Calheta de Sao Miguel Vacations from $1,664

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The Latest Calheta de Sao Miguel vacation packages

Price found within the past 48 hours. Click for updated prices.
Pestana Trópico

Pestana Trópico

Prainha
$1,664
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
8.6/10 Excellent! (289 reviews)
Quinta Refúgio

Quinta Refúgio

Save 100% on your flight
$12,351
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Santiago Island (RAI)
No reviews
Aparthotel Palace

Aparthotel Palace

$4,249
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Santiago Island (RAI)
7.6/10 Good! (17 reviews)
Casa Jardim di Sol

Casa Jardim di Sol

Palmarejo
$4,480
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Santiago Island (RAI)
9.8/10 Exceptional! (8 reviews)
Hotel Principal

Hotel Principal

$4,113
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Santiago Island (RAI)
7.8/10 Good! (13 reviews)
Small, clean, efficient rooms. Noise was a major issue as rooms have no noise insulation to stop sounds from hallways. We could hear conversations in the hallway crystal clearly and we lost sleep over this until all guests were asleep. Breakfast was nice. They are trying their best. Nice location close to bakery and mini market.

Reviewed on Aug 20, 2025

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What to do in Calheta de Sao Miguel

From Praia: Discover Santiago Island in 1 Day

From Praia: Discover Santiago Island in 1 Day

$89
per adult
From Praia: Discover Santiago Island in 1 Day
Full day Santiago Excursion

Full day Santiago Excursion

$107
per adult
Full day Santiago Excursion
Praia Day Trip in Minibus for Cruise Passengers

Praia : Day Trip for Cruise Passengers

$90
per adult
Praia : Day Trip for Cruise Passengers
See all activities in Calheta de Sao Miguel

Calheta de Sao Miguel Hotel Deals

Boutique Hotel Praia Maria

Boutique Hotel Praia Maria

Rua Miguel Bombarda Praia
Fully refundableReserve now, pay when you stay
$57 nightly
$72 total
Nov 24 - Nov 25
Total with taxes and fees
8.8/10 Excellent! (106 reviews)
"We just stayed one night between island hopping . This delightful hotel in an older but beautifully maintained building is central on pedestrian only street . Dinner choices, shopping and groceries are all nearby . Live music entertained us on the lovely patio that looks over the street . You are ..."

Reviewed on Aug 24, 2026

Boutique Hotel Praia Maria
Praia Confort

Praia Confort

Avenida Amilcar Cabral 11 Praia
Fully refundableReserve now, pay when you stay
$61 nightly
$77 total
Nov 24 - Nov 25
Total with taxes and fees
8.2/10 Very Good! (85 reviews)
"Praia Confort is conveniently located right in the heart of the city, within a 5min walk of the beach and several restaurants. The room was on the small side, but the beautiful mountain views from the balcony made up for it. The bed and pillows were comfortable, and breakfast was decent. Unfortunately, ..."

Reviewed on Oct 12, 2026

Praia Confort
Hotel Vulcão

Hotel Vulcão

Ribeira Grande de Santiago Cidade Velha Ilha de Santiago
$55 nightly
$71 total
Nov 17 - Nov 18
Total with taxes and fees
7.6/10 Good! (64 reviews)
"Nothing to say"

Reviewed on Jun 26, 2026

Hotel Vulcão
See all 154 properties in Calheta de Sao Miguel
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.

Find the Best Calheta de Sao Miguel Vacation Packages

Calheta de Sao Miguel Essential Information

Language
Portuguese
Currency
Cape Verdean escudos
Local Welcome
Olá
Local Goodbye
Adeus
Closest Airport
Praia Intl. Airport (RAI)
Max Temp Winter
75ºF
Max Temp Summer
80ºF
Top Sights
Tarrafal Beach, Mangue Beach and Grandvaux Barbosa National Botanical Garden

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Frequently asked questions

How much does a Calheta de Sao Miguel vacation package cost?
You can snap up a vacation package to this popular destination from $1,664 on Expedia. But how much your vacation to Calheta de Sao Miguel costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Calheta de Sao Miguel?
If you're hoping to score a cheap Calheta de Sao Miguel vacation package, consider visiting in June, November and December. You'll generally find better prices on hotels and airfares during these months — perfect for a budget-friendly getaway.
How many days is enough for Calheta de Sao Miguel?
The ideal length of your Calheta de Sao Miguel vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to visit all the major attractions and discover some hidden spots along the way.
How to find the best Calheta de Sao Miguel package deals?
Begin your search for a Calheta de Sao Miguel package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune 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 perfect Calheta de Sao Miguel package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Calheta de Sao Miguel adventure underway.
Is it cheaper to book a Calheta de Sao Miguel vacation as a package?
You can enjoy significant savings on your next Calheta de Sao Miguel retreat by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Calheta de Sao Miguel?
Land fantastic discounts by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Calheta de Sao Miguel adventure.
How to plan a trip to Calheta de Sao Miguel?
  1. Choose when to travel: Check your diary and get packing. Your preferred time of year and the activities on offer will also help you decide when to vacation in Calheta de Sao Miguel.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to airfares and activities. Your accommodations will probably be the largest expense during your trip to Calheta de Sao Miguel.
  3. Use Expedia's trip planning tool to discover Calheta de Sao Miguel: Research every part of your trip to Calheta de Sao Miguel with this handy planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Work out your trip length: Consider how long you want to spend discovering Calheta de Sao Miguel. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  5. Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, lock in the perfect Calheta de Sao Miguel vacation package for you.
  6. Book any day trips or activities: Here's the fun part — locking in everything you want to see and do. Explore some of the best things to do in Calheta de Sao Miguel in Calheta de Sao Miguel and reserve your tickets in advance to save time (and maybe some money too!).
Does Expedia offer Book Now, Pay Later Calheta de Sao Miguel vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Calheta de Sao Miguel break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.