São José Vacations from $1,114
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The Latest São José Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Ocean Views by Azores Villas
Oct 20 - Oct 25Ocean Views by Azores Villas + Flight
Ponta Delgada4 nights4.0 star property9.4/10 - Exceptional (46 reviews)"Location close to the city with great views of the ocean. Good bedding. Fruits, water, milk and crackers were appreciated. The property is in need of better maintenance though - there is mold in the bathrooms, poorly cleaned windows which ruin the view, linens and towers had sports on them, the whole apartment has a damp smell to it. With all of that, not worth the price we paid."Reviewed July 26, 2026Roundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$1,317$1,114found 1 day agoper traveler - Pestana Bahia Praia Nature & Beach Resort
Sep 13 - Sep 16Pestana Bahia Praia Nature & Beach Resort + Flight
Vila Franca do Campo3 nights4.0 star property8.8/10 - Excellent (383 reviews)"Property is great. Staff are lovely. Need investment in room amenities and better planning for meals( long waiting time)."Reviewed July 26, 2026Roundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$1,732$1,313found 1 day agoper traveler - The Homeboat Company Ponta Delgada
Oct 9 - Oct 12The Homeboat Company Ponta Delgada + Flight
Ponta Delgada2 nights4.0 star property9.2/10 - Wonderful (9 reviews)Roundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$1,583$1,357found 1 day agoper traveler - Residence - Signature Villas
Sep 13 - Sep 16Residence - Signature Villas + Flight
Lagoa3 nights2.5 star propertyRoundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$3,399$2,945found 1 day agoper traveler - Solar de Lalem
Sep 13 - Sep 16Solar de Lalem + Flight
Ribeira Grande3 nights3.0 star property9.8/10 - Exceptional (23 reviews)Roundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$1,544$1,350found 1 day agoper traveler
Discover the most popular places to visit in São José
What to do in São José
Hot Water Pool Bath Inside Pineapple Plantation & Dinner
$90
per adult
100% of travelers recommend
Vila Franca Islet: 0% Carbon Biologist Guided e-Boat Tour
$32
per adult
100% of travelers recommend
São Miguel: Full-Day Tour to Sete Cidades and Lagoa do Fogo
$80
per adult
98% of travelers recommend
São José Hotel Deals
9.2 out of 10, Wonderful, (871 reviews)
9.2/10
Wonderful
(871 reviews)
"Really enjoyed this hotel. My flight was canceled so I had to hurriedly find a hotel. Found this one and I felt so lucky! The location is wonderful, right in the old historic section around numerous restaurants and little shops. The breakfast was beyond exceptional. Room was clean and very quiet. The staff went above and beyond to accommodate me, so helpful! Beautiful hotel"
$141 nightly
The price is $152
$152 total
Aug 12 - Aug 13
Total with taxes and fees
8.8 out of 10, Excellent, (505 reviews)
8.8/10
Excellent
(505 reviews)
"Super clean"
$192 nightly
The price is $205
$205 total
Aug 31 - Sep 1
Total with taxes and fees
Casa das Palmeiras Charming House Azores
Casa das Palmeiras Charming House Azores3.0 star property
0.3 mi from São José
9.6 out of 10, Exceptional, (320 reviews)
9.6/10
Exceptional
(320 reviews)
"This was a super cute boutique hotel in the heart of Ponta Delgada. We enjoyed the morning breakfast in the hotel and had fabulous dinners and lunches in the surrounding restaurants. We were fortunate to get one of the five on site parking spots to keep our car."
$153 nightly
The price is $164
$164 total
Aug 15 - Aug 16
Total with taxes and fees
9.4 out of 10, Exceptional, (120 reviews)
9.4/10
Exceptional
(120 reviews)
"Was the most beautiful unique hotel so quiet and quaint we loved it!"
$95 nightly
The price is $103
$103 total
Aug 19 - Aug 20
Total with taxes and fees
9.8 out of 10, Exceptional, (14 reviews)
9.8/10
Exceptional
(14 reviews)
"The owner was friendly and so helpful! The room was clean and nice and in a central location. Loved our stay"
$116 nightly
The price is $121
$121 total
Sep 1 - Sep 2
Total with taxes and fees
Vila Gale Collection S. Miguel Hotel
Vila Gale Collection S. Miguel Hotel4.0 star property
0.5 mi from São José
9.4 out of 10, Exceptional, (99 reviews)
9.4/10
Exceptional
(99 reviews)
"Highly recommend this hotel. This hotel is well situated, about a 2 minute walk to center of town. Parking outside is metered from 8pm-7am, or hotel offers parking 10€ a day. Lot directly across the street is 6€ a day, or if you are ok to walk about 2 blocks- free parking on the street (ask hotel which streets, they will tell you) Clara, Tomas, Luis and Tugo really went above and beyond and help my cousin and I during our stay . Any time we needed assistance, they were happy to help us. We...
$227 nightly
The price is $241
$241 total
Sep 5 - Sep 6
Total with taxes and fees
Guestready - Gaveto de Lisboa Guesthouse
Guestready - Gaveto de Lisboa Guesthouse2.0 star property
0.4 mi from São José
$119 nightly
The price is $122
$122 total
Aug 6 - Aug 7
Total with taxes and fees
8.6 out of 10, Excellent, (401 reviews)
8.6/10
Excellent
(401 reviews)
"Great staff, great location. Nice rooms great AC. Hamilton the bartender was extremely good and made our stay wonderful. I would stay at this hotel again. The pool is good as well. Overall very good."
$148 nightly
The price is $159
$159 total
Sep 3 - Sep 4
Total with taxes and 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.
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.
Frequently Asked Questions
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 vacation package well in advance.
When to book a vacation 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 your travel dates: What you'd like to do in São José and your favorite season can help you decide when to get away.
- Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will probably be the biggest expense during your trip to São José.
- Organize your São José getaway with our trip planning tool: Look for and book accommodations and things to do all in one place. You can also collaborate with your group to plan an unforgettable trip to São José together.
- Decide your trip length: Consider how much time you want to spend exploring São José. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalized São José vacation package.
- Add on experiences and excursions: Read our travel guide to find some incredible things to do in São José, Ponta Delgada in São José. Book tickets or make reservations in advance to save time and skip the hassle of searching for activities when you arrive.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.