Hawaii












Trip summary statistics
15days
Island-Hop Hawaii's Big 3
Waikiki (Honolulu), Laie, Lihue, Poipu, Eleele, Kahului, Ka'anapali
Trek Oahu’s natural wonders, from the volcanic Diamond Head to the massive Manoa Falls.
Explore Honolulu's layered history at the Pearl Harbor Memorial and among royal landmarks.
Take a scenic drive along the iconic Road to Hana, savoring Maui's coastal views.
Sail Kauai’s Napali Coast, snorkeling its hidden coves while spotting vibrant marine life.
Consult your Destination Expert for tailored activities, including surfing Waikiki’s waves.
* Please note: USD per person, double occupancy. Custom designed personal tour. Prices subject to change.
A travel experience like no other
This sample itinerary was created by experts and is meant to inspire your next trip. It is ready to be customized to suit your interests, tastes and budget so you can connect with local cultures and experience authentic travel on your own terms and departing whenever you choose.
Waikiki (Honolulu)The Adventure Begins
- Airport with Lei Meet & Greet - Private
- Royal Hawaiian Pools at Leisure
Waikiki (Honolulu)Lace Up for Some Fresh Air
- Hiking Haven: Diamond Head & Manoa Falls (6 hrs)- Private Tour
- Waikiki Dining Suggestions
Waikiki (Honolulu)A Healthy Dose of History
- Historic Pearl Harbor & Honolulu Discovery (5 hrs) - Private Tour
- Waikiki's Nightlife - Self-Guided
Waikiki (Honolulu)Beach Bliss
- Waikiki at Leisure
- Optional Watersports at the Royal Hawaiian
Waikiki (Honolulu) to LaieTastes and Traditions
- Waikiki to Polynesian Cultural Center, Laie (1 hr 15 min) - Private
- Polynesian Cultural Center & Lu'au - Admission
- Laie to Waikiki (1 hr 15 min) - Private
Waikiki (Honolulu) to Lihue to PoipuThe Journey Continues…
- Airport - Private Transfer
- Waikiki (Honolulu) - Lihue [45 min - Separate Purchase] - Separate Purchase
- Airport Car Rental: SUV
- Lihue to Poipu (30 min) - Self-Drive
- Dinner Reservations at Tidepools
PoipuWinding the Wind-Swept Shorelines
- Kauai's Enchanting North Shore (7 hrs) - Private
PoipuRelax and Recharge
- Grand Hyatt Amenities & Optional Activities
- Pools and Beach at Leisure at the Grand Hyatt
Poipu to EleeleSail the Seas
- Poipu to Eleele (20 min) - Self-Drive
- Sail & Snorkel the Napali Coast (with Lunch, 5 hrs) - Shared
Poipu to Lihue to Kahului to Ka'anapaliOnward and Upward
- Poipu to Lihue (30 min) - Self Drive
- Airport Car Rental Drop-off
- Lihue - Kahului [50 mins] - Separate Purchase
- Airport Car Rental: SUV
- Kahului to Ka'anapali (45 min) - Self-Drive
Ka'anapaliCross an Item off the Bucket List
- Haleakala Daytime Summit (7 hrs) - Shared
- Westin Maui Pools at Leisure
Ka'anapaliA Bit of Time on Your Own
- Ka'anapali Beach at Leisure
Ka'anapaliHidden Gems
- The Road to Hana (with Breakfast & Lunch, 9 hours) - Private
Ka'anapaliUnderwater Wonderland
- Snorkeling Ka'anapali Coast by Luxury Catamaran (with Lunch, 5 hrs) - Shared
Ka'anapali to KahuluiUntil Next Time…
- Ka'anapali to Kahului (45 min) - Self-Drive
- Airport Car Rental Drop-off
WAIKIKI (HONOLULU)


The Adventure Begins
On arrival to the airport, enjoy a traditional lei greeting to welcome you to Oahu. Then, meet your private driver for a convenient transfer to your hotel.
Take a dip in the refreshing pool waters at The Royal Hawaiian. Ideal for relaxation and revitalization, the Malulani Pool offers a welcome respite after a day of adventure. Providing a quiet oasis from world-famous Waikiki Beach, this exclusive poolside enclave is lined by luxurious lounge chairs with plush cushions under the shade of over-sized, deck umbrellas. Opt to explore the family-friendly Helumoa Playground, a shared pool area for guests of The Royal Hawaiian and Sheraton Waikiki. With two fresh water swimming pools, this beachfront extravaganza beckons both the young and the young at heart.
Where you’ll be staying
Historic Garden Room
WAIKIKI (HONOLULU)



Lace Up for Some Fresh Air
Lush greenery, majestic waterfalls, and ancient volcanic landscapes converge, as you embark on a captivating adventure with your private driver to independently hike two of Oahu's legendary landmarks, Diamond Head and Manoa Falls. Begin your day early with the vibrant energy of nature as you journey to Diamond Head, a sprawling volcanic cone boasting over 475 acres of verdant beauty. You will be dropped off for approximately 1.5 hours of exploration, allowing you to wander the trails and soak in the awe-inspiring views at your own pace. As a designated National Natural Landmark, Diamond Head stands as a symbol of Oahu's iconic beauty, offering unparalleled vistas and a glimpse into the island's geological history. After a stop for a leisurely lunch to recharge, at a local spot recommended by your driver, continue your exploration as you drive to Manoa Falls, a picturesque waterfall nestled in a lush valley that famously served as a backdrop for Steven Spielberg's Jurassic Park. Spend approximately 2 hours at Manoa Falls, hiking the jungle trail and immersing yourself in the tranquil beauty of the surrounding landscape. Soak in the natural splendor of Oahu's landscapes, capture breathtaking photos, and uncover the rich environmental history of these iconic landmarks.
When it comes to options and consistently high quality, nowhere in Hawaii does it better than Waikiki. A popular destination since the late 1800s, the area has attracted food purveyors and internationally recognized restauranteurs for the last century. Even locals flock here to grab some of the island’s best offerings – you just need to know where to look. Here, meals are delivered amid spectacular views, especially as the orange hues of sundown meet the clear, azure waters. With discerning Japanese tourists often making Waikiki their vacation spot – many of whom now call Honolulu home – the Japanese fare in this corner of Oahu is incomparable outside of Japan. Poke, shaved ice, beachy cocktails, and a number of delights also abound here. Speak to your Destination Expert for curated & personalized suggestions.
Where you’ll be staying
Historic Garden Room
WAIKIKI (HONOLULU)




A Healthy Dose of History
Discover the iconic landmarks of historic Pearl Harbor and uncover the beating heart of Honolulu's urban pulse as you set out with your private driver and knowledgeable guide. Begin your journey with a poignant exploration of Pearl Harbor, delving into the solemnity of the USS Arizona Memorial and gaining insight into the events of December 7, 1941. With expert guidance, navigate this historic site, gaining a profound understanding of its significance. You'll also have the opportunity to witness the breathtaking beauty of the harbor itself, offering a serene contrast to the somber history it holds. Afterward, immerse yourself in the vibrant streets of Honolulu City. From the majestic Kingdom of Hawaii era, characterized by its regal architecture and cultural heritage, to the modern marvels that shape the city's skyline, each step reveals a new layer of its captivating story. Don't miss the chance to glimpse the grandeur of 19th-century Iolani Palace, the only royal residence in the United States, offering a fascinating insight into Hawaiian monarchy. Your guide will lead you to hidden gems and share captivating anecdotes, offering an insider's perspective on this dynamic metropolis. Conclude your tour with a transfer to your hotel.
Waikīkī’s nightlife offers an inviting blend of relaxed sophistication and island charm, making it ideal for an easygoing evening out. As the sun sets, the neighborhood comes alive with live music, ocean-view lounges, and welcoming venues where conversation flows as easily as the trade winds. Duke’s Waikiki remains a favorite for its beachfront setting, Hawaiian music, and friendly atmosphere, perfect for a sunset cocktail or post-dinner unwind. For something more refined, Lewers Lounge offers live jazz and blues, in a relaxing setting. Blue Note Hawaii provides a polished concert-club experience with high-quality jazz, blues, and Hawaiian performances, while the Mai Tai Bar delivers a breezy, tropical feel with comfortable seating and a relaxed crowd. Capture the spirit of Waikīkī after dark, with great music, and gentle energy long into the evening.
Where you’ll be staying
Historic Garden Room
WAIKIKI (HONOLULU)



Beach Bliss
Enjoy time on your own to explore beautiful Waikiki. Home to the legendary Waikiki Beach, this bustling neighborhood offers plenty to discover. Waikiki was once the preferred retreat for Hawaiian royals, promising an unforgettable getaway amid its inviting beachfront and aquamarine waters. The district now blends a picturesque shoreline with bustling energy, having evolved into a hub of action-packed adventure. Discover a variety of high-end boutiques, shops, and restaurants along Kalakaua and Kuhio Avenues. See the Duke Kahanamoku Statue, honoring the legendary local surf star, an iconic symbol of Waikiki and the surf culture of Oahu. As the sun begins to set on this lively paradise, be sure to stick around to enjoy Waikiki's incredible nightlife and live music.
Experience an unforgettable day of sand and surf on Waikiki Beach. Rent a surfboard and challenge the turquoise waves, or try your hand at stand-up paddle boarding, a popular way of exploring a beachfront paradise. Surf the Waikiki waves from the safety of an outrigger canoe, enjoy breathtaking views of Diamond Head aboard a catamaran, or simply unwind in style and comfort in a beach cabana. Please note: Watersport equipment rental and excursions will incur an additional cost. Speak with your Destination Expert to help plan your perfect day in paradise.
Where you’ll be staying
Historic Garden Room
WAIKIKI (HONOLULU) TO LAIE


Tastes and Traditions
Enjoy the convenience of round-trip private transfers for your visit to the Polynesian Cultural Center.
Today, enjoy an unparalleled cultural experience with the Polynesian Cultural Center's Super Ambassador Package. Explore the six Polynesian villages with a private Cultural Center guide and reserved seating at all Village presentations, the best seats at the award-winning "HA: Breath of Life" evening show, and an unforgettable Ali'i Luau dinner with authentic island cuisine.
Meet your driver for a return transfer to your accommodation.
Where you’ll be staying
Historic Garden Room
WAIKIKI (HONOLULU) TO LIHUE TO POIPU


The Journey Continues…
Meet your private driver for a convenient transfer between Honolulu International Airport and your hotel.
Board a flight from Honolulu, Oahu with service to Lihue, Kauai. Approximate flight time is 45 minutes. Please note this flight is not included in your itinerary price and must be purchased separately.
Pick-up your rental car and prepare to explore the beautiful oasis of Kauai. An SUV (or similar) will be reserved in your name. Please speak with your Destination Expert if you are interested in an upgrade option.
Make your way from Lihue to Poipu, a 20-30 minute drive.
Nestled within the luxurious Grand Hyatt Kauai Resort and Spa, Tidepools restaurant is a culinary gem perched on the edge of a tranquil lagoon, offering a dining experience blends exquisite cuisine with the serene beauty of the Hawaiian landscape. Surrounded by swaying palms and lush gardens, Tidepools provides an intimate and romantic setting, with open-air hale (thatched huts) creating a sense of seclusion. The restaurant's design invites guests to dine amidst gently cascading waterfalls and beneath the starlit Kauai sky, creating an ambiance that is both enchanting and memorable. The menu at Tidepools is a celebration of Pacific Rim cuisine, with a focus on fresh, locally sourced ingredients. Expertly crafted dishes showcase the culinary artistry of the islands, from succulent seafood to flavorful grilled specialties. The skilled chefs at Tidepools bring a fusion of flavors to the table, providing a dining experience that reflects the diverse and vibrant culinary heritage of Hawaii.
Please note: Your meal is not included and will be paid for on location. Reservations are confirmed at the time of booking and are subject to availability.
Where you’ll be staying
Ocean View King Room (NB)
POIPU


Winding the Wind-Swept Shorelines
The wonders of Kauai's North Shore reveal themselves to you in this privately guided excursion. Set out with your knowledgeable guide to discover the island's enchanting natural splendor. Gain insight into Kauai's history, legends, and lore while visiting pristine beachfront, historic landmarks, and unique wildlife. See the vast taro fields of Hanalei, grown in wetlands and tended to by generations of family farmers. Take a stroll along the white sands of Kealia Beach and unwind amid the laidback tranquility of Anini. View the Kilauea Point Lighthouse set amid picture-perfect scenery. Once a beacon for sailors, the lighthouse now offers a perfect vantage point for spectacular photos, nestled amid Kilauea Point National Wildlife Refuge, a sanctuary for seabirds. Stop by the historic Hanalei Bay & Pier, a favorite gathering place for locals. Embrace the spirit of aloha with the splendor of Kauai.
Where you’ll be staying
Ocean View King Room (NB)
POIPU



Relax and Recharge
The Grand Hyatt Kauai Resort & Spa offers an unparalleled blend of luxury, adventure, and relaxation in a stunning tropical setting. Amenities include a multi-tiered pool complex with a lazy river, saltwater lagoon, and water slide, alongside the award-winning Anara Spa, which integrates traditional Hawaiian healing practices into its treatments. Enjoy a range of dining options, from fresh sushi at Stevenson's Library to locally inspired fare at Tidepools, an intimate, thatched-roof restaurant. Opt to take part in complimentary fitness classes, championship golf at Poipu Bay Golf Course, or hit the tennis courts. Optional activities abound, including snorkeling in pristine waters, stand-up paddleboarding, scuba diving lessons, and lei-making workshops. Whether you're soaking in the serene gardens or embarking on an unforgettable island excursion, the Grand Hyatt Kauai ensures an experience tailored to your preferences. Some activities may incur an additional cost in destination.
Immerse yourself in the Grand Hyatt's inviting pools, a paradise within paradise. Cascading waterfalls, lush landscaping, and meandering pathways lead you to a series of interconnected lagoons, perfect for a refreshing dip or a leisurely swim. The multi-level pools feature Kauai's largest waterslide, a lazy river and ample lounge chairs and cabanas. For those seeking the sun and surf, the Grand Hyatt Kauai boasts a pristine stretch of golden sand along the azure waters of the Pacific Ocean. Shipwreck Beach is a haven for relaxation and recreation, offering the perfect setting for beachcombing, sunbathing, or engaging in thrilling water sports. From sunrise to sunset, the beach provides a picturesque backdrop for creating lasting memories.
Where you’ll be staying
Ocean View King Room (NB)
POIPU TO ELEELE


Sail the Seas
Make your way from Poipu to the Port Allen Marina in Eleele, a drive of approximately 20 minutes.
Embark on an unforgettable sailing adventure along the enchanting Napali Coast. Join a group of fellow adventurers and board a stunning 50-foot sailing catamaran, preparing for an incredible expedition above and below surface waters. Fuel up with a continental breakfast as your vessel departs Port Allen. Your knowledgeable Captain will narrate your journey with legends, stories, and historic tales of this mind-blowing stretch of northern coastline. Embrace the charm of Kauai's stunning Napali Coast, home to cascading waterfalls, lush emerald valleys, magical sea caves, and remarkable marine life. Somewhere along the shore, your Captain will use his or her discretion and pick out the optimal snorkeling location for the day. Dive into inviting waters, or take the plunge in style, courtesy of the catamaran's waterslide. Immerse yourself in a magical underwater world, keeping alert for potential sightings of endemic fish species found nowhere else in the world. Post-snorkeling, indulge in a delicious lunch before sailing back to Port Allen.
Where you’ll be staying
Ocean View King Room (NB)
POIPU TO LIHUE TO KAHULUI TO KA'ANAPALI

Onward and Upward
Make your way from Poipu to Lihue, a 20-30 minute drive.
After driving through quintessential Hawaiian beauty, make your way to the rental car drop-off center and return your vehicle.
Board a flight from Lihue, Kauai with service to Kahului, Maui. Approximate flight time is 50 minutes. Please note this flight is not included in your itinerary price and must be purchased separately.
Pick-up your rental car and prepare to explore the beautiful oasis of Maui. An SUV (or similar) will be reserved in your name. Please speak with your Destination Expert if you are interested in an upgrade option.
Make your way from Kahului to Ka'anapali, a drive of approximately 45 minutes.
Where you’ll be staying
Kukahi Sundeck Room
KA'ANAPALI



Cross an Item off the Bucket List
Discover the magic of the morning sun illuminating the Haleakala shield volcano in today's unforgettable active adventure. This once-in-a-lifetime trip invites you on a morning excursion through the dramatic splendor of Maui. Greet the day at Haleakala National Park Maui, watching as daylight casts an ethereal glow before your very eyes. Stop by the visitor center and tour the summit region before enjoying a guided group drive to Upcountry Maui. Your knowledgeable certified guide will be happy to share insights into the area's rich culture, history, and unique ecology. Drive through historic Kula, home to high-quality produce due to its volcanic soil, and Makawao, famous for its Hawaiian cowboys, or paniolo. The excursion nears its end as you reach Ha’iku, pausing for breakfast and a moment to reflect on the dynamic Hawaiian beauty through which you've journeyed. Your day concludes with a shared transfer back to your hotel.
Take the plunge at The Westin Maui's exciting aquatic playground, an inviting pool complex spanning 87,000 square feet. Adults and children can enjoy their own spots for soaking, swimming and playing, while a newly designed family pool and two connecting pools provide fun and relaxation for all. The resort’s iconic water slide twirls and plunges 270 feet into the lobby-level pool area.
Where you’ll be staying
Kukahi Sundeck Room
KA'ANAPALI


A Bit of Time on Your Own
Spend time at leisure basking in the beauty of Ka'anapali Beach. Stroll the inviting beachfront at sunset, or spend the full day drinking in the sun's warmth. With three miles of white sand and crystal clear water, it’s no wonder why Kaanapali Beach was once named America’s Best Beach. Be sure to catch one of Ka'anapali's most famous attractions - daily cliff diving ceremony off the beach’s northernmost cliffs. Held every evening at sunset, a cliff diver lights the torches along the cliff, diving off Black Rock in a reenactment of a feat by Maui’s revered King Kahekili.
Where you’ll be staying
Kukahi Sundeck Room
KA'ANAPALI


Hidden Gems
Experience the splendor of the Road to Hana, Maui's curving stretch of roadway boasting picture-perfect scenery. Set out with your private guide and immerse yourself in sights of stunning waterfalls, black sand beaches, towering cliffs, and the charming town of Hana itself. Fuel up for adventure with a breakfast stop at Kuau Store, featuring authentic souvenirs created right on The Garden Isle. Capture dazzling imagery of rainbow eucalyptus groves and their glistening multi-colored bark. Explore the black sands of Waianapanapa and take in views of taro patches on the Keanae Peninsula. Stop at a local food stall in Keanae, famous for its delicious banana bread. Enjoy exclusive access to remote waterfalls in a visit to Pua'a Ka'a State Park and Hana Wi, marveling at the tranquility of cascading waters. Take a refreshing dip in these inviting swimming holes or simply bask in the island's aloha spirit. On arrival to Hana, enjoy time to explore the area's "last untouched frontier". Boasting dramatic views at every turn, this full-day journey invites you to see a whole new side of paradise.
Where you’ll be staying
Kukahi Sundeck Room
KA'ANAPALI


Underwater Wonderland
Set out on an unforgettable catamaran voyage and snorkel West Maui's inviting waters. Board a shared catamaran and embark on an adventure through Kaanapali. Your first stop is Honolua Bay, a favorite spot for surfers and snorkelers alike. Once here, you might find yourself swimming among the fish and Hawaiian sea turtles in the coves of Honolua, enjoying the crystal-clear waters at Cliff House, or even snorkeling the expansive Olowalu reef, known as Maui’s “mother reef”. Your aquatic adventure includes a second snorkeling stop, chosen by your knowledgeable Captain based on visibility and weather conditions. The bays of Honoapi’ilani offer some of the best snorkeling available in Maui, allowing you to immerse yourself in a hidden underwater wonderland. After an unforgettable morning of Kaanapali discovery, return to the boat for a delicious locally-sourced lunch. It's then time to set sail back to Kaanapali Beach after an exciting catamaran journey.
Where you’ll be staying
Kukahi Sundeck Room
KA'ANAPALI TO KAHULUI
Until Next Time…
Make your way from Ka'anapali to Kahului, a drive of approximately 45 minutes.
After driving through quintessential Hawaiian beauty, make your way to the rental car drop-off center and return your vehicle.
WAIKIKI (HONOLULU)










The Royal Hawaiian
Built in 1927, the iconic Royal Hawaiian Hotel, known as the "Pink Palace of the Pacific," ushered in a new era of luxurious resort travel to Hawaii. Located on breathtaking Waikiki beachfront, the Royal Hawaiian is an exclusive enclave for luxury and romance. Guests can enjoy local cuisine at one of the hotel's impressive on site restaurants. The most coveted spot on Waikiki Beach is at The Royal Hawaiian, within the billowing sanctuary of private beachfront cabanas or from luxurious guest rooms showcasing unrivaled panoramic views of Diamond Head, Waikiki Beach and the sparkling Pacific Ocean. This sun kissed haven will provide you the most majestic and memorable experiences on Oahu.
POIPU







Grand Hyatt Kauai Resort & Spa
Getaway to the soothing white sands of Poipu on Kauai’s sunny south shore at Grand Hyatt Kauai Resort & Spa. Synonymous with Hawaiian hospitality and aloha spirit, this luxury oasis is a reflection of the island's breathtaking beauty and charm, with architecture reminiscent of early Hawaii. With breathtaking beachfront access, this tranquil resort offers ocean view dining at multiple on site restaurants for guests to enjoy during their stay. Allow Grand Hyatt to transport you back in time to the Kauai of the 1920s and ‘30s with modern touches making for a memorable stay.
KA'ANAPALI






The Westin Maui Resort & Spa, Ka’anapali
Experience the essence of Hawaii at the revitalizing Westin Maui Resort & Spa, Ka'anapali. From vibrant sunsets to the melodic sounds of macaws, parrots and ocean waves, lazy days on Ka'anapali Beach are hard to forget. Soak up the sun by one of the resort’s outdoor pools and enjoy a traditional Wailele Luau with authentic Hawaiian cuisine, live music and professional dancers. The Westin Maui Resort & Spa, Ka'anapali is delighted to offer room accommodations that help guests renew and reinvigorate for their Hawaii adventure.
Made to Order
- Choose from a range of places to stay, from impeccable five-star hotels to equally outstanding boutique ones.
- Tailor your trip to include a wide variety of activities, from the must-see's to the lesser-known, local experiences, and even the exclusive ones you may not know about.
- With no fixed dates or set schedules, you can explore on your terms.
- Whether you're celebrating one of life's big moments or looking to fulfill a personal journey, we always work with you to ensure we're creating a trip-of-a-lifetime.
What's included
- A fully customized itinerary based on your interests and schedule
- 24/7 in-destination support from our local office
- Regional flights between stops in your itinerary (unless otherwise indicated)
- All accommodation stays, tours and transfers for scheduled activities are covered, unless otherwise listed in the itinerary
- A private driver for tours and transfers (in some countries our local private guides also act as your driver - your Destination Expert will discuss with you if applicable)
- Local private guides or shared tours that take you through your itinerary highlights and experiences, your final itinerary will confirm the type of tour
- A greeting at the airport or at your accommodation from one of our representatives – your expert will confirm your meet and greet location with you
- Breakfast each morning at your hotel, plus any meals indicated in the itinerary
- One suitcase and one carry-on per person for trip transfers
What's not included
- Your international airfare – please do let your expert know if you'd like to receive pricing from our Air Team
- Travel insurance, which we offer and can be purchased after you've booked your tour
- Visas (unless noted)
- Tips for services and experiences
- Lunches, dinners and drinks (alcoholic and non-alcoholic), unless specified in the itinerary
- Excess baggage charges, and where applicable, baggage not included in your fare
- Personal charges such as laundry, phone calls, SIM cards or room service
- Early check-in or late check-out from hotels (unless otherwise specified)
- Additional sightseeing, activities and experiences outside of your itinerary
- Optional enhancements like room or flight upgrades, or local camera or video fees
- Passport fees, immunization costs, and local departure taxes (when applicable)
Protect your travel
- We recommend travel protection. Between missed connections, lost or delayed luggage, or medical emergencies, you want some peace of mind that your travel investment is well protected.
- No matter who you buy from, please consider purchasing a travel protection plan before you travel. Still unsure? Consider these frequently asked questions.









