10 Days / 9 Nights Starting at $6395 PP (Land Rate)
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.
Itinerary
Today you’ll fly to Honolulu on the island of Oahu, one of the single most dreamed of vacation spots in the world. You’ll be met with a cool, aromatic, flower-lei greeting right at the airport!
Our home for the next 3 days, the Grand Dame of Hawaiian accommodations – the Moana Surfrider! (You don’t have to be that old to remember the radio show airing from its courtyard – Hawaii Calls.)
Your Perillo reps will be on-hand to help you to settle into your room in paradise. ALOHA!
The brilliant Hawaiian sunrise beckons you to a great breakfast. Next, meet your tour guide for a short familiarization talk on your Hawaiian adventure.
After breakfast we’re off to Pearl Harbor to commemorate the “day that will live in infamy” - December 7, 1941. Few Americans who set foot on the Arizona Memorial can avoid a few goose bumps. We continue on to the historic sightseeing tour of downtown Honolulu, followed by a panoramic tour of the beautiful ‘Iolani Palace, the only true Royal Palace on American soil.
Tonight, enjoy your à la carte dinner at Duke’s Waikiki Restaurant, named after the legendary surfer Duke Kahanamoku. Experience a real Mai Tai (umbrella included) from the Barefoot Bar. Wine, beer or soft drinks are also included with your fine Hawaiian dinner.
Included: Breakfast, Dinner
NOTE: While we do plan for and secure U.S.S. Arizona Memorial tickets in advance, access to the memorial is ultimately at the discretion of the U.S. Navy and may be subject to unexpected closures beyond our control. In the rare event of a closure, we will promptly inform your group and provide updates as needed.
After breakfast, the day is all yours.
It’s said that surfing was invented on Waikiki Beach. The warm shallow water and gentle waves will make a quick surfer out of you too! (Elvis didn’t choose any old beach for his famous movies.)
After a free afternoon we’ll enjoy oceanfront dining at one of the finest restaurants in all Hawaii: Orchids at the Halekulani Hotel. Now is a good time to remember: E Mahalo Kakou I Ka Mea Loa’a… Let us be thankful for what we have.
Included: Breakfast, Dinner
After breakfast, enjoy your last morning on Oahu to discover the "First Lady of Waikiki", the Moana Surfrider. How about taking in the Moana’s museum on the 3rd floor? There’s so much history at this hotel!
This afternoon we jet to Maui, the “Valley Island”. In 1778, Captain James Cook arrived in “Mowee” ending the idyllic life of the Polynesian natives. In Cook’s wake came traders, missionaries and whalers.
You’ll love the Westin Maui. It’s fancy but casual, and situated along Ka’anapali Beach, rated as one of the best beaches ON EARTH by Condé Nast magazine!
We’ll settle in our room followed by à la carte dinner with wine or soft drinks at the restaurant located at your resort. Of course, gratuities are included.
Included: Breakfast, Dinner
After breakfast, ask your tour director for suggestions today. Try a hula lesson...or how about a ukulele lesson?
Afraid to jump off the world-famous “Black Rock “cliff? Then just watch the kids do it. There’s also fantastic snorkeling along its base—like swimming in the world’s best tropical fish tank!
Later this afternoon, we board our smooth catamaran for a sunset cruise. Enjoy Tradewind sailing with phenomenal views of West Maui, Molokai and Lanai.
Enjoy Mai Tais, beer and soda. Also included is our chef-inspired gourmet dinner featuring fresh Hawaiian fish, beef or a great vegetarian option, plus dessert!
If it’s whale season, mid- December thru mid-April, perhaps we’ll be lucky to see a humpback or two.
Included: Breakfast, Dinner
Another glorious day in paradise!
After a day of leisure, bring your appetites to our Hawaiian Luau Spectacular! It’s the hottest show on the island. Our luau takes you on a journey through the islands of Polynesia.
Witness the authentic dances and music of Samoa, Fiji, New Zealand, Tahiti and Hawaii. Enjoy an open bar and an all-you-can-eat traditional luau featuring a superb combination of Hawaiian specialties, at one of the best luaus the state of Hawaii has to offer.
Included: Breakfast, Dinner
Prior to our departure for the "Garden Isle", we'll take a short stop at one of the gems of Maui-Iao Valley. Take in the famous "Needle" and unbelievable sight and sounds that you definitely will never forget!
Later we’re off to Kauai, the “Garden Island”. Our home for the next three nights is the deluxe Grand Hyatt Kauai. It is not just brochure language to say this is one of the finest resorts in the world!
The rest of the afternoon is all yours. And you’ll spend the next three days filled with sunshine, swimming in sparkling pools or just exploring our hotel’s lush manicured grounds.
This evening, you’ll love dining at Tidepools, where contemporary island cuisine is served. As always, great wine, soft drinks and tips are included.
Included: Breakfast, Dinner
A free day to “hang loose” on the Garden Island!
An Option: Real excitement aboard a six-passenger jet-powered helicopter at very special discounted rates. You’ll see amazing panoramas that are otherwise inaccessible. Your tour director will be happy to advise you of other available activities.
Dinner is on your own tonight.
Included: Breakfast
A Kauai Movie Tour adventure for young and old, movie buffs and nature lovers! You’ll visit many famous sites on Kauai where Hollywood Blockbusters and TV shows were filmed. Your backstage pass will take you to scenic locations with your guide and you’ll even view clips of those notable films.
Have lunch on your own in beautiful Hanalei Town and visit Tahiti Nui, where the George Clooney film “The Descendants” was filmed. You’ll enjoy this unique tour that truly showcases Kauai’s most beautiful locales and scenic locations.
Afterwards, we’ll enjoy another spectacular dinner with wine at Tidepools - named one of America’s Top Hotel Restaurants for 2025 by OpenTable and KAYAK. Bon appétit!
Included: Breakfast, Dinner
Today, our “Three Islander” tour will end with a transfer to Kauai’s Lihue airport. Your tour will end after breakfast this morning. Mahalo, and please join us again soon!
Included: Breakfast
Inclusions
- 3 Nights – Deluxe Moana Surfrider on Oahu
- 3 Nights – Deluxe Westin Maui Resort & Spa
- 3 Nights – Deluxe Grand Hyatt Kauai
- Lei Greeting at airport
- Flights to Maui & Kauai
- Sunset Cocktail/Dinner Cruise
- Authentic Hawaii Luau Dinner & Show
- 9 Breakfasts
- 5 À La Carte Dinners with Drinks
- Resort Fees, Health Club, Free Wi-Fi
- Bellmen & Restaurant Gratuities
- Baggage Handling Including Tips
Dates & Rates
| Depart - Return |
Per Person in a Double |
Solo Traveler |
|---|---|---|
| Mar 12 - Mar 21 | $6,395 | $9,175 |
| Mar 22 - Mar 31 | Sold Out! | |
| Apr 9 - Apr 18 | $6,395 | $9,175 |
| Apr 30 - May 9 | Sold Out! | |
| May 10 - May 19 | $6,395 | $9,175 |
| May 21 - May 30 | $6,395 | $9,175 |
| Jun 11 - Jun 20 | $6,395 | $9,175 |
| Jun 21 - Jun 30 | $6,395 | $9,175 |
| Jul 2 - Jul 11 | $6,395 | $9,175 |
| Jul 23 - Aug 1 | $6,395 | $9,175 |
| Aug 2 - Aug 11 | $6,395 | $9,175 |
| Sep 3 - Sep 12 | Sold Out! | |
| Sep 24 - Oct 3 | $6,395 | $9,175 |
| Oct 4 - Oct 13 | $6,395 | $9,175 |
| Oct 22 - Oct 31 | $6,395 | $9,175 |
| Nov 12 - Nov 21 | $6,395 | $9,175 |
| Dec 3 - Dec 12 | $6,395 | $9,175 |
Triple room deduct $500 per person from the Double rate.
Kids 5 to 17 sharing with 2 adults deduct $3200 from the Double Rate.
Hotel Info
Westin Maui Resort & Spa
The 2021 US News & World Report lists Ka’anapali Beach as #1 in all America. And that’s just we’re you’ll find the deluxe Westin Maui! Enjoy delicious local cuisine at one of five on-site dining options. Take advantage of an abundance of FREE activities or take the hotel shuttle to nearby West Maui attractions.
Maui
Deluxe Grand Hyatt Kauai Resort & Spa
The architecture is classic 1920's Hawaiian and is "class" all the way. The Hyatt Kauai's Anara Spa is world renowned, with all the popular treatments available. With the fitness center, Robert Trent Jones Golf Corse, and Tennis Courts, this is a vacation resort for the active. The rooms are some of the nicest on Kauai. The pool is called an "action pool", because it has waterfalls, a 150 ft water-slide and jacuzzis. Several dining options include 5 restaurants.
Kauai
Air Info
For a seamless travel experience from start-to-finish, we strongly recommend taking advantage of Perillo's flights. By booking your air with Perillo, your round trip airport transfers in Hawaii will be included, provided you arrive and depart on scheduled tour dates.
Affordable Upgrades
Treat yourself to the luxury and comfort of flying First Class or Business Elite on United Airlines or American Airlines.
At an astonishingly affordable surcharge, this is the perfect opportunity to travel in the lap of luxury.
Call for Perillo's exclusive rate.
Arranging your own air?
If you are purchasing your own flights (not through Perillo Tours), you should arrange to fly into Honolulu and return from the last island of your tour, accordingly:
- The "Three Islander" ends on Kauai.
- The "Four Islander" ends on Kona.
Don't worry about your inter-island flights as they are all included in the above "Land-Only" rates.
Perillo Tours passengers traveling on the scheduled arrival and departure dates shown in our brochure will be transferred from airport to hotel. Passengers arriving prior to the scheduled tour date will need to make their own transfer arrangements. Please call 800-431-1515 to make the necessary arrangements with the help of our staff. Click here for airport transfer information.
Find Your Airport
Or call and let us help you.
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Optional Tour Add-Ons
Duration: 50 Minutes
City: Kauai
Soar above Kauai's breathtaking landscapes and experience the island from a truly unforgettable vantage point! On this thrilling 50-minute flight, you’ll glide over lush emerald valleys, dramatic sea cliffs, cascading waterfalls, and the world-famous Nā Pali Coast — a view only possible by air.
This optional excursion departs conveniently from the Grand Hyatt Kauai, with roundtrip transportation included. Flight times are available in the morning, and guests may select their preferred time during our Day 2 orientation meeting with the Tour Director.
Available Flight Times:
• 8:00 AM
• 9:00 AM
• 10:00 AM
• 11:00 AM
Sign-up is handled onsite during Day 2's group orientation prior to the Pearl Harbor & Downtown Honolulu tour; advance reservations are not required.
Duration: 10 hours
City:
2:00 AM to 12:00 PM
Experience the awe-inspiring spectacle of a sunrise atop Mt. Haleakala, standing tall at 9,740 feet, where the dawn of a new day unfolds in breathtaking splendor. Immerse yourself in the experience while we handle the driving for you in our deluxe touring vehicle. Throughout the tour, our knowledgeable local guide shares captivating Hawaiian history, legends, and insider tips, enriching your exploration. Chilled bottled water and local treats are included, offering a refreshing taste of Hawaii.
As you ascend to the summit district of Haleakala National Park, feel the raw power of being among the clouds, greeted face-to-face by the rising sun. Witness nature's masterpiece as the golden light illuminates the landscape, painting the sky with vibrant hues.
This small group tour on a mini coach is the perfect way to experience the natural wonders and pristine landscape of Maui.
After the mesmerizing sunrise, explore the slopes of Haleakala, where rare Silversword plants thrive, and endemic Nene geese gracefully soar overhead.
Take in the dramatic transformation of the landscape, from the arid desert terrain to lush, fertile farmland, as you descend from the summit area.
Indulge in a delightful breakfast at Cafe O'Lei at the Plantation, a locally and family-owned establishment nestled amidst the tranquil surroundings of the old sugar mill.
Choose from a variety of plated selections, including seasonal fresh fruit, a hearty Plantation Breakfast, or the indulgent Macadamia Nut Pancakes, crafted with local, seasonal ingredients, accompanied by refreshing beverages. Special dietary requirements such as vegetarian, vegan, gluten-free, or nut allergies can be accommodated with advance notice.
Immerse yourself in the beauty of Haleakala National Park, from the sweeping vistas at the Visitor Center Overlook
Areas to the scenic views of Kula and upcountry Maui on the descent.
The price for adults is $255 and for children under 12, $155. All transfers are included.
This tour needs to be booked in advance, please call us 800-431-1515 to add this to your adventure.
Duration: 9 hours
City: Kauai
7:45 AM to 9:30 PM
Don’t miss the ultimate Waimea Canyon and Wailua River adventure to discover the breathtaking beauty of Kauai's landscape. Immerse yourself in the experience while we handle the driving for you in our deluxe touring vehicle. Throughout the tour, our knowledgeable local guide shares captivating Hawaiian history, legends, and insider tips, enriching your exploration. Chilled bottled water and local treats are included, offering a refreshing taste of Hawaii. Visit Waimea Canyon, a geological marvel featuring expansive peaks, valleys, and deep gorges. At the Waimea Canyon Lookout, marvel at the striking red soil covered in lush greenery, offering a panoramic view of nature's grandeur.
Next, cruise down the Wailua River on a narrated two-mile open air boat ride through a meandering freshwater river, surrounded by the enchanting rainforest jungle. The adventure continues as you walk through the tropical rainforest to the renowned Fern Grotto, where a live performance of the Hawaiian wedding song serenades you in the midst of verdant surroundings.
Enjoy lunch on your own in historic Old Koloa Town, surrounded by its charming atmosphere. Experience the power of nature at Opaekaa Falls, a majestic 151-foot waterfall flowing over basalt from ancient volcanic eruptions. The tour then takes you to the Spouting Horn Blowhole, showcasing Kauai's scenic splendor and raw natural beauty.
Indulge in the flavors of Kauai at the Kauai Coffee Plantation Estate, the largest coffee farm in the United States. Sample an exclusive line of estate-grown Hawaiian coffee.
This all-encompassing adventure not only immerses you in Kauai's stunning landscapes but also treats your taste buds to the island's culinary delights.
The price for adults is $240 and for children under 12, $170. All transfers are included.
This tour needs to be booked in advance, please call us 800-431-1515 to add this to your adventure.
format_quote Testimonials
I have never enjoyed a vacation as much as this one to Hawaii. I loved the beauty and to be able to learn so much Hawaiian Traditions and Cousin Bert was the best throughout out our vacation. We are honored to have Bert our new cousin in Hawaii. Our days were action packed and so very fun. We will return. Aloha And Mahalo.
Mr. T.K.
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.
