Title: Pico Island Luxury Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6133974/2fadfea7-a05a-49ae-b373-49f0a379cb28.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Pico Island Luxury Vacations ## Book a Luxury Hotel + Flight or Car together to unlock savings Photo by Brian Scrivner - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Luxury vacation packages in Pico Island Price found within the past 48 hours. Click for updated prices. ![A Casa do Ouvidor](https://images.trvl-media.com/lodging/17000000/16140000/16132700/16132638/9616a0aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### A Casa do Ouvidor $1,211 per person Jun 9 - Jun 15 found 1 day ago Roundtrip flight included New York (JFK) to Pico Island (PIX) 9.8/10 Exceptional! (29 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 ![Aldeia da Fonte Hotel](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/a9a50da1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aldeia da Fonte Hotel $1,464 per person Jun 9 - Jun 14 found 17 hours ago Roundtrip non-stop flight included Boston (BOS) to Pico Island (PIX) No reviews ![Aldeia dos Caldeirões](https://images.trvl-media.com/lodging/121000000/120640000/120631000/120630982/478b00b2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aldeia dos Caldeirões $1,741 per person Jun 27 - Jul 3 found 1 day ago Roundtrip non-stop flight included New York (JFK) to Pico Island (PIX) No reviews ![Casa do Comendador](https://images.trvl-media.com/lodging/6000000/5900000/5894600/5894551/6cbb0de9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casa do Comendador $1,585 per person May 22 - May 25 found 23 hours ago Roundtrip non-stop flight included Boston (BOS) to Pico Island (PIX) 8.6/10 Excellent! (29 reviews) An exemplary experience. This family run B&B is immaculate and the helpfulness of the owners and staff is fantastic. I could not recommend this place more highly. Reviewed on Sep 9, 2014 Don't see what you're looking for? See all available trips from Columbus to Pico Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-05/2026-05-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIX&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Luxury vacations in Pico Island Price found within the past 48 hours. Click for updated prices. ![Sara Village](https://images.trvl-media.com/lodging/22000000/21420000/21412800/21412789/b4e99dad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sara Village $1,170 per person Jun 18 - Jun 21 found 11 hours ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Pico Island (PIX) 8.4/10 Very Good! (60 reviews) Exceeded expirations. Owner is beautiful, staff very helpful and customer oriented. On main hwy which is convenient but can be noisy. View is exceptional. Highly recommend! Reviewed on Oct 14, 2025 ![Aldeia da Fonte Hotel](https://images.trvl-media.com/lodging/5000000/4860000/4850400/4850316/a9a50da1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aldeia da Fonte Hotel $1,765 per person May 22 - May 25 found 23 hours ago Roundtrip non-stop flight included Boston (BOS) to Pico Island (PIX) No reviews ![Pico Dreams - Sportfish](https://images.trvl-media.com/lodging/8000000/7760000/7759200/7759184/a083f6bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pico Dreams - Sportfish $1,198 per person Jun 18 - Jun 21 found 11 hours ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Pico Island (PIX) 9.2/10 Wonderful! (63 reviews) This was a no-frills, simple hotel. It was a great value, and was clean, quiet, and relaxing. The staff were so kind, and laid back. The view from the patio in our room was lovely. The shared kitchen area was a nice place to cook a meal, and there were three adorable cats around the property who we loved petting. The location was great for exploring various parts of Pico. Reviewed on Oct 27, 2025 Don't see what you're looking for? See all available trips from Columbus to Pico Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-05/2026-05-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PIX&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## All you need to know about luxury vacations in Pico Island #### What can I expect from a luxury Pico Island vacation? Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Pico Island vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. #### How can I find all-inclusive luxury vacation packages in Pico Island? By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5\* filter to find truly sensational stays. You barely need to lift a finger. #### Can I book a cheap Pico Island luxury vacation? Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $1,170\. Prices and availability are subject to change. Additional terms may apply. #### How can I book a luxury family vacation in Pico Island? Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. #### Can I book a package in Pico Island with a luxury vacation home? A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package. #### How can I find the best luxury vacation deals in Pico Island? Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months. #### Can I book a luxury holiday in Pico Island with free cancellation and/or flexible dates? Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. #### Why should I book my luxury trip to Pico Island with Expedia? A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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in Pico Island ](https://expedia.com/Car-Rentals-In-Pico-Island.d2802.Car-Rental-Guide)[ Pico Island Vacations ](https://expedia.com/Pico-Island.d2802.Destination-Travel-Guides)[ Things to do in Pico Island ](https://expedia.com/Things-To-Do-In-Pico-Island.d2802.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app