










Trip summary statistics
12days
Isles of Aloha
Kahului, Ka'anapali, Maalaea, Lihue, Poipu, Eleele
Welcome dawn on a morning hike, enjoying the sunrise over Haleakala’s volcanic summit.
Snorkel Molokini Crater and Turtle Town to discover each destination’s diverse marine life.
Embrace vistas by helicopter while soaring above Kauai’s Waimea Canyon and Napali Coast.
Sail the enchanting Napali Coast and snorkel near the shores of forbidden Niihau Island.
Consult your Destination Expert for bespoke adventures, including the Sleeping Giant hike.
* 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.
We personalize
There's no formula, we simply listen to you and make it happen.
We expertly plan
From your itinerary to the small details, we prepare it all on your behalf.
We don't settle
Refining your itinerary until you're happy, even while you're traveling.
When would you like to travel?
| Su | Mo | Tu | We | Th | Fr | Sa |
|---|---|---|---|---|---|---|
What's your ideal trip length?
If anything changes, we can always adjust.
Prefer to speak with a destination expert?
Kahului to Ka'anapaliThe Adventure Begins
- Airport Car Rental: SUV
- Kahului to Ka'anapali (45 min) - Self-Drive
- Westin Maui Amenities
Ka'anapaliSunrise, Sunset
- Haleakala Early Morning Sunrise & Upcountry Maui (8 hrs) - Private
Ka'anapaliA Festive Feast
- Ka'anapali Beach at Leisure
- Wailele Luau - Dinner & Performance (3 hrs)
Ka'anapali to MaalaeaA Dip in the Ocean
- Ka'anapali to Maalaea (30 min) - Self-Drive
- Snorkeling Molokini Crater by Luxury Catamaran (with Lunch, 5 hrs) - Shared
- Maalaea to Ka'anapali (30 min) - Self-Drive
Ka'anapaliA Dazzling Drive
- The Road to Hana (with Breakfast & Lunch, 9 hours) - Private
Ka'anapali to Kahului to Lihue to PoipuOnward and Upward
- Ka'anapali to Kahului (45 min) - Self-Drive
- Airport Car Rental Drop-off
- Kahului - Lihue [50 mins - Separate Purchase] - Separate Purchase
- Airport Car Rental: SUV
- Lihue to Poipu (30 min) - Self-Drive
Poipu to LihueVenture into the Outdoors
- Poipu to Lihue (30 min) - Self Drive
- Waimea Canyon & Jurassic Falls by Helicopter (55 mins) - Private
- Lihue to Poipu (30 min) - Self-Drive
- Koa Kea Amenities
PoipuBeach Bliss
- Poipu Beach at Leisure
- Poipu Dining Suggestions
PoipuHidden Gems
- Kauai's Enchanting North Shore (7 hrs) - Private
Poipu to EleeleSail the Seas
- Poipu to Eleele (20 min) - Self-Drive
- Napali Coast & Niihau Island by Catamaran (with Lunch, 7 hrs) - Shared
- Eleele to Poipu (20 min) - Self-Drive
PoipuA Bit of Time on Your Own
- Morning at Leisure
- Spa Reservations at Koa Kea Resort
Poipu to LihueUntil Next Time…
- Poipu to Lihue (30 min) - Self Drive
- Airport Car Rental Drop-off
KAHULUI TO KA'ANAPALI


The Adventure Begins
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.
The Westin Maui Resort & Spa provides plenty of modern comforts and amenities for an unforgettable stay. Relax in style in a beachfront cabana and take in the sights and sounds of Ka‘anapali Beach. Make a splash at the Kawaiola Aquatic Playground, where six stunning pools create a vast pool playground. Dine poolside or follow your ear to an authentic Maui luau with live music, endless drinks and a lavish buffet. When you finish your massage at Heavenly Spa by Westin and are ready to venture off-property, discover many fun activities just steps from the hotel.
Where you’ll be staying
Kukahi Ocean View Rooms
KA'ANAPALI


Sunrise, Sunset
Gaze upon the morning sun rising over the Haleakala shield volcano in an unforgettable active adventure. This once-in-a-lifetime trip invites you on an early morning excursion through the dramatic splendor of Maui. Greet the dawn at Haleakala National Park Maui, watching as a spectacular sunrise crests over the volcano's silhouette, casting an ethereal glow before your very eyes. Stop by the visitor center and tour the summit region before enjoying a privately guided tour of Upcountry Maui. Your knowledgeable certified guide will be happy to share insights into the area's rich culture, history, and unique ecology. Visit 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 private transfer back to your hotel.
Where you’ll be staying
Kukahi Ocean View Rooms
KA'ANAPALI



A Festive Feast
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.
A spectacular evening awaits as you experience The Westin Maui Resort's Wailele Luau, one of Maui's most authentic celebrations. This Ka'anapali luau is held at at the beautiful oceanside Aloha Pavilion, where an enchanting sunset kicks off an unforgettable night. Indulge in a superb Hawaiian meal served family-style with traditional selections, paired with a free flow of drinks all evening. Embark on an exciting journey to the Polynesian Islands, where dance is considered not just as a form of entertainment, but as a means of telling stories. Watch performances representing Hawaii, Fiji, Tahiti, New Zealand, and Samoa. Highlights include the story of Pele, Goddess of Fire, and coconut husking from the Chief himself. Marvel at a breathtaking final act - Maui’s only extreme fire-knife dance performance.
Where you’ll be staying
Kukahi Ocean View Rooms
KA'ANAPALI TO MAALAEA


A Dip in the Ocean
Make your way from Ka'anapali to Maalaea Harbor, a drive of approximately 30 minutes.
Set sail through Maui's hidden treasures and experience the dramatic beauty of Molokini. Board a spacious 54’ sloop-rigged sailing catamaran and observe unobstructed views of Kahoolawe and Lanai. Your first snorkel stop is the iconic Molokini crater, stretching across 23 acres to form a unique crescent-shaped landscape. Snorkel inviting waters in search of the 250 species of fish and 38 species of coral found around the crater. Immerse yourself in an underwater wonderland and gain insight into the vast array of marine life under the surface waters. Pending weather conditions and your Captain's preference for the day, your next snorkeling spot will likely be Turtle Town. Located along Maluaka Beach, Turtle Town's enchanting stretch of coastline is home to honu - Hawaii's legendary sea turtles. Observe these endangered creatures before returning to the catamaran for a delicious BBQ lunch. Your incredible adventure concludes as the ship raises its sails and voyages back to Ma’alaea Harbor.
Make your way to Ka'anapali, a drive of approximately 30 minutes.
Where you’ll be staying
Kukahi Ocean View Rooms
KA'ANAPALI


A Dazzling Drive
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 Ocean View Rooms
KA'ANAPALI TO KAHULUI TO LIHUE TO POIPU

Onward and Upward
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.
Board a flight from Kahului, Maui with service to Lihue, Kauai. 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 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.
Where you’ll be staying
Ocean View Room
POIPU TO LIHUE



Venture into the Outdoors
Make your way from Poipu to Lihue, a 20-30 minute drive.
Soar through the skies to see the best of spectacular Kauai in an exclusive helicopter adventure. Join your knowledgeable pilot-guide to observe the island's enchanting locales and landmarks by air. Explore stunning Manawaiopuna Falls, nestled between the emerald green mountaintops of the Hanapepe Valley. Drink in astonishing views of the Olokele Canyon and majestic Waimea Canyon, often called the “Grand Canyon of the Pacific. Then, Kauai’s magical North Shore reveals itself through sculpted green valleys and 3,000-foot sea cliffs. Marvel at the pristine turquoise-blue waters of Hanalei Bay and the Princeville Resort area. Lastly, weather permitting, you'll fly to Mt Wai’ale’ale, a dormant shield volcano with over 450 inches of rainfall each year, making it the second wettest places on earth. Here you’ll witness dazzling emerald green vegetation draped over the mist-covered mountain, with 3,000-foot waterfalls cascading below. A truly awe-inspiring finish to your ECO heli-tour over The Garden Isle.
Make your way from Lihue to Poipu, a 20-30 minute drive.
From outdoor dining options, to elements of wellness and nature, Koa Kea offers an unforgettable getaway. Wade among the flora and fauna at the exclusive resort pool and whirlpool just steps away from the beach. Indulge in tropical cocktails, exciting cuisine, and authentic Hawaiian favorites from the circular thatched roof Pool Bar. Visit The Spa at Koa Kea for a variety of treatments designed to ease stress and restore a state of pure bliss. Stop by the resort's on-site adventure hut to prepare for unparalleled adventure. Learn to surf, snorkel Poipu, paddle out on a stand up paddle board, or experience the traditional Hawaiian outrigger canoe.
Where you’ll be staying
Ocean View Room
POIPU



Beach Bliss
Experience the shimmering turquoise water and powder-soft white sand of Poipu Beach with time at leisure. Divided into two bays, the beach is not just a favorite for locals and vacationers, but also a beloved lounging spot for Hawaiian monk seals and sea turtles. Poipu Beach is ideal for family fun thanks to a highly protected area called “Baby Beach”, where even the littlest ones can safely dip their toes in the water. Spend a day at leisure exploring this picturesque oasis, take the plunge into inviting waters, or simply soak up the sun in the paradise of Poipu.
While you may occasionally spot a green sea turtle on the beach during the day, the best time to spot them here begins at dusk. Perhaps opt to take a shuttle to Brennecke's Beach across from Poipu Beach Park, where a group of turtles generally come ashore at dusk before retreating back into the waves again at sunrise.
Poipu plays host to a variety of tempting eateries, ranging from casual fare to high-end dining. Indulge in upscale contemporary Hawaiian cuisine at Koa Kea, featuring such mouth-watering delights as Vanilla Bean-Seared Mahi, Ahi Tartare, and the decadently layered Red Salt burger. Those seeking delicious seafood delivered in a casual yet elegant setting should book a reservation at Merriman's Kauai. Eating House 1849 Koloa pays homage to Hawaii’s vibrant culinary heritage while Keoki’s Paradise offers a thoughtful menu inspired by Hawaii’s farmers, fishermen and ranchers.
Where you’ll be staying
Ocean View Room
POIPU


Hidden Gems
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 Room
POIPU TO ELEELE


Sail the Seas
Make your way from Poipu to the Port Allen Marina in Eleele, a drive of approximately 20 minutes.
The splendor of the Napali Coast is yours to discover aboard a shared catamaran. Board a custom 65-foot power catamaran and depart Port Allen for an incredible expedition above and below surface waters. Fuel up with a continental breakfast at sunrise and cruise to the world-famous Napali Coast. Experience the enchantment of this legendary shore, rich in cascading waterfalls, lush emerald valleys, magical sea caves, and remarkable marine life. Your knowledgeable Captain will narrate your journey with legends, stories, and historic tales of this mind-blowing stretch of northern coastline. Next, cruise across the 17-mile Kaulakahi Channel to the Lehua Crater off Niihau’s coast. This crescent-shaped crater serves as a sanctuary for birds, including several endangered and native species. Gain insight into the mystery of fascinating Niihau, known as “The Forbidden Island”, before taking the plunge into inviting waters. Immerse yourself in Kauai's underwater wonderland, swimming and snorkeling amid picture-perfect scenery. Keep alert for potential sightings of endemic fish species found nowhere else in the world - endangered monk seals, manta rays, and underwater lava cathedrals call these waters home. Post-snorkeling, indulge in a delicious lunch before sailing back across the Kaulakahi Channel.
Make your way from Eleele to Poipu.
Where you’ll be staying
Ocean View Room
POIPU


A Bit of Time on Your Own
This morning, enjoy time at leisure to explore at your own pace, or simply unwind at your hotel and recharge for what is next.
With a focus on natural and local ingredients, The Spa at Koa Kea draws inspiration from the natural landscape of Hawaii to create a peaceful and calming sanctuary. Expertly trained therapists deliver relaxing massages and facials using Kauai clay, moisturizing nut oils, locally-grown coffee and sugar, and native blooms. Given the vital role of water therapies in Hawaiian healing practices, guests staying in suite accommodations can also enjoy a restorative and romantic in-room elevated bath experience using local flora. Please note: Your treatment 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 Room
POIPU TO LIHUE
Until Next Time…
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.
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.
POIPU






Ko`a Kea Hotel & Resort
Lining the shores of picturesque Poipu Beach, The Ko’a Kea Hotel & Resort offers an unforgettable respite. The Ko'a Kea's 121 rooms invite you to unwind amid welcoming neutral tones accented by crimson, turquoise and coral. Wade among the flora and fauna at the resort pool and whirlpool just steps away from “The Garden Isle’s” sunniest beach. Sip a mai tai, listen to the sounds of the swaying palms, and soak in the Hawaiian sunshine. Indulge in a treatment at The Spa at Ko'a Kea, boasting a variety of treatments dedicated to easing stress and restoring a state of pure bliss. As the closest resort to the ocean, The Ko’a Kea Hotel & Resort offers everything you need to connect you with the beauty of the island.
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.









