2027 Bucket List: 
The Best Oahu and Maui Tours to Book Now

Oahu, the most visited of the Hawaiian Islands, is home to Waikiki Beach, the historic Pearl Harbor memorial, and the iconic Diamond Head crater hike. It's an island where modern resort life and deep cultural history exist side by side. The North Shore draws surfers and spectators alike, while Hanauma Bay offers some of the best snorkeling the Pacific has to offer.

Known as "the Valley Isle," the incredible geographical diversity is what truly defines Maui. Visitors can experience the breathtaking sunrise from above the clouds at the peak of Haleakalā National Park, a dormant volcano. The island's landscape also features the winding Road to Hana, which lead through lush rainforests and past numerous waterfalls.

Whether you're a first-time visitor or returning for another chapter, each island reveals something new. Here's a quick look at what makes each one worth your time:

On Oahu:

• Walk the solemn and deeply moving USS Arizona Memorial at Pearl Harbor
• Hike Diamond Head for sweeping 360-degree views of Honolulu and the Pacific
• Explore Waikiki's famous beachfront, lined with shops, restaurants, and surf schools

On Maui:

• Watch the sunrise over Haleakalā, a sight that travelers consistently describe as life-changing
• Visit the Maui Ocean Center to see native Hawaiian sea creatures up close
• Take in the lush beauty of the Maui Tropical Plantation
• ​Attend a traditional Hawaiian luau and experience local music, dance, and cuisine

The beauty of Hawaii lies in its diversity, and your travel plans should reflect your personal interests and schedule. We offer curated itineraries designed to match different exploration styles.

If you want the ultimate island experience, the Best of Hawaii: Oahu, Big Island, Kauai & Maui tour is our most all-encompassing journey.

• Visit all four primary islands: Oahu, Maui, Kauai, and the Big Island.
• Discover a range of landscapes from volcanic peaks and dramatic cliffs to verdant valleys.

​For those drawn to the energy of Oahu, the wonder of the Big Island, and the magic of Maui, the Hawaiian Paradise tour covers all three. It's an ideal balance of culture, adventure, and natural beauty, without spreading yourself too thin across too many travel days.

For those who prioritize breathtaking natural landscapes, the Hawaiian Escape itinerary is a standout choice. This tour focuses on Oahu alongside Maui and Kauai, the “Garden Isle”. From the majestic Waimea Canyon to the awe-inspiring Na Pali Coast, the scenery on Kauai is so spectacular it feels surreal, providing an ideal experience for first-time travelers and outdoor enthusiasts alike.

Before you begin evaluating different Hawaii travel options, it’s important to recognize that the quality of your experience can vary significantly. While basic arrangements like flights and lodging are easily secured independently, the true value of a guided tour lies in the specialized expertise and logistical ease provided by those with established connections to the islands.

Traveling with local experts allows you to move past basic sightseeing, granting you exclusive access and cultural insights that are nearly impossible to replicate alone.

This commitment to quality defines The Holiday Advantage. With more than 50 years of experience, Holiday Vacations curates Hawaii tours built on decades of trusted local partnerships. Throughout your journey, a dedicated Tour Director manages every detail, allowing you to remain fully present and engaged.

The experience is designed to be entirely stress-free with transparent pricing that covers round-trip airfare, accommodations, selected meals, and guided excursions. With no hidden fees or unexpected costs, you can enjoy the peace of mind that comes from knowing exactly what you are paying upfront.

Booking is simple with a $200 deposit, offering flexibility through a full refund policy and no change fees before the final payment deadline. Since the final balance isn't due until three to five months before departure, you have ample time to plan.

Reservations for 2027 are currently available, but Hawaii departure slots are being claimed rapidly. Stop waiting to fulfill your Hawaiian travel aspirations. You can secure your 2027 Hawaii tour by visiting holidayvacations.com to book online, or connect with a helpful Tour Sales Consultant at 1-888-867-2190 to find the itinerary that perfectly matches your vision.

When is the best time to visit Hawaii?

Hawaii is a year-round destination, but the shoulder seasons tend to offer the best combination of favorable weather and smaller crowds. April through June and September through October generally bring warm, dry conditions without the peak-season rush.
 

Do U.S. citizens need a passport to go to Hawaii?

No. Hawaii is the 50th state of the United States, so U.S. citizens do not need a passport to travel there. A valid government-issued photo ID, such as a driver's license or state ID, is sufficient for domestic travel to and from the Hawaiian Islands.