Photo by Miguel Nóbrega
Open Photo by Miguel Nóbrega
Santa Cruz Vacations from $565
Book a Hotel + Flight or Car together to unlock savings
The Latest Santa Cruz Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- NINE DOTS Azorean Art Boutique Hotel
Jan 13 - Jan 19NINE DOTS Azorean Art Boutique Hotel + Flight
Ponta Delgada5 nights4.0 star property9.8/10 - Exceptional (222 reviews)Roundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$1,192$775found 1 day agoper traveler - Mónaco Suites & Garden
Jan 13 - Jan 19Mónaco Suites & Garden + Flight
Ponta Delgada5 nights3.5 star property9.8/10 - Exceptional (59 reviews)"Endroit bien situé. Les avion ne sont vraiment pas dérangeant pour ceux qui s'inquiète de la proximite de l'aeroport. Logement fonctionnel pour se faire de petits repas, bon rideau opaque, lit confortable, salle de bain d, une bonne dimension. Très propre. Chaque Logement n'a pas son espace privé extérieur, (nous pensions avoir lu ça sur l'annonce), mais on a accès a l'air commune du bloc 11, moins utile pour ceux des autres blocs, car il faut passer par la voie publique pour s'y rendre. On a..."Reviewed November 1, 2026Roundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$943$627found 1 day agoper traveler - CASA DA ILHA - Slow Living Residence & Suite
Jan 13 - Jan 19CASA DA ILHA - Slow Living Residence & Suite + Flight
Ponta Delgada5 nights3.0 star property9.6/10 - Exceptional (74 reviews)"This place is very comfortable and a great location for seeing the town and has quick access to the rest of the island. No frills, but everything you need to have a great stay and the rooms are well appointed and really comfortable."Reviewed November 3, 2026Roundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$965$646found 1 day agoper traveler - Quinta do Bom Despacho
Jan 13 - Jan 19Quinta do Bom Despacho + Flight
Ponta Delgada5 nights3.0 star propertyRoundtrip • Boston (BOS) - São Miguel Island (PDL)BOS - PDL • Nonstop PDL - BOS • 1 stop$947$637found 1 day agoper traveler
Discover the most popular places to visit in Santa Cruz
What to do in Santa Cruz
Vila Franca Islet: 0% Carbon Biologist Guided e-Boat Tour
$28
per adult
94% of travelers recommend
Santana: Magical East Coast Full-Day Tour
$79
per adult
90% of travelers recommend
Half-Day 4x4 Tour to Lagoa das Sete Cidades
$62
per adult
100% of travelers recommend
Santa Cruz Hotel Deals
9.8 out of 10, Exceptional, (25 reviews)
9.8/10
Exceptional
(25 reviews)
"Andrea was very helpful as she allowed us to do an early check in, explained about local things to do. Breakfast was OK. Jacuzzi, pool operative but not whirlpool."
$44 nightly
The price is $50
$50 total
Nov 23 - Nov 24
Total with taxes and fees
Doubletree By Hilton Lagoa Azores
Doubletree By Hilton Lagoa Azores5.0 star property
0.9 mi from Santa Cruz
9.0 out of 10, Wonderful, (121 reviews)
9.0/10
Wonderful
(121 reviews)
"The establishment features a sophisticated rooftop venue that offers breathtaking views alongside a refreshing pool. Guests will find that the accommodations are meticulously maintained to ensure a comfortable stay. Each member of the staff is dedicated to providing warm and helpful service throughout your visit. It is truly a wonderful destination for those seeking both relaxation and a memorable atmosphere. We hope your time spent there is nothing short of delightful."
$66 nightly
The price is $75
$75 total
Nov 23 - Nov 24
Total with taxes and fees
9.2 out of 10, Wonderful, (249 reviews)
9.2/10
Wonderful
(249 reviews)
"Stunning location! Food was good (but not great - and quite expensive). Staff were lovely, inviting and helpful. The trail to the ocean is magical!"
$78 nightly
The price is $85
$85 total
Dec 1 - Dec 2
Total with taxes and fees
8.8 out of 10, Excellent, (139 reviews)
8.8/10
Excellent
(139 reviews)
"Two light bulbs burned out in unit. Restaurant moved but old signs not removed Hot tub jets not functioning plus hot tub is in a stairwell Should be out on pool deck"
$47 nightly
The price is $53
$53 total
Nov 10 - Nov 11
Total with taxes and fees
8.8 out of 10, Excellent, (14 reviews)
8.8/10
Excellent
(14 reviews)
$65 nightly
The price is $72
$72 total
Dec 1 - Dec 2
Total with taxes and fees
9.8 out of 10, Exceptional, (162 reviews)
9.8/10
Exceptional
(162 reviews)
"Great view Great service Great for families"
$156 nightly
The price is $167
$167 total
Nov 22 - Nov 23
Total with taxes and fees
Apartamentos Turísticos Nossa Senhora da Estrela
Apartamentos Turísticos Nossa Senhora da Estrela3.0 star property
0.4 mi from Santa Cruz
8.4 out of 10, Very good, (63 reviews)
8.4/10
Very good
(63 reviews)
$36 nightly
The price is $42
$42 total
Dec 10 - Dec 11
Total with taxes and fees
Senhora da Rosa Tradition & Nature Hotel
Senhora da Rosa Tradition & Nature Hotel4.0 star property
4.2 mi from Santa Cruz
9.6 out of 10, Exceptional, (185 reviews)
9.6/10
Exceptional
(185 reviews)
$110 nightly
The price is $118
$118 total
Nov 21 - Nov 22
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 Santa Cruz package deals?
Begin your search for a Santa Cruz package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor 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 Santa Cruz package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Santa Cruz escape underway.
When to book a vacation package to Santa Cruz?
If you're planning an impromptu Santa Cruz vacation, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Santa Cruz?
- Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Santa Cruz.
- Plan your budget wisely: In addition to the cost of your accommodations, you'll need to consider other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Santa Cruz.
- Use Expedia's trip planning tool to explore Santa Cruz: Research every aspect of your trip to Santa Cruz with this comprehensive planner. Invite your friends and family to collaborate on a group getaway, search for stays or things to do and make bookings.
- Determine how many days away: Start by listing all the activities and sights you want to get to in Santa Cruz. Then, estimate how long you'll need at each, along with any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Santa Cruz vacation package that brings all your bookings together.
- Book any activities or day trips: Here's the fun part — organizing everything you want to do and see. Check out some of the best things to do in Santa Cruz and book your tickets early to save time (and maybe some money too!).
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.