Madeira is a paradise made for exploration, with winding roads offering breathtaking views at every turn. From driving through lush forests and along stunning coastal cliffs to discovering charming villages, Madeira’s beauty is yours to experience. The flexibility of a rental car allows you to explore the island on your terms, whether you're seeking adventure, relaxation, or cultural discovery, all while staying close to the island’s most iconic sights and attractions.
Unleash your soul in Madeira with air-inclusive savings and direct flights from Boston and New York!
6-Nights Madeira Package with Car (beginning February 20, 2026): now from $1,049 per person (based on airfare from Boston)
Other dates and pricing from both Boston and New York are available. Select “Price My Trip” to get a free quote from an experienced AAA Northeast travel advisor.
AAA Member Benefits: AAA Members Save on Every Tour, Every Time*
Your Package Includes:
AAA Travel Advisors Help Plan Your Trip:
AAA membership gives you access to your own dedicated travel team, ready to help you plan and book your perfect trip. Let a AAA travel advisor customize your vacation from start to finish. Whether you're heading somewhere new or returning to a favorite spot, our team has the skill and expertise to make it seamless. Don’t just get advice—book with us for a smooth, stress-free planning experience.
Suggestion for the day: Explore Downtown Funchal
Suggestion for the day: A Day Trip to the West Coast
Suggestion for the day: Unveiling Madeira's Eastern Delights
Suggestion for the day: Levada Adventure (Hiking)
Suggestion for the day: Ocean Magic. Embark on a Whale & Dolphin Watching Excursion
Suggestion for the day: Land Adrenaline. Uncover Madeira's Gardens & Must-Do thrilling Activity (Monte Toboggan)
Day 7: Return Flight Home. Drop off Rental Car
About Portugal Getaways:
Portugal Getaways enables travelers to book the best air-inclusive deals available for travel and stopovers to mainland Portugal, as well as to the beautiful island destinations of the Azores, Madeira and Canary Islands.
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Start: February 20, 2026 End: February 27, 2026 Price: $1,049 pp | Airfare Included Price My Trip |
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Start: February 28, 2026 End: March 7, 2026 Price: $1,219 pp | Airfare Included Price My Trip |
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Start: March 6, 2026 End: March 13, 2026 Price: $1,049 pp | Airfare Included Price My Trip |
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Start: March 22, 2026 End: March 29, 2026 Price: $1,379 pp | Airfare Included Price My Trip |
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Start: April 5, 2026 End: April 12, 2026 Price: $1,129 pp | Airfare Included Price My Trip |
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Start: April 26, 2026 End: May 3, 2026 Price: $1,369 pp | Airfare Included Price My Trip |
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Start: May 8, 2026 End: May 15, 2026 Price: $1,219 pp | Airfare Included Price My Trip |
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Start: May 17, 2026 End: May 24, 2026 Price: $1,429 pp | Airfare Included Price My Trip |
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Start: June 7, 2026 End: June 14, 2026 Price: $1,459 pp | Airfare Included Price My Trip |
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Start: June 28, 2026 End: July 5, 2026 Price: $1,599 pp | Airfare Included Price My Trip |
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Start: July 12, 2026 End: July 19, 2026 Price: $1,569 pp | Airfare Included Price My Trip |
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Start: July 24, 2026 End: July 31, 2026 Price: $1,499 pp | Airfare Included Price My Trip |
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Start: August 2, 2026 End: August 9, 2026 Price: $1,579 pp | Airfare Included Price My Trip |
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Start: August 19, 2026 End: August 26, 2026 Price: $1,419 pp | Airfare Included Price My Trip |
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Start: September 1, 2026 End: September 8, 2026 Price: $1,319 pp | Airfare Included Price My Trip |
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Start: September 30, 2026 End: October 7, 2026 Price: $1,299 pp | Airfare Included Price My Trip |
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Start: October 8, 2026 End: October 15, 2026 Price: $1,309 pp | Airfare Included Price My Trip |
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Start: October 21, 2026 End: October 28, 2026 Price: $1,239 pp | Airfare Included Price My Trip |
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Start: November 10, 2026 End: November 17, 2026 Price: $1,259 pp | Airfare Included Price My Trip |
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Start: November 29, 2026 End: December 6, 2026 Price: $1,279 pp | Airfare Included Price My Trip |
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Start: December 1, 2026 End: December 8, 2026 Price: $1,259 pp | Airfare Included Price My Trip |
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Start: December 22, 2026 End: December 29, 2026 Price: $1,709 pp | Airfare Included Price My Trip |
*Rates vary by date of departure, are based on Hot 2026 Deals, Boston airfare, standard accommodations and economy car rental. Rates are subject to availability and subject to change at anytime without notice. Contact a AAA travel advisor for complete information.