Romantic Vacations in Madeira Island 2026

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Flight and Romantic hotel deals in Madeira Island

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

Vidamar Resort Madeira

CA $2,263

per person

Oct 9 - Oct 14

found 22 hours ago

Roundtrip flight included

Toronto (YTO) to Funchal (FNC)

9/10 Wonderful! (637 reviews)

We didn't use the amenities.

Reviewed on Jun 22, 2026

The Cliff Bay, by PortoBay

CA $2,807

per person

Oct 24 - Oct 30

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Funchal (FNC)

9.8/10 Exceptional! (953 reviews)

Loved everything about this property the views outstanding the service is great the rooms are spacious and comfortable, the dining experience was fantastic with incredible views!

Reviewed on Jul 31, 2026

Casa Velha do Palheiro, Relais & Chateaux

CA $2,721

per person

Oct 9 - Oct 14

found 22 hours ago

Roundtrip flight included

Toronto (YTO) to Funchal (FNC)

9.6/10 Exceptional! (106 reviews)

Staff are very kind

Reviewed on Jun 23, 2026

Reid's Palace, A Belmond Hotel, Madeira

CA $7,168

per person

Sep 29 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Funchal (FNC)

9.8/10 Exceptional! (635 reviews)

Melia Madeira Mare

CA $2,880

per person

Oct 11 - Oct 17

found 22 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Funchal (FNC)

9.2/10 Wonderful! (605 reviews)

Beautiful views from virtually everywhere on the property. Great location close to downtown Funchal, but far enough away for the area to feel quiet and calm. Nice restaurants in the vicinity. The hotel staff were excellent! Professional, friendly, and helpful. Received an upgrade at check-in to a fantastic room with an even more amazing private deck overlooking the Atlantic. Buffet breakfast was good. Overall, the property was great, hated to leave.

Reviewed on Aug 3, 2026

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5* Romantic holidays in Madeira Island

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

Vidamar Resort Madeira

CA $2,263

per person

Oct 9 - Oct 14

found 22 hours ago

Roundtrip flight included

Toronto (YTO) to Funchal (FNC)

9/10 Wonderful! (637 reviews)

We didn't use the amenities.

Reviewed on Jun 22, 2026

The Cliff Bay, by PortoBay

CA $2,807

per person

Oct 24 - Oct 30

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Funchal (FNC)

9.8/10 Exceptional! (953 reviews)

Loved everything about this property the views outstanding the service is great the rooms are spacious and comfortable, the dining experience was fantastic with incredible views!

Reviewed on Jul 31, 2026

Casa Velha do Palheiro, Relais & Chateaux

CA $2,721

per person

Oct 9 - Oct 14

found 22 hours ago

Roundtrip flight included

Toronto (YTO) to Funchal (FNC)

9.6/10 Exceptional! (106 reviews)

Staff are very kind

Reviewed on Jun 23, 2026

Don't see what you're looking for?

See all available trips from Columbus to Madeira Island

View all trips

4 Night Romantic holidays in Madeira Island

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

Vidamar Resort Madeira

CA $2,140

per person

Oct 13 - Oct 16

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) to Funchal (FNC)

9/10 Wonderful! (637 reviews)

We didn't use the amenities.

Reviewed on Jun 22, 2026

The Residence Porto Mare, by PortoBay

CA $2,216

per person

Oct 13 - Oct 16

found 1 day ago

Roundtrip flight included

Winnipeg (YWG) to Funchal (FNC)

9.6/10 Exceptional! (218 reviews)

Great resort, great staff, great location.

Reviewed on Aug 6, 2026

Don't see what you're looking for?

See all available trips from Columbus to Madeira Island

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What are some of the benefits of booking a romantic Madeira Island vacation?

When booking a romantic Madeira Island vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Madeira Region.

How can I find the best vacation packages for couples?

If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Madeira Island destination, and you'll be met with an array of options for you and your partner to enjoy.

Can I find cheap romantic vacations for 2 in Madeira Island?

Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $2,140 and can enjoy savings of up to 9 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first.

What do I need to consider when booking a romantic getaway in Madeira Island?

Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Madeira Island certainly come in handy here.

What amenities should I look for in a luxury romantic vacation?

If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Madeira Island.

Can I book a romantic Madeira Island vacation with a hot tub?

Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them.

How can I find romantic vacation getaways that are all-inclusive?

An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Madeira Island search.

Can I book a romantic trip to Madeira Island that is fully refundable?

Several romantic Madeira Island vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements.

Why should I book a romantic vacation with Expedia?

Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage.