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10 Day Special 3-Islander to Oahu, Maui & Big Island (Kauai is not included in this itinerary) 2023 cart Book Now
time 10 Days / 9 Nights Starting at $5250 PP (Land Rate)

Our 'Special 3-Islander' visits Oahu, Maui & 'the Big Island' (instead of Kauai). Each deluxe hotel is beachfront.

Our hotels are not just about slippers, bathrobes and chocolates on your pillow. Some are famous historic national landmarks - like Oahu’s Moana Surfrider.

Our Deluxe Westin Maui is not just on any shoreline. It’s on Ka’anapali Beach, rated by Conde Nast as one of the best on the planet. Watch daily cliff-diving (try if you dare!), snorkel in your own tropical fish tank, toast fantastic sunsets, walk miles of endless trails and meet lots of friendly sea turtles!

Finally, there is the Westin Hapuna Beach Resort located on one of the most pristine beaches in all the islands. The "Big Island" is larger than all of the other Hawaiian Islands combined! There’s so much to see… white, green and black-sand beaches, stargazing atop majestic Mauna Kea, golf on one of 20 world-class courses.

Especially active now are the lava flows at the Hawaii Volcanoes National Park. Right now, the famous Kilauea volcano is adding acres of real estate to the islands! (Needs to cool off before contacting your broker.)

inclusionAt a Glance
  • DAY 1 - Oahu - Aloha! Lei Greeting and Welcome to Hawaii!
  • DAY 2 - Oahu - Breakfast - Pearl Harbor Arizona Memorial - Panoramic Tour of Historical Honolulu & 'Iolani Palace - A La Carte Dinner at Duke's Waikiki
  • DAY 3 - Oahu - Breakfast - Day of Leisure - Dinner at Orchids Restaurant
  • DAY 4 - Oahu to Maui - Flight to Maui - Tour Iao Valley & Lahaina Town - A La Carte Dinner at the Westin Maui Resort & Spa
  • DAY 5 - Maui - Full Day of Leisure - Sunset Cocktail Cruise
  • DAY 6 - Maui - Morning at Leisure - Hawaiian Luau & Show
  • DAY 7 - Maui - Flight to Kona on the Big Island
  • DAY 8 - Big Island - Tour of Volcanoes National Park - Volcano Winery Wine Tasting & Lunch
  • DAY 9 - Big Island - Day at Leisure - Dinner at Tommy Bahama
  • DAY 10 - Big Island - Fly Home
dates Itinerary
Click on the plus sign for full day description.

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 an à la carte dinner at Duke’s Waikiki Restaurant, named for legendary surfer Duke Kahanamoku. Enjoy a real Mai Tai (umbrella included) from the Barefoot Bar! Wine, beer or soft drinks also included with your fine Hawaiian dinner.

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.

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 in 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. At the height of the whaling era (1840 to 1865), Lahaina Town served as the anchorage for more than 500 ships!

Upon our arrival, 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!

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.

After breakfast, ask your tour leader 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. Included our hot and cold hearty pupus with maitais, beer, sodas, a great crew that’s at your service.

If it’s whale season, mid- December thru mid-April, perhaps we’ll be lucky to see a humpback or two.

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.

Upon our arrival on the Big Island, we’ll check into the Fairmont Orchid Hotel. Accommodations like this are what separate Perillo’s Hawaii from all others!

In 2020, this super-deluxe accommodation came in 4th on Condé Nast Traveler’s “Readers’ Choice Award”. See if you agree as you explore this pristine, 32-acre beachfront property. Dinner is on your own tonight.

After our great Fairmont breakfast, we explore Volcanoes National Park, including the currently active flows of Kilauea and Mauna Loa, two of the most active volcanoes in the world. Imagine watching your island grow larger as the lava spews from the bowels of the earth and cools into future fields and forests. Don’t touch the lava...it’s hot!

Following the Volcano Park, we’ll visit the famous Volcano Winery for a wine tasting and a light lunch. 

Our last day in paradise at Fairmont. It was rated the 4th best resort in all of Hawaii in 2021 by Condé Nast. What do YOU think?

Later this evening, we’ll head across the street to Tommy Bahama Restaurant for some great island cuisine filled with unbelievable sunset views.

Unfortunately, our time in Hawaii must come to an end. Enjoy the rest of the day at the Fairmont Orchid and catch a few more rays of the Hawaiian sun before your transfer to the airport.

We hope to see you again on another Perillo Tour to Italy, Spain or Hawaii again! As the Hawaiians say, “Mahalo Nui Loa!” (Thank you very much)!