Pico Island All inclusive Vacations

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Top All inclusive vacation packages in Pico Island

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

Adegas do Pico

$779
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
9/10 Wonderful! (40 reviews)
Wonderful location as a home base to explore the island. Very clean, super helpful staff, and the view was amazing!

Reviewed on Aug 22, 2026

Pico Vineyards

Pico Vineyards

$936
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
9.6/10 Exceptional! (11 reviews)
Enjoyed a short stay on Pico. Excellent views, clean, updated facility

Reviewed on Aug 7, 2026

Casa do Comendador

Casa do Comendador

$1,497
per person
Nov 26 - Nov 29
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pico Island (PIX)
8.6/10 Excellent! (30 reviews)
Very helpful operator.

Reviewed on Sep 22, 2026

Aldeia dos Caldeirões

Aldeia dos Caldeirões

$819
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
9/10 Wonderful! (4 reviews)
We wanted to love this property and it is cute pool, hot tub and lovely cottage but unfortunately it is has ants everywhere they were in all our food our clothes everywhere and at night we could hear mice or rats running in the ceiling! The TV didn’t work the hot water worked the first night and not the second day, We asked for a discount no response

Reviewed on Oct 20, 2026

A Casa do Ouvidor

A Casa do Ouvidor

$865
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pico Island (PIX)
9.6/10 Exceptional! (33 reviews)
There is no hottub at this property! We were really disappointed to see this when we arrived as it was one of the main reasons we booked here. The property need to update their expedia profile but please note there hasnt been a hottub there in a while. Otherwise, beautiful view and a nice stay at the property. A bit rough around the edges in places but perfectly adequate for our 4 night stay

Reviewed on Jun 9, 2026

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3 Night All inclusive vacations in Pico Island

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

Casa do Comendador

$1,497
per person
Nov 26 - Nov 29
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pico Island (PIX)
8.6/10 Excellent! (30 reviews)
Very helpful operator.

Reviewed on Sep 22, 2026

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See all available trips from Columbus to Pico Island
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All-inclusive Pico Island vacations: everything you need to know

Can I book a Pico Island vacation with airfare and meals?

On an all-inclusive vacation, your mind and body can wander far from your wallet. Pay one simple price when you bundle your accommodation and airfare, and you avoid all those yucky bills after conversation-starting cocktails or decadent dinners.

How can I find Pico Island all-inclusive vacations that are adults only?

All the best all-inclusive, all-adult vacations are a click of a filter or two away. Choose from great grown-up features. Say, a spa for a couple’s massage, a hot tub to soak away the stresses of the day, or a swim-up bar to get the party started.

How much is an all-inclusive trip to Pico Island?

Affordable all-inclusive is yours, whatever your budget. Packages start tempting you from just $779. Prices and availability are subject to change. Additional terms may apply.

How can I book cheap all-inclusive trips to Pico Island?

Whenever you book your travel, sorting by price and filtering by budget shows you what’s out there in your price range.

What are the benefits of all-inclusive Pico Island vacations with airfare?

Create your dream getaway by bundling your flight and hotel and you get delightful deals and discounts. Add your car rental, too, and you save on all three.

What should I think about when I book an all-inclusive Pico Island family vacation package?

With little tummies taken care of, you just need to put smiles on their faces. Easy! Book an all-inclusive vacation with a full-on water park or epic pools—or book your stay near the world’s biggest theme parks and attractions.

Why should I book an all-inclusive honeymoon package in Pico Island?

You can start your married life how you mean to go on with an all-inclusive honeymoon package. Eat and drink to your heart’s content, waltz around in happy harmony, and have your fill of delights. Together, you can book up adventure excursions and return to a pool-side cabana for cocktails at sunset.

Can I book an all-inclusive Pico Island package with free cancellation and/or flexible dates?

When you’re searching for your all-inclusive getaway, filter your results by payment option to find free cancellation and buy now, pay later options. That way, you can rebook without worry, should your plans change.

Why should I book an all-inclusive Pico Island package vacation with Expedia?

Book amazing all-inclusive adventures, all in one place. Choose from a vast inventory of deals, adding every little extra to build your brilliant break in minutes.

Things to do

Picture 10 for Activity Horta, Faial: University based Whale & Dolphin Expedition

Horta, Faial: Research Whale & Dolphin Expedition

$100
per adult
100% of travellers recommend
Horta, Faial: Research Whale & Dolphin Expedition
Pico Lakes and Highlands Tour Volcanic Lagoons Experience

Pico Lakes and Highlands Tour Volcanic Lagoons Experience

$100
per adult
Pico Lakes and Highlands Tour Volcanic Lagoons Experience
Pico Island: Whale Watching Experience from Lajes

Pico Island: Whale Watching Experience from Lajes do Pico

$79
per adult
100% of travellers recommend
Pico Island: Whale Watching Experience from Lajes do Pico
See all activities in Pico Island

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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.