São José Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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 São José Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Mosteiros Place
CA $1,211
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Ponta Delgada (PDL)
9.8/10 Exceptional! (130 reviews)
Stayed here again and loved it!! Came back on my last day on the island because I loved it so much on my first night there! Highly recommend! I would love to come back again one day!
Reviewed on Sep 26, 2026
The Homeboat Company Ponta Delgada
CA $2,671
per person
Dec 12 - Dec 17
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Ponta Delgada (PDL)
9.4/10 Exceptional! (11 reviews)
We absolutely loved our stay! The location is amazing and the houseboat itself was spotless, comfortable and really well equipped. We especially loved the rooftop deck — such a lovely place to relax and enjoy the surroundings.
The staff genuinely couldn’t have been more helpful. Communication was excellent throughout and everyone we dealt with was so friendly and welcoming. Breakfast was delivered fresh every morning and could be tailored to exactly what you wanted, which was such a lovely touch.
Everything about the stay felt really well thought out, from the amenities on board to the fantastic service. Such a unique way to stay in São Miguel and one of the highlights of our trip. We would absolutely recommend it and would happily stay again!
Reviewed on Sep 18, 2026
Pestana Bahia Praia Nature & Beach Resort
CA $1,288
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Ponta Delgada (PDL)
8.8/10 Excellent! (386 reviews)
The hotel is outdated, There was no kettle and complimentary water, terrible towels. About food - breakfast was good but the dinner awful, drinks owerpriced. But the location is nice and the garden beautiful
Reviewed on Sep 7, 2026
Ocean Views by Azores Villas
CA $1,445
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Ponta Delgada (PDL)
9.4/10 Exceptional! (49 reviews)
Overall place was very nice beautiful views . Parking lot was very dirty garbage all over the place .
Reviewed on Aug 24, 2026
Ready to book your vacation to São José?
São José Hotel Deals
Hotel Talisman
Rua Marques da Praia e Manforte, 40 Ponta Delgada
Fully refundableReserve now, pay when you stay
CA $176
CA $189 total
Oct 24 - Oct 25
includes taxes & fees
Sao Miguel Park Hotel
Rua Manuel Augusto Amaral Ponta Delgada
CA $171
CA $184 total
Oct 25 - Oct 26
includes taxes & fees
Vila Gale Collection S. Miguel Hotel
Campo de São Francisco Ponta Delgada
Fully refundableReserve now, pay when you stay
CA $256
CA $273 total
Oct 28 - Oct 29
includes taxes & fees
9.6/10 Exceptional! (120 reviews)
"Beautiful property right by the water/boardwalk, close to the airport. Rooms were spacious and clean, staff was very helpful and friendly. Walking distance to lots of restaurants. Property was very well maintained, breakfast buffets was great too. Would highly recommend staying here if visiting the ..."
Reviewed on Sep 27, 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 visit to 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.
Military Museum of the Azores
8.4/10 (30 reviews)
You can spend an afternoon exploring the galleries in Military Museum of the Azores during your travels in São José. While you're in the area, stroll along the seaside.
Gruta do Carvao
9.2/10 (9 reviews)
You can spend time browsing the exhibits at Gruta do Carvao during your trip to São José. While you're in the area, stroll along the seaside.
Nossa Senhora da Esperanca Convent
8.8/10 (155 reviews)
You can learn 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.
Santuario Nossa Senhora da Esperanca
9.4/10 (6 reviews)
Learn about the local history of São José when you take a trip to Santuario Nossa Senhora da Esperanca. While you're in the area, stroll along the seaside.
What to do in São José
São Miguel East Van Tour: Furnas & Nordeste + Lunch
CA $137
per adult
100% of travellers recommend
Vila Franca Islet: 0% Carbon Biologist Guided e-Boat Tour
CA $36
per adult
100% of travellers recommend
São Miguel: Full-Day Tour to Sete Cidades and Lagoa do Fogo
CA $112
per adult
98% of travellers recommend
Frequently asked questions
How much does a São José vacation package cost?
Offering great value package deals from CA $1,091 on Expedia, you'll be thrilled with how little a vacation to São José costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to São José?
You're likely to find lower rates and better availability in December, January and February. Browse our cheap São José vacation packages and you could get some great off-season deals.
How many days is enough for São José?
With a well-organized travel plan, you can easily tick off the main São José sights in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your São José vacation for longer.
How to find the best São José package deals?
Begin your search for a São José package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect São José package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your São José escape underway.
Is it cheaper to book a São José vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored São José vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to São José?
If you have your São José vacation dates finalized, book as soon as you can to score some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to São José?
- Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to São José.
- Calculate your budget: Make sure you have enough money to pay for everything from transportation and meals to flights and experiences. Your accommodations will likely be the biggest expense during your trip to São José.
- Set the duration of your trip: Start by listing all the attractions and activities you'd like to get to in São José. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized São José vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
