Top Adventure vacation packages in Pico Island

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

Adegas do Pico

$816

per person

Nov 8 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

9/10 Wonderful! (38 reviews)

Aldeia da Fonte Hotel

$1,454

per person

Oct 11 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Pico Island (PIX)

8.6/10 Excellent! (98 reviews)

The location is very unique and lovely. Also liked the fact you could go down to the ocean for a swim and is also on the route of an official PRC Hike on Pico. The infrastructure looks a bit outdated and needs some additional maintenance: I hurt myself really bad on the crooked swimming pool ladder, swimming pool showers did not work, the room smelled pretty damp.

Reviewed on Aug 22, 2025

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4 Night Adventure vacations in Pico Island

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

Pico Dreams - Sportfish

$945

per person

Sep 26 - Sep 29

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

9/10 Wonderful! (58 reviews)

We had a truly lovely stay at this charming guesthouse. The owner and her husband are without a doubt the sweetest people we met during our trip. On the morning of our departure, her husband even offered, completely on his own initiative, to drive us to the ferry. That level of kindness and hospitality is rare these days and deserves to be recognized. The place itself is spotless, cozy, and thoughtfully arranged. There’s a warm, welcoming atmosphere throughout, with a beautiful common area where you can relax and unwind after a day of exploring. You can tell that a lot of care goes into maintaining the property, it feels like a home, not just a rental. One of the highlights is the stunning view of Pico from the house. Waking up to that view each morning was a gift. Whether you’re enjoying your coffee outside or just soaking in the peace and quiet, the setting is perfect. Everything was well-organized, from check-in to check-out. The room was comfortable, the linens were fresh, and all the small details were in place. It’s clear that the owners take great pride in what they do and it shows. We would return in a heartbeat. Highly recommended if you’re looking for a genuine, heartwarming stay in the Azores.

Reviewed on Jul 24, 2025

Adegas do Pico

$1,018

per person

Sep 26 - Sep 29

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Pico Island (PIX)

9/10 Wonderful! (38 reviews)

Aldeia da Fonte Hotel

$1,046

per person

Oct 11 - Oct 14

found 21 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Pico Island (PIX)

8.6/10 Excellent! (98 reviews)

The location is very unique and lovely. Also liked the fact you could go down to the ocean for a swim and is also on the route of an official PRC Hike on Pico. The infrastructure looks a bit outdated and needs some additional maintenance: I hurt myself really bad on the crooked swimming pool ladder, swimming pool showers did not work, the room smelled pretty damp.

Reviewed on Aug 22, 2025

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How can I book the best Pico Island adventure trips?

Choose your own adventure in Pico Island, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Pico Island family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Pico Island. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Pico Island adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Pico Island adventure vacation for couples?

Book a Pico Island couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Pico Island?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Pico Island with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Pico Island adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

Top Adventure Pico Island Hotels

A Casa do Ouvidor

Estrada Regional, 22, São Miguel Arcanjo, Sao Roque do Pico

26 min drive from Pico Island Vineyard Culture

Stay at this 4-star family-friendly villa in Sao Roque do Pico. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Sao Roque Church ...

9.6/10 Exceptional! (28 reviews)

"Asan was a great host. Quiet place, very roomy and clean, the view is amazing. Every thing was in place to enjoy a confortable stay."

Reviewed on May 6, 2025

Your dream holidays in Pico Island, Azores - 5 minutes from water and mountain

Calheta de Nesquim

57 min drive from Pico Island Vineyard Culture

Book a stay at this family-friendly vacation home in Lajes do Pico. Enjoy free WiFi, a garden, and laundry facilities.

So disappointed! Only 2 rooms, not 3. Deceitfull

"The house location was good, the village and the natural pool very nice. *****BUT****** the house was not at all the one described. Only 2 rooms instead of 3 announced ! The third room behind the house was closed and, when we found the key, what a surprise ! A very bad surprise ! It seems to be abandoned ..."

Reviewed on May 4, 2017

Adegas do Pico

Rua do Ramal, 14, Prainha, Sao Roque do Pico

40 min drive from Pico Island Vineyard Culture

Stay at this 4-star cottage in Sao Roque do Pico. Enjoy free parking, a garden, and laundry facilities. Popular attractions Caiado Lagoon and Whaler’s Museum ...

Uniqueness

"Very unique property. Great view. Loved the layout of property. For additional cost provided breakfast basket each day. Town has a well stocked grocery store nearby. Very picturesque village with a wonderful wine bar."

Reviewed on Oct 9, 2024

See all 408 properties in Pico Island

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.