Explore three distinct islands in the Hawaiian archipelago — each with its own character and landscapes. Begin on Oahu, where a quiet boat ride across Pearl Harbor leads to the USS Arizona Memorial. On the Island of Hawaii (better known as the Big Island), the scenery shifts as we walk along a black-sand beach and take in the sweeping views of Hawaii Volcanoes National Park, with time to unwind along the Kona Coast. In Maui, humpback whales breach, Haleakala towers above the clouds, and a traditional luau fills the night with music and storytelling. Along the way, multi-night resort stays allow us to relax in the tropical sun and Pacific breezes.
January 26 – February 4, 2027
Itinerary Highlights:
- Multi-night resort stays: three nights in Honolulu, Oahu; two nights on the Big Island; three nights in Maui
- Two national parks: Hawaii Volcanoes National Park and Haleakala National Park
- Whale-watching cruise from Maui
- Honolulu city tour
- Pearl Harbor
- USS Arizona Memorial
- Black-sand volcanic beach
- Kona Coast
- Hawaiian luau
- Maui Tropical Plantation
- Iao Needle
Package Includes:
- Round-trip airfare from Raleigh-Durham International Airport or Charlotte Douglas International Airport
- Inter-island flights
- Eight nights’ hotel accommodations
- 12 meals: eight breakfasts, four dinners
- All sightseeing and admissions per itinerary
- Motor coach transportation
- Professional tour director
- Our State host
- Wine and beer reception
- Hotel transfers
- Baggage handling at hotels
Accommodations:
- Three nights in Honolulu, Oahu: Sheraton Princess Kaiulani
- Two nights in Kona area, the Big Island: Courtyard by Marriott King Kamehameha’s Kona Beach Hotel or Royal Kona Resort
- Three nights in Kaanapali area, Maui: The Westin Maui Resort & Spa or Sheraton Maui Resort & Spa
Note: Hotels are subject to change.
Detailed Itinerary:
Day 1: Arrive in Honolulu
Tuesday, January 26, 2027
Arrive in Honolulu and receive a warm aloha welcome from your tour director. Transfer to your hotel and check in for your three-night stay on Oahu, the most populated of the Hawaiian islands. At first glance, Honolulu, the state’s capital, appears to be like any other large American city, but the palm trees, hibiscus, and variegated colors of the residents’ clothing make it clear that you’re somewhere special. Tonight, connect with your fellow travelers over light bites at an Our State wine and beer reception.
Overnight: Sheraton Princess Kaiulani in Honolulu
Day 2: Pearl Harbor • Honolulu city tour
Wednesday, January 27, 2027
Spend the morning at Pearl Harbor, where we’ll take a Navy boat to the USS Arizona Memorial to pay tribute to those who lost their lives on December 7, 1941. Explore the visitor center, view the exhibits, and watch a documentary before heading off to see the sights of Honolulu. Drive through the National Memorial Cemetery of the Pacific — set inside Punchbowl Crater, a dormant volcano — and see the State Capitol, the Governor’s Mansion, Chinatown, and King Kamehameha’s statue. Later, join your fellow travelers for a welcome dinner.
Meals: Breakfast, Dinner
Overnight: Sheraton Princess Kaiulani in Honolulu
Day 3: Honolulu at leisure
Thursday, January 28, 2027
Enjoy a leisure day in paradise to soak up some sun on the beach or at the pool, do some shopping, or play a round of golf. An optional full-day Oahu Circle tour will introduce us to some of the island’s best sites, including Diamond Head — the remaining cone of an ancient volcano — the cliffside overlook of Nuuanu Pali, the Halona Blowhole, and the famous North Shore. Stop at the Dole pineapple plantation, the Japanese-style Byodo-In Temple, and the Waimea Valley, known for its lush gardens and picturesque waterfall.
Meals: Breakfast
Overnight: Sheraton Princess Kaiulani in Honolulu
Day 4: Hawaii Volcanoes National Park • Punaluu Black Sand Beach
Friday, January 29, 2027
This morning, fly to Hilo on the Island of Hawaii (the Big Island). Ascend the rugged countryside to Hawaii Volcanoes National Park, a UNESCO World Heritage site, where we’ll see the crater of Kilauea, a steaming active volcano. Next, journey south to see Punaluu Beach, whose black sand is made from lava that cooled and shattered as it hit the ocean. Then travel along the Kona Coast and check into your resort for a two-night stay. After settling in, enjoy dinner on your own in the historic fishing village of Kailua-Kona.
Meals: Breakfast
Overnight: Courtyard by Marriott King Kamehameha’s Kona Beach Hotel or Royal Kona Resort
Day 5: Big Island at leisure
Saturday, January 30, 2027
Relax poolside, shop, play a round of golf, or plan your own excursion. Then join your fellow travelers to swap stories over dinner at a popular local restaurant in Kona.
Meals: Breakfast, Dinner
Overnight: Courtyard by Marriott King Kamehameha’s Kona Beach Hotel or Royal Kona Resort
Day 6: Maui
Sunday, January 31, 2027
Comprising two connected volcanic land masses, Maui is known as the Valley Isle. After flying from the Big Island, visit the Maui Tropical Plantation, where the Tropical Express tram provides a 40-minute overview of Hawaiian agriculture. Later, explore Whalers Village, an oceanfront dining and shopping venue near our resort. Check in for a three-night stay and enjoy an included dinner.
Meals: Breakfast, Dinner
Overnight: The Westin Maui Resort & Spa or Sheraton Maui Resort & Spa
Day 7: Maui Whale-Watching Cruise
Monday, February 1, 2027
Every winter, more than 8,000 humpback whales migrate more than 3,500 miles to the warm Pacific waters of Hawaii to mate, give birth, and nurse their calves. Head out with an experienced captain and crew to observe these awe-inspiring creatures from a close but respectful distance. Keep an eye out for breaching whales! Return to your hotel with the afternoon at leisure to relax, shop, golf, or explore on your own.
Meals: Breakfast
Overnight: The Westin Maui Resort & Spa or Sheraton Maui Resort & Spa
Day 8: Haleakala National Park • Luau
Tuesday, February 2, 2027
Travel through the national park to the top of Haleakala — Maui’s massive dormant volcano whose name translates to “House of the Sun” — on a scenic journey from sea level to 10,000 feet. At the summit is a vast crater seven and a half miles long by two and a half miles wide and 3,000 feet deep. Marvel at the crater’s otherworldly landscape of cinder cones and ancient lava formations. This evening, join your fellow travelers for a farewell Hawaiian luau, a fun-filled cultural event featuring traditional food, dancing, and music.
Meals: Breakfast, Dinner
Overnight: The Westin Maui Resort & Spa or Sheraton Maui Resort & Spa
Day 9: Iao Valley • Departure
Wednesday, February 3, 2027
After a leisurely morning at the resort, visit Iao Valley, where lush tropical foliage surrounds the Iao Needle rock formation, rising more than 2,000 feet from the valley floor. Later, board your overnight flight to the U.S.
Meals: Breakfast
Day 10: Arrive in the U.S.
Thursday, February 4, 2027
Arrive home filled with wonderful memories of your Hawaii three-island adventure. Want to share your experience with other travelers? Post your favorite pictures in the Our State Travel Club Facebook group!
Tour Rates:
Discounted rate*: $7,299 per person (based on double occupancy)
Regular rate: $7,399 per person (based on double occupancy)
Single rate: $9,999 ($9,899 with booking discount*)
*Make your final payment by check prior to the final payment due date and receive a booking discount of $100 per person.
For Reservations & More Information:
Premier World Discovery
Melissa Grant
(877) 953-8687, ext. 238 (Pacific Standard Time)
mgrant@premierworlddiscovery.com
Online booking option: Click here and use booking number 216343 to make your deposit online.
Trip brochure: Click here for information on payment schedule, cancellation policy, and trip insurance.
This tour is rated Activity Level 3 of 4 — Active. For more information on physical requirements and what to expect on an Our State trip, click here.
Explore More
Get excited for your trip and learn more about your destination with our curated list of books, films, music, and more.
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Read
Sharks in the Time of Saviors by Kawai Strong Washburn (2020) — Through magical realism and shifting points of view, this story follows how one extraordinary childhood event ripples through generations of a Native Hawaiian family whose members are pushed — and sometimes pulled apart — by forces of myth, migration, and hope.
Hawaiki Rising: Hōkūle‘a, Nainoa Thompson, and the Hawaiian Renaissance by Sam Low (2013) — This deeply reported narrative explores the revival of traditional Polynesian wayfinding through the voyages of the Hōkūle‘a canoe, following master navigator Nainoa Thompson and a growing movement to reclaim ancestral knowledge and cultural pride.
The Goddesses by Swan Huntley (2017) — In this psychological novel, a Hawaii transplant hoping to reinvent herself is drawn into a consuming friendship with a charismatic yoga instructor whose influence becomes increasingly unsettling.
Moloka‘i by Alan Brennert (2003) — This beloved historical novel follows Rachel Kalama as she builds a meaningful future in the isolated Kalaupapa leprosy settlement, where she finds friendship, purpose, and love within a close-knit community sustained by faith, music, and deep human connection.
Watch
The Descendants (2011; HBO MAX, rent online) — This Golden Globe and Academy Award-winning film centers on a Honolulu lawyer who must decide the fate of a large ancestral landholding while also confronting a family secret in the midst of tragedy.
50 First Dates (2004; HBO MAX, rent online) — Against the backdrop of Oahu’s beaches, neighborhoods, and laid-back island routines, a marine veterinarian falls for a woman with short-term memory loss, attempting to win her over with his daily romantic — and often comedic — gestures.
Attack on Pearl Harbor: Minute by Minute (2021; Netflix) — This three-part docuseries uses archival footage and interviews with survivors to detail the events of the Japanese attack on Pearl Harbor on December 7, 1941.
National Geographic’s Wild Hawaii (2014; Disney+) — With episodes covering everything from coral reefs up to volcanic craters, this documentary series highlights how isolation and geology have shaped one of the most biologically unique places on Earth.
Chief of War (2025; Apple TV) — Co-created by and starring Hawaiian native Jason Momoa, this series tells the story of the long and bloody war that ultimately led to the unification of Hawaii under King Kamehameha I in the 18th and early 19th centuries.
Listen
“Aloha ‘Oe” by Queen Lili’uokalani (c. 1878) — Translating to “Farewell to Thee,” this tender love song took on new meaning for its author — the last reigning monarch of Hawaii — and the Hawaiian people when the kingdom was overthrown by the United States in 1893. It is now played as a celebration of traditional Hawaiian culture.
Facing Future by Israel “IZ” Kamakawiwo‘ole (1993) — With his gentle voice and ukulele, IZ became an ambassador of modern Hawaiian music with the best-selling album ever released by a Hawaiian artist, which includes his iconic rendition of “Over the Rainbow/What a Wonderful World.”
Ledward Kaʻapana — A master of Hawaiian slack-key guitar, Kaʻapana’s playing is rooted in the paniolo — Hawaiian cowboy — tradition, with fluid melodies that reflect the relaxed pace and storytelling of island life. For a classic introduction, listen to his live album Led Live (1997) or the song “Opihi Moemoe.”
Ka Leo o Hawai‘i (1972-1988) — Through conversations about language, history, and culture, this thoughtful oral history project produced by the University of Hawaii offers listeners a deeper understanding of Native Hawaiian voices and perspectives, past and present.
Listen to the Our State Travel Club’s Spotify playlist for Hawaii here.
