Escorted Tours to Hawaii | A Great Hawaiian Vacation

Did you know that Perillo Tours, the ‘Italy Company,’ has been hosting visitors to Hawaii for more than 30 years?

Everything’s Included! The best oceanfront deluxe hotels. Daily à la carte breakfasts. À la carte dinners with wine or soft drinks. Inter-island flights. Sightseeing on each island. An authentic Hawaiian luau. The Pearl Harbor Arizona Memorial. The National Historic Landmark Iolani Palace & Nutridge Estate, the first macadamia nut plantation in Hawaii. Perfect for family vacations, anniversaries, and honeymoons! A great Hawaii vacation.

Please note that our tours include moderate physical activity. Walking tours as well as walking on uneven surfaces, hills with inclines, cobblestone roads, and stairs should be expected. You must be able to walk on your own and keep up with the group or have someone traveling with you to assist you. You can expect to walk 10,000-12,000 steps per day.

Save $100 per person if ALL payments are made by check/electronic check (Kids rate does not qualify).

Please note that Starting May 7, 2025, all individuals aged 18 or older will be required to present a REAL ID or Passport to fly domestically. Standard drivers licenses will NOT be sufficient. For more information see REAL ID.

2027 Tours

7 Day Two Islander 2027
Starting at $4695

Oahu (3 nights) Maui (3)

Perillo’s 2-Island Tour of Oʻahu and Maui is perfect for first-time visitors or anyone looking for a quick, unforgettable taste of Hawaiʻi. You’ll enjoy oceanfront stays, delicious meals at top local restaurants, and all the must-see sights—expertly arranged with Perillo’s signature care and style.

10 Day Three Islander 2027
Starting at $6995

Oahu (3 nights) Maui (3) Kauai (3)

Perillo’s 3-Island Tour of Oʻahu, Maui, and Kauaʻi offers the ideal blend of variety and comfort for travelers looking to explore more of Hawaiʻi. With beachfront hotels, memorable meals, and expertly guided experiences on each island, it’s a complete Hawaiian escape—perfectly paced and thoughtfully curated.

13 Day Four Islander 2027
Starting at $8895

Oahu (3 nights) Maui (3) Kauai (3), Big Island (3)

Perillo’s 4-Island Tour is the most comprehensive way to experience the breathtaking sights, sounds, and spirit of Hawaiʻi. From the volcanic wonders of the Big Island to the lush beauty of Kauaʻi, this all-inclusive journey features beachfront hotels, exceptional dining, and seamless travel—leaving no corner of paradise unexplored.

2026 Tours

7 Day Two Islander 2026
Starting at $4495

Oahu (3 nights) Maui (3)

Perillo’s 2-Island Tour of Oʻahu and Maui is perfect for first-time visitors or anyone looking for a quick, unforgettable taste of Hawaiʻi. You’ll enjoy oceanfront stays, delicious meals at top local restaurants, and all the must-see sights—expertly arranged with Perillo’s signature care and style.

10 Day Three Islander 2026
Starting at $6395

Oahu (3 nights) Maui (3) Kauai (3)

Perillo’s 3-Island Tour of Oʻahu, Maui, and Kauaʻi offers the ideal blend of variety and comfort for travelers looking to explore more of Hawaiʻi. With beachfront hotels, memorable meals, and expertly guided experiences on each island, it’s a complete Hawaiian escape—perfectly paced and thoughtfully curated.

13 Day Four Islander 2026
Starting at $8425

Oahu (3 nights) Maui (3) Kauai (3), Big Island (3)

Perillo’s 4-Island Tour is the most comprehensive way to experience the breathtaking sights, sounds, and spirit of Hawaiʻi. From the volcanic wonders of the Big Island to the lush beauty of Kauaʻi, this all-inclusive journey features beachfront hotels, exceptional dining, and seamless travel—leaving no corner of paradise unexplored.

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format_quote Testimonials

My wife and I took the 10 Day Three Island Perillo tour of Hawaii in September.  It is difficult to find words to express how wonderful it was.

When we arrived at baggage claim in Honolulu, the Perillo representative was waiting for us.  This was my first experience with Perillo, and I asked her about her experience working for the company.  She told us she loved it and had been working for them for fifteen years, but our tour guide had been with Perillo for more than two decades.

That told me two facts: we would be assisted by experienced experts and that Perillo has employee loyalty.  That is indicative of a well-run business.  I had no idea at the time how true that would prove to be.

I got the bags off the carousel, and the Perillo representative put them on a cart.  That was the last time I handled those bags until we checked in for the departing flight at the end of the tour.  At each of the three hotels we stayed at, the bags were delivered to our room before we checked in and picked up after we checked out.

Those rooms were in the finest resorts on each island.  Ask me which one I liked the best and I would say “yes”.  Like the islands, they all had their own character.  They all had multiple immense pools, pool bars and beaches with every amenity.

All of the included meals were top quality at top quality places.  They curated quite a collection.  We often had special Perillo menus of about six choices.  These were not cheap eats, they offered the best selection, but limiting the choices for a party of 32 is a necessity or some would place orders as others were finishing their dinner.

Best resorts, best restaurants.  Perillo gave great value and that is not easy in Hawaii, where prices are higher than midtown Manhattan.

Mr. & Mrs. P.P.

I just want to say that this Hawaii tour was fantastic.  What made it more fascinating was Paul.  He was exceptional. . .  he is friendly, approachable, very educated on the culture and customs of the island.  The families that toured with us was fantastic and all the accommodations and food were exceptional.  I am so glad I booked with Perillo and will do again and again.  Thank you for making this vacation so memorable.

Mr. N.F.