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São Sebastião Vacations from $1,132
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The Latest São Sebastião Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Casa do Contador - Suites & Pool
Oct 20 - Oct 25Casa do Contador - Suites & Pool + Flight
Ponta Delgada4 nights3.0 star property9.6/10 - Exceptional (130 reviews)Roundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$1,317$1,132found 1 day agoper traveler - Pestana Bahia Praia Nature & Beach Resort
Sep 5 - Sep 11Pestana Bahia Praia Nature & Beach Resort + Flight
Vila Franca do Campo5 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 • Nonstop$3,248$2,564found 1 day agoper traveler - The Homeboat Company Ponta Delgada
Oct 2 - Oct 6The Homeboat Company Ponta Delgada + Flight
Ponta Delgada3 nights4.0 star property9.2/10 - Wonderful (9 reviews)Roundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$1,851$1,541found 1 day agoper traveler - Solar dos Cantos Botanic House & Garden
Sep 19 - Sep 24Solar dos Cantos Botanic House & Garden + Flight
Ponta Delgada4 nights4.0 star property10/10 - Exceptional (68 reviews)Roundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$1,678$1,461found 1 day agoper traveler - Solar de Lalem
Sep 19 - Sep 24Solar de Lalem + Flight
Ribeira Grande4 nights3.0 star property9.8/10 - Exceptional (23 reviews)Roundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$1,445$1,264found 1 day agoper traveler
Discover the most popular places to visit in São Sebastião
What to do in São Sebastião
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
$29
per adult
0% of travelers recommend
São Miguel: Full-Day Tour to Sete Cidades and Lagoa do Fogo
$80
per adult
98% of travelers recommend
São Sebastião Hotel Deals
Canadiano - Urban Nature Hotel
Canadiano - Urban Nature Hotel3.0 star property
0.3 mi from São Sebastião
9.2 out of 10, Wonderful, (170 reviews)
9.2/10
Wonderful
(170 reviews)
"Great breakfast!"
$161 nightly
The price is $172
$172 total
Aug 27 - Aug 28
Total with taxes and fees
NINE DOTS Azorean Art Boutique Hotel
NINE DOTS Azorean Art Boutique Hotel4.0 star property
0.6 mi from São Sebastião
9.8 out of 10, Exceptional, (170 reviews)
9.8/10
Exceptional
(170 reviews)
"Raquel and the team are incredible! They corrected issues and errors expeditiously. The team took the time to acknowledge my friend and I celebrating our milestone birthday with a surprise.
I literally called the front desk at any hour for help, thanks Jon, even arranging taxi rides when uber and bolt wouldn’t pick me up. It’s in the center of town.
The only thing to know, is it’s located on a street that closes so taxi may not pick you up right in front. But it’s a very short walk to the...
$274 nightly
The price is $290
$290 total
Aug 25 - Aug 26
Total with taxes and fees
7.8 out of 10, Good, (236 reviews)
7.8/10
Good
(236 reviews)
"We really wanted to enjoy our stay, but unfortunately this turned into the most disappointing hotel experience we’ve ever had.
When we checked in, our room smelled strongly of vomit. The hotel acknowledged the issue but was fully booked, so we had to spend the first night there with the promise of moving rooms the next day. Before leaving the next morning, we confirmed we could leave our belongings in the room. Later that afternoon mid-hike, management contacted us unexpectedly asking us to...
$107 nightly
The price is $116
$116 total
Aug 10 - Aug 11
Total with taxes and fees
Casa do Páteo - Charming House
Casa do Páteo - Charming House4.0 star property
0.6 mi from São Sebastião
10.0 out of 10, Exceptional, (72 reviews)
10/10
Exceptional
(72 reviews)
"Right in the heart of Old Ponta Delgada! Charming House is so lovely, and the breakfast spread is unmatched! Would highly recommend a stay here."
$185 nightly
The price is $197
$197 total
Aug 6 - Aug 7
Total with taxes and fees
Solar dos Cantos Botanic House & Garden
Solar dos Cantos Botanic House & Garden4.0 star property
0.1 mi from São Sebastião
10.0 out of 10, Exceptional, (68 reviews)
10/10
Exceptional
(68 reviews)
$292 nightly
The price is $308
$308 total
Aug 1 - Aug 2
Total with taxes and fees
9.0 out of 10, Wonderful, (178 reviews)
9.0/10
Wonderful
(178 reviews)
"Breakfast could be better
A/C on the 3rd floor, card must be kept in place because the flow of A/C is weak
If you leave the card then the room is confortable when you arrive (during summer period)"
$162 nightly
The price is $173
$173 total
Aug 4 - Aug 5
Total with taxes and fees
10.0 out of 10, Exceptional, (78 reviews)
10/10
Exceptional
(78 reviews)
"Lovely room, good breakfast, great location"
$272 nightly
The price is $287
$287 total
Aug 26 - Aug 27
Total with taxes and fees
10.0 out of 10, Exceptional, (92 reviews)
10/10
Exceptional
(92 reviews)
"We had a great stay! The whole place was very clean, and the location was central and within an easy walk to many great restaurants, parks, etc. Having breakfast delivered to our room each morning was a special treat! Would definitely stay here again. Highly recommend!"
$221 nightly
The price is $235
$235 total
Aug 7 - Aug 8
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 Sebastião package deals?
Begin your search for a São Sebastião package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal São Sebastião package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your São Sebastião adventure underway.
When to book a vacation package to São Sebastião?
If you've got your São Sebastião vacation dates finalized, book early to grab some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to São Sebastião?
- Choose your travel dates: What you want to do in São Sebastião and your preferred season will help you decide when to go.
- Set your budget: Factor in costs such as flights, transportation and food when calculating how much to save for your trip to São Sebastião. Then, select a hotel that matches your budget, whether that's a low-cost stay or a more luxurious getaway.
- Organize your São Sebastião getaway with Expedia's trip planning tool: Look for and book stays and things to do all in one place. You can also collaborate with friends and family to plan an unforgettable trip to São Sebastião together.
- Decide how long to go for: Now that you're up to speed on São Sebastião, you can figure out the perfect length of your vacation. Pull together a draft itinerary and allocate enough time to cover everything you want to see.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized São Sebastião vacation package.
- Book experiences or activities in advance: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on São Sebastião's highlights. Find all the incredible things to do in São Sebastião with our dedicated activity guide.