O'ahu & Maui Romantic Road Trip

Beach Vacations

Begin in Honolulu, where warm trade winds and shimmering Pacific waters introduce Hawaii’s island rhythm.
Explore Oʻahu’s rugged coastline and witness golden sunsets over dramatic sea cliffs.
Experience Waikīkī’s relaxed charm and an evening of storytelling and dance at the Royal Hawaiian luau.
Fly to Maui to unwind on Kaʻanapali Beach and sail into a pastel-hued sunset cruise.
Spend leisurely days discovering Maui’s treasures, from the Road to Hāna to Molokini’s crystal-clear waters.

Days

from C$5,133 - C$6,709

55 Years of Expertise in Tailor-Made Travel

ExcellentBased on 5,326 Reviews

55 Years of Expertise in Tailor-Made Travel

ExcellentBased on 5,326 Reviews

Trip Features

Epic Scenery

Showcases landscapes that elevate parts of the journey.

Beach Vacations

Vacations that help you unwind in warm weather climates.

Road Trips

Independent, self-driving road trips that offer extra freedom.

Honeymoons & Romance

Romantic escapes that are perfect for milestone occasions.

Epic Scenery

Showcases landscapes that elevate parts of the journey.

Beach Vacations

Vacations that help you unwind in warm weather climates.

Road Trips

Independent, self-driving road trips that offer extra freedom.

Honeymoons & Romance

Romantic escapes that are perfect for milestone occasions.

Trip Itinerary

At a Glance

DAY

Welcome to Honolulu

DAY

The Beautiful Colors of Hawaii Small Group Tour

DAY

At Leisure in Waikiki with Aha Aina Luau at The Royal Hawaiian

DAY

At Leisure in Waikiki

DAY

From O’ahu to Maui

DAY

Deluxe Ka’anapali Sunset Sail

DAY

At Leisure on Maui

DAY

Depart from Maui

Travel Itinerary

Trip Starts

Trip Stop

Trip Ends

Detailed Itinerary

DAY

Welcome to Honolulu

Car Rental

Pick Up: Honolulu Daniel K. Inouye International Airport

Drop Off: Honolulu Daniel K. Inouye International Airport

Your Accommodation

The Royal Hawaiian

Perfectly situated directly on a private stretch of the famous beach of Waikiki, the luxury hotel enjoys fantastic views over the Pacific Ocean. Thanks to its distinctive architectural style and colour, this iconic landmark is aptly nicknamed “The Pink Palace”. Playground for the rich and famous, it features one of the best spa areas of all of the United States. The establishment features two restaurants, Surf Lanai, specializing in mainland classic dishes with tropical accents and Azure Restaurant serving the freshest local seafood caught daily. The Mai Tai Bar serves tropical cocktails and nightly entertainment with views of Diamond Head. Guests can swim in one of two outdoor pools, the Malulani Pool and the Helumoa Playground, or relax on the beach. The resort also features a hot tub and water sports rentals. Daily cultural activities are also available to guests. All rooms boast iPads and offer free Wi-Fi and iPod docks. Guests will also find flat-screen TVs, refrigerators, and room service.

Duration

4 Night Stay

Meal Plan

Room Only

Show on Map

DAY

The Beautiful Colors of Hawaii Small Group Tour

Day Tour

The Beautiful Colors of Hawaii Small Group Tour

Discover Oahu's hidden gems on this small group photography tour! Perfect for nature lovers who enjoy a relaxed start and easy walks, this half-day tour takes you to Oahu's natural wonders, iconic movie sites, and picture-perfect spots--all while avoiding major crowds. With personalized attention and a relaxed atmosphere, your expert guide will share island history and photography tips along the way. Start with breathtaking views of Waikiki and Honolulu from hidden lookouts known only to locals. Visit the Pali Lookout, where King Kamehameha united Oahu during the Battle of Nuuanu. Marvel at the towering Ko'olau Mountains as you explore the island's natural beauty. Refuel with a tasty local meal (not included) before continuing your adventure. Walk on the white sands of a true Hawaiian Beach and enjoy the peaceful surroundings. Capture stunning views from Makapu'u & Lanai Lookout, and the famous Halona Blowhole. Savor a famous Leonard's Bakery malasada, a must-try local treat (included). Get expert tips from your local photography guide to capture the best shots and create lasting memories, and soon after, return to Waikiki.

DAY

At Leisure in Waikiki with Aha Aina Luau at The Royal Hawaiian

Day Tour

Aha Aina Luau at The Royal Hawaiian Resort

Long before Waikiki became a tropical escape, it was home to a community of remarkable grace and artistry. 'Aha 'Aina shares the story of this rich culture through music, traditions, and cuisine in an authentic Honolulu luau experience that journeys from Waikiki's ancient past to the era of The Royal Hawaiian. 'Aha'aina features three captivating acts. Guests begin with traditional Hawaiian activities like kapa-making, poipounding, and tending fishing tools. A conch signals the feast, featuring diverse flavors from Hawaii's plantation-era cultures. As guests explore each station, a storyteller shares the history of native cuisine, lei giving, and culminates with the legend of Helumoa - a performance that brings the tale to life.

DAY

At Leisure in Waikiki

Enjoy the day as you wish. If you would like to arrange an activity, excursion, or other experience, please contact your Goway Destination Specialist.

DAY

From O’ahu to Maui

Car Rental

Pick Up: Kahului Airport

Drop Off: Kahului Airport

Your Accommodation

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua offers an elevated ocean-front retreat set on 54 lush acres along Maui's northwest shoreline. Guests enjoy beautifully renovated guest rooms and suites, featuring private lanais, luxurious marble bathrooms, and serene tropical decor. Rejuvenate in the full-service spa, savor Pacific-inspired cuisine at onsite restaurants, and unwind beside multiple ocean-view pools, including an adults-only sanctuary. Outdoor enthusiasts will appreciate the well-appointed fitness center, tennis courts, and assigned access to two championship golf courses. The resort's calm elegance is reflected in warm, attentive service-creating a refined yet relaxed atmosphere that invites guests to connect with Maui's natural beauty.

Duration

3 Night Stay

Meal Plan

Room Only

Show on Map

DAY

Deluxe Ka’anapali Sunset Sail

Day Tour

Deluxe Ka'anapali Sunset Sail

Enjoy stunning panoramic views of the West Maui Mountains, kissed with rainbows, aboard Maui's newest sailing catamaran. Step away from the bustle of a crowded restaurant and slip into sunset at tables set for intimacy and comfort. Allow yourself to be lulled into relaxation while the world-class Trilogy Crew members serve several tasty pupus (appetizers), signature cocktails, and knowledge of Maui's history and marine life. Departing from world-famous Ka'anapali Beach, sip and sail with Maui's oldest and most experienced sailing company!

DAY

At Leisure on Maui

Enjoy the day as you wish. If you would like to arrange an activity, excursion, or other experience, please contact your Goway Destination Specialist.

DAY

Depart from Maui

What to Expect

Explore what moves you.

Halona Blow Hole in Oahu, Hawaii

Honolulu

Napili Bay Beach, Maui

Wailea Beach Walkway, Maui

Know when to go.

Place

Conditions

Daily max temperatureMonthly rainfall

HonoluluPartly Cloudy

29°C / 85°F

43mm / 1.7"

Weather data is based on monthly averages.

Popularity rating

ExcellentBased on 5,326 Reviews

Verified

Bijal and Martin (tour guide in Kenya) made this the trip of a lifetime. I felt safe every minute of the trip. I did not care for the travel from the Serengeti to Ngorogoro Crater. I felt the last hotel was too far from the crater i was exhausted not wanted to travel to the crater. The travel was absolutely brutal for 6 hoursKathie Becker

Verified

Josie was incredible to work with. She replied to all emails quickly and effectively. She was very knowledgeable and always willing to help. Would definitely work with Josie again!! Clients had an incredible 14 days in Italy with no complaints. A dream vacation!!Chattell Blue

Verified

Our safari in Tanzania was excellent. Brooke Theron, our Goway representative, was easy to work with, responsive and knowledgeable. Our guide in Tanzania, Anwar Razak, was outstanding. His knowledge and his driving ability was impressive. He was also engaging. We enjoyed our time with Anwar. The camps that Goway recommended were comfortable, welcoming and surprisingly luxurious while capturing the essence of the Serengeti and Ngorongoro. We had a wonderful trip. Jack B.

Verified

My agent Lisa made the booking process easy. Her expertise on the Azores was extremely helpful. Final documents were precise and thorough. Transfers were on time, tours were informative and fun, and the lovely accommodations were well suited to our needs.Christine Hosty

Verified

I am so happy to use Goway for my tour experience while visiting Vietnam during Oct 15 through October 29, 2026. We had 3 very good, thoughtful, and caring guides in Hanoi, Danang, and Ho Chi Minh City. They were very knowledgeable for each of their respective areas. they all fulfilled every part of our itinerary. I wish to give an extra acknowledgment to my guide in Danang and Hoi An. Mr. Phung Van Hung was very friendly and caring for me. During my stay in Hoi An, I became sick and required a visit to the local hospital in Hoi An. I contacted Mr. Phung, and he graciously offered to take me and stay with me to interpret during my visit for medical care even though he was not working that day. I really appreciate his extra above and beyond service he provided. I really must let Goway know, he is a wonderful guide!George C.

Verified

Suzzette and her team provided exceptional support throughout our year‑long planning process for our Bali group. Despite multiple changes, updates, and last‑minute cancellations, she remained organized, responsive, and solution‑focused. Asia Trails Indonesia delivered a seamless experience from arrival to departure, and our guides, Dayu and Adit, were outstanding; prompt, knowledgeable, and attentive to every detail. The coordination across multiple departure cities, the curated excursions, and the overall flow of the itinerary were executed beautifully. My group thoroughly enjoyed the trip and is already asking about returning. I highly recommend Suzzette as a group coordinator for her professionalism, dedication, and high‑quality service.Anchored Memories Travel

Verified

Mike K. graciously provided us with a perfect itinerary, offering us flexible high quality options for our trip. We added in a few complex details and he maneuvered around them creating smooth transitions. Planning an overseas 11 day trip can be overwhelming and Mike made everything feel easy. I highly recommend!Amy Challgren

Verified

Goway staff was available to us throughout our entire trip to Costa Rica. Their involvement was seamless and surprisingly smooth between them and all of our hotels and tours. We have been totally impressed with their involvement with our travel agent and their complete resolution of the only problem we had during the 2 different international trips that we have taken.Diana McCrory

Verified

Thank you to Goway for a great and enjoyable 7 day tour in China, for our Canadian group of 14! Very special thanks to the local guides in Shanghai, Xi’an and Beijing ( Richard, Richard and James) who were second to none! Each was a knowledgeable ambassador for their home city, working hard to ensure our enjoyment and comfort, and to showcase the beauty of each area and its current and historical sites. They very kindly and patiently assisted everyone, and especially accommodated 2 of our group who encountered unexpected wellness challenges. The local bus drivers for our group were experts too, keeping us on time and safe on the roads and highways. Hotels were beautiful, welcoming, well located and appointed, quiet, comfortable and clean. Additional travel arrangements by air and high speed train went off without a hitch. KATHLEEN LLOYD

Verified

This was the first time we used Goway Travel and Brooke Theron was absolutely the best to deal with. Our safari in Africa was fabulous and we were able to have all four questions answered before we left. It was a trip to remember and we would recommend both Brooke and Goway to other who are looking for a great experience. Thanks Brooke and Goway.Joyce Robinson

Our Commitment

Why Travel with Goway?

Personalized Trips

Every vacation with Goway is tailored to your exact travel needs. Our vacations are as unique as you are.

Elevated Experiences

Travel experiences with up to 5-star accommodations and private guided tours that offers an intimate and exclusive way to see the world.

Authentic Experts

Work with our Destination Specialists who are true experts, having lived, worked, or traveled extensively in the destinations we offer.

Global Adventures

Enjoy great value on vacations to over 115 destinations on all seven continents. Explore the whole world in the way and style you choose.

What do the experts say?

Aylin Esin

Team Lead

Learn More About This Expert

One hidden gem is the Great Sand Dunes National Park, Colorado. Sand dunes against the backdrop of the Rockies, with sand sledding, hiking, and amazing night skies.

Learn More About This Expert