full of character and ..."
Reviewed on 20 Aug 2026
Vila Gale Collection S. Miguel Hotel
Campo de São Francisco Ponta Delgada
Fully refundableReserve now, pay when you stay
€219
5 Sept - 6 Sept
includes taxes & fees
Hotel Ponta Delgada
Rua João Francisco Cabral 49 Ponta Delgada
€175
30 Aug - 31 Aug
includes taxes & fees
8.4/10 Very good! (458 reviews)
"The hotel staff were very helpful and accommodating."
Reviewed on 22 Aug 2026
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 José attractions
Portas da Cidade
9.6/10 (160 reviews)
You can find out about the history of São José with a stop at Portas da Cidade. While you're in the area, stroll along the seaside.
Antonio Borges Garden
9.2/10 (422 reviews)
Explore the great outdoors at Antonio Borges Garden, a lovely green space in São José. While you're in the area, stroll along the seaside.
Santuário do Senhor Santo Cristo dos Milagres
9.6/10 (85 reviews)
You can find out about the history of São José with a visit to Santuário do Senhor Santo Cristo dos Milagres.
Nossa Senhora da Esperanca Convent
8.8/10 (155 reviews)
You can find out about the history of São José with a stop at Nossa Senhora da Esperanca Convent. While you're in the area, stroll along the seaside.
Gruta do Carvao
9.2/10 (9 reviews)
You can spend time studying the exhibits at Gruta do Carvao during your trip to São José. While you're in the area, stroll along the seaside.
Military Museum of the Azores
8.4/10 (30 reviews)
You can spend an afternoon studying the exhibits at Military Museum of the Azores in São José. While you're in the area, stroll along the seaside.
Santuario Nossa Senhora da Esperanca
9.4/10 (6 reviews)
Learn about the local history of São José when you spend time at Santuario Nossa Senhora da Esperanca. While you're in the area, stroll along the seaside.
What to do in São José
Vila Franca Islet: 0% Carbon Biologist Guided e-Boat Tour
€25
per adult
100% of travellers recommend
São Miguel East Highlights: Furnas & Nordeste + Lunch
€85
per adult
100% of travellers recommend
From Ponta Delgada: Whale and Dolphin Watching Trip
€70
per adult
92% of travellers recommend
Frequently asked questions
What are the cheapest months to go to São José?
If you're looking to snag a cheap São José holiday package, consider travelling in December, January and February. You'll typically find better prices on flights and hotels during these quieter months — perfect for budget-conscious travellers.
How many days is enough for São José?
Typically, a handful of days is enough to explore the top attractions during your São José holiday. However, if you prefer to have more time to relax or go on day trips, think about extending your itinerary.
How to find the best São José package deals?
Use Expedia's filter tool to help you find some fabulous São José package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for São José package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
When to book a holiday package to São José?
If you're planning a spur-of-the-moment São José getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to São José?
- Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to São José.
- Set a budget: Factor in costs such as flights, transportation and food when working out how much to set aside for your trip to São José. Then, choose a hotel that suits your budget, whether that's a low-cost option or a lavish retreat.
- Set the duration of your trip: Start by making a list of all the sights and activities you'd like to get to in São José. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a São José 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.
