A botanical garden with colorful flower beds, a palm tree, and a cityscape in the background.

Santa Maria Maior Vacations from $3,346

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Your Santa Maria Maior Vacation

Your next escape is calling your name with a vacation package to Santa Maria Maior. Fun, food and great times — you're bound to find it in this neighborhood. Kick start your trip to Santa Maria Maior with a visit to nearby attractions such as Madeira Botanical Garden, Monte Palace Gardens and Palheiro Gardens. Stop dreaming and start doing. When it's time to book your next vacation to Santa Maria Maior, Expedia will help you get there.

The Latest Santa Maria Maior Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A swimming pool with palm trees and a view of the sea.
    Dec 27 - Jan 3

    Pestana Ocean Bay Resort + Flight

    Funchal
    6 nights
    4.0 star property
    8.4/10 - Very good (264 reviews)
    "Great Ocean View from balcony. Overall cleanliness of hotel was good. Staff were friendly and helpful. Plenty of food provided, just perhaps not enough choice for picky eaters (alot of seafood and vegetables)...perhaps could have more plain meat options for picky eaters. Other than that good choice of hotel."
    Reviewed October 16, 2026
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $4,634
    $3,346
    per traveler
    found 17 hours ago
    Pestana Ocean Bay Resort
  • A multi-story hotel with a pool area, outdoor seating, and lush greenery.
    Dec 27 - Jan 3

    Pestana Quinta Perestrello + Flight

    Funchal
    6 nights
    4.0 star property
    9.6/10 - Exceptional (49 reviews)
    "A great hotel in a nice location. We enjoyed our stay. Very clean and tidy. The property had the feel of a grand plantation house. The only thing letting it down was the slight complexity over the amenities. Whilst it has its own pool, everything else you require, such as food, bars, larger pools, etc., needs to be accessed from the Pestana hotels next door, which can be accessed through a route within the grounds. We found the breakfast area well, but never found the bar or other areas, as it..."
    Reviewed September 14, 2026
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $5,905
    $3,634
    per traveler
    found 17 hours ago
    Pestana Quinta Perestrello
  • A gazebo with a view of the sea, surrounded by palm trees and tropical plants.
    Dec 27 - Jan 3

    Pestana Grand Premium Ocean Resort + Flight

    Funchal
    6 nights
    5.0 star property
    9.0/10 - Wonderful (596 reviews)
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $5,565
    $3,520
    per traveler
    found 17 hours ago
    Pestana Grand Premium Ocean Resort
  • A resort with a large pool, sun loungers, and a view of the ocean and hills.
    Dec 27 - Jan 3

    Pestana Royal All Inclusive Ocean & Spa Resort + Flight

    Funchal
    6 nights
    5.0 star property
    8.0/10 - Very good (153 reviews)
    "Clean room, helpful staff,good food definitely recommend"
    Reviewed October 16, 2026
    Roundtrip • Boston (BOS) - Madeira Island (FNC)
    BOS - FNC • 1 stop FNC - BOS • 1 stop
    $5,309
    $3,414
    per traveler
    found 17 hours ago
    Pestana Royal All Inclusive Ocean & Spa Resort
  • A balcony with a table set for breakfast overlooking a coastal view.
    Dec 29 - Jan 2

    Pestana Vila Lido Madeira Ocean Hotel + Flight

    Funchal
    4 nights
    5.0 star property
    9.4/10 - Exceptional (306 reviews)
    Roundtrip • New York (EWR) - Madeira Island (FNC)
    EWR - FNC • 1 stop FNC - EWR • 1 stop
    $5,018
    $3,632
    per traveler
    found 1 day ago
    Pestana Vila Lido Madeira Ocean Hotel

Discover the most popular places to visit in Santa Maria Maior

A fruit market with various fruits like mangoes, bananas, and oranges displayed in baskets.
Photo by Sylwia Olejnik-Antkowiak
Open Photo by Sylwia Olejnik-Antkowiak

Funchal Farmers Market

8.6/10 (1,393 reviews)
During your trip to Santa Maria Maior, you can do some window-shopping at Funchal Farmers Market. Stroll along the area's seaside, or simply savor its top-notch restaurants.
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What to do in Santa Maria Maior

City Sightseeing Funchal Madeira Hop-On Hop-Off Bus Tour

City Sightseeing Funchal Madeira Hop-On Hop-Off Bus Tour + Bookable Extras

$29
per adult
80% of travelers recommend
City Sightseeing Funchal Madeira Hop-On Hop-Off Bus Tour + Bookable Extras
See all activities in Santa Maria Maior

Santa Maria Maior Hotel Deals

A modern pool area with a glass balustrade and a concrete structure.

Three House Hotel

Three House Hotel
4.0 star property
1.2 mi from Santa Maria Maior
10.0 out of 10, Exceptional, (72 reviews)
"Clean, spacious, close to stores and restaurants."
$125 nightly
The price is $135
Nov 23 - Nov 24
Total with taxes and fees
Three House Hotel
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.
See all properties in Santa Maria Maior

Frequently Asked Questions

How to find the best Santa Maria Maior package deals?

Use Expedia's filters to find some terrific Santa Maria Maior package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Santa Maria Maior package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.

When to book a vacation package to Santa Maria Maior?

If you have your Santa Maria Maior travel dates locked in, book as soon as you can to snap up some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for setting off on a whim.

How to plan a trip to Santa Maria Maior?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to Santa Maria Maior.
  2. Calculate your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and experiences. Your hotel will likely be the biggest expense during your trip to Santa Maria Maior.
  3. Use our trip planning tool to discover Santa Maria Maior: Research every part of your trip to Santa Maria Maior with this handy planner. Invite your friends and family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to get to in Santa Maria Maior. Then, estimate how long you'll need for each, including any travel time.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Santa Maria Maior vacation package that brings all your bookings together.
  6. Book any day trips or activities: Here's the fun part — locking in everything you want to see and do. Browse some of the best things to do in Santa Maria Maior in Santa Maria Maior and book your tickets in advance to save time (and maybe some dollars too!).

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