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9days
Magical Maui in Style
Kahului, Kapalua, Ka'anapali, Wailea, Kula
Set sail onboard a catamaran with hydrophones tuned to search for humpback whales.
Journey the Road to Hana, discovering tranquil hidden waterfalls and black sand beaches.
Savor a farm-to-table meal at O’o Farm, harvesting fresh ingredients and enjoying a feast.
Stroll through lush gardens and local farms in beautiful Upcountry Maui at your own pace.
Consult your Destination Expert for bespoke recommendations to enrich this journey.
* 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 KapaluaThe Adventure Begins
- Kahului to Kapalua with Lei Greeting (1 hr) - Private
- Ritz Carlton Kapalua Amenities
Kapalua to Ka'anapaliWhere the Wild Things Are
- Kapalua to Ka'anapali (15 min) - Private
- In Search of Humpback Whales by Luxury Catamaran (2 hrs) - Shared
- Ka'anapali to Kapalua (15 min) - Private
- Tales of the Kapa Moe Lu'au - Admission
KapaluaBeach Bliss
- Ritz-Carlton Kapalua Beaches & Pools at Leisure
- Dinner Reservations at the Banyan Tree
Kapalua to Ka'anapaliLace Up for Some Fresh Air
- Tee Time at Kapalua Plantation Course
- Round-trip Car Service
- Dinner Reservations
Kapalua to WaileaA Change of Scenery
- Kapalua to Wailea (1 hr) - Private
- Four Seasons Maui Amenities
- Nightly Torch Lighting Ceremony at the Four Seasons
WaileaA Dazzling Drive
- The Road to Hana (with Breakfast & Lunch, 9 hours) - Private
WaileaRelax and Recharge
- Four Seasons Maui Beaches & Pools at Leisure
- Dining Suggestions in Wailea
Wailea to KulaLive Like a Local
- Authentic Upcountry Maui (with Farm-to-Table Lunch, 7 hrs) - Private
- O'o Farm-to-Table Lunch
Wailea to KahuluiUntil Next Time…
- Wailea to Kahului (Airport, 30 min) - Private
KAHULUI TO KAPALUA


The Adventure Begins
Enjoy a traditional lei greeting on arrival to the airport. You'll be met by a representative who'll then direct you to your private driver for a transfer to your hotel.
The Ritz-Carlton Maui, Kapalua offers an incredible array of amenities over 22,000 acres of pristine wide-open space. Pamper yourself with a treatment from Kapalua Spa, utilizing indigenous plants and customs for holistic wellness. Hit the green at Kapalua’s two championship courses, as challenging as they are beautiful. At The Ritz-Carlton, two ocean-view courts showcase dramatic coastline and mountain views, while a 20,000-sq.-ft. deck surrounds the hotel's massive three-tiered pool. The resort also offers a full schedule of wellness and fitness activities, including a labyrinth meditation walk, sound healing, yoga, and a 2.5-mile hike amid Maui’s beautiful rock formations.
Where you’ll be staying
Deluxe Ocean View Room
KAPALUA TO KA'ANAPALI


Where the Wild Things Are
Enjoy round-trip private transfers between your hotel and your Ka'anapali Beach catamaran adventure.
Sail along Maui's spectacular coastline and seek out majestic humpback whales aboard a luxury shared catamaran. With a cold beverage in hand, enjoy the sheer thrill of watching Maui’s humpback whales as they spout and breach their way through the island's leeward waters. Drink in spectacular views of the coastline and enjoy front-row access to observing these mighty creatures splash and frolic. The catamaran's onboard naturalist will share engaging insight into the species and their habitat. For an additional unique treat, your catamaran is equipped with onboard hydrophones, allowing you to listen to the ethereal symphony of whale song. Please note: Whale watching in Maui is best during mid-December to end of March. Humpback whales begin to to migrate back to Alaska as of April, limiting the chances of seeing them in person.
Meet your driver for a return transfer to Kapalua.
Experience the magic of Hawaii at Tales of Kapa Moe, the signature luau at The Ritz‑Carlton, Kapalua. Set against a stunning ocean-view backdrop, the evening begins with traditional welcomes and cultural demonstrations, leading into an authentic Hawaiian feast featuring kalua pig, poi, fresh fish, and tropical desserts. As night falls, vibrant hula performances, rhythmic drumming, and live music bring the legends and traditions of the islands to life under the stars. With the sound of the waves and warm island breezes all around, Tales of Kapa Moe offers an unforgettable celebration of Hawaiian culture, cuisine, and aloha.
Where you’ll be staying
Deluxe Ocean View Room
KAPALUA



Beach Bliss
Make a splash during a day at leisure, unwinding poolside or basking in the sun on the beach. Plunge in to the the smooth, cool water of the resort’s massive three-tiered pool, or simply enjoy its meditative movement from the shade of a poolside cabana or umbrella-shaded daybed. Fronting The Ritz-Carlton, Kapalua, Honokahua Bay (D.T. Fleming Beach) boasts an inviting stretch of white sand, ideal for running and sunning. Soak in the sun and the scene at this hot spot, a popular location
for boogie boarding and surfing. Ritz-Carlton, Kapalua also offers complimentary shuttle service to Kapalua's six surrounding bays, each teeming with marine life and picturesque backdrops.
Indulge in a vibrant restaurant menu rooted in coastal cuisine inviting you on a journey to discover the bounty of land and sea while incorporating Maui's most unique and sustainable ingredients. Highlighted by a hand-crafted wooden bar, the restaurant's pays homage to the history of Hawaii's banyan trees. Here, you're invited to savor fresh seafood and tempting farm-to-table fare. 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
Deluxe Ocean View Room
KAPALUA TO KA'ANAPALI


Lace Up for Some Fresh Air
A pre-booked tee time at Kapalua Plantation Golf Course invites you to discover one of the most majestic golf courses in the world. Designed by Ben Crenshaw and Bill Coore, the spectacular Plantation Course offers dramatic ocean views from virtually every hole. Its lengthy 7,596 yard par 73 layout challenges the pros but it’s wide fairways and generous greens make it very playable for the average golfer. With dramatic elevation changes, this course offers plenty of downhill tee shots. You’ll feel like one of the pros when, with the aid of the aggressive slope of the 18th fairway, you'll enjoy hitting one of the longest drives of your life.
Please note: This is a reservation only. Greens fees must be paid directly, and a card authorization may be required in advance.
Enjoy the convenience of round-trip private transfers this evening.
A dinner reservation has been made in your name.
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
Deluxe Ocean View Room
KAPALUA TO WAILEA


A Change of Scenery
Meet your private driver for a transfer to Wailea, a drive of approximately 1 hour.
Embrace the spirit of aloha at Four Seasons Maui, courtesy of an incredible collection of engaging activities and amenities. Discover stylish beach buys, jewelry, and designer finds at three on-site boutiques. Tee off against a striking volcanic backdrop at any of Maui’s three finest golf courses, all within a five-minute drive of the resort. Drink in authentic Hawaiian culture courtesy of the hotel's Artist's Showcase program, showcasing the work of local artists. Visit the open-air cardio area and fitness deck to keep your wellness goals on track. Stop by the resort's contemporary for pure pampering or treat yourself to head-to-toe renewal at The Spa at Four Seasons Maui.
Each evening at Four Seasons Maui at Wailea, the transition from day to night begins with the ceremonial blowing of the pu (conch), its deep call signaling the start of the resort’s nightly torch lighting. Gather at the resort’s central gathering area as staff light traditional torches, infusing the evening with a sense of aloha and connection to Hawaiian culture. Pause to watch, reflect, and take in the gentle glow against the backdrop of swaying palms and tropical gardens. It’s a serene, welcoming ritual that sets the tone for a peaceful night in paradise and a memorable way to begin your evening at this luxurious oceanfront retreat.
Where you’ll be staying
Deluxe Ocean View Room
WAILEA


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
Deluxe Ocean View Room
WAILEA



Relax and Recharge
Ease into island life with a refreshing dip in one of the three saltwater pools at Four Seasons Maui. See and be seen in the secluded adults-only Serenity Pool, which offers elevated panoramic views of Lanai and the West Maui Mountains. Dive in and enjoy the underwater music system, sample specialty cocktails from a freestanding swim-up bar, or settle into a refreshing bubble lounger. For family-friendly fun, visit the Waterfall Pool and splash around with your junior vacationers. Opt to claim your own spot on the golden sands of Wailea beach and revel in the fresh ocean breezes. Stake your claim and the resort's beach staff will set your personal chaise lounge and umbrella anywhere you like. Grab a snack from the Beachwalk Cafe, enjoy the warm, swimmable waters and invigorating ocean breezes, and let your cares drift away.
Wailea’s dinner scene blends world-class cuisine with breathtaking ocean and resort views, making evenings as memorable as the sunsets. Morimoto Maui offers a sophisticated take on sushi and Japanese fusion, perfect for a refined, flavorful experience. The Birdcage stands out for its intimate, theatrical dining room and innovative small plates, creating a unique and memorable evening. For elevated island-inspired cuisine in a relaxed setting, Monkeypod Kitchen serves shareable plates, fresh seafood, and craft cocktails in a lively atmosphere, while Spago Maui brings Wolfgang Puck’s signature flair to the island with elegant, globally inspired dishes and stunning ocean views. For casual or quick bites, spots like Nalu Health Bar & Juice Factory and South Maui Fish Company offer fresh, flavorful options, while the food trucks opposite Kalama Park are perfect for a local coffee, shave ice, or a poke bowl on the go. From intimate fine dining to relaxed local favorites, Wailea’s restaurants provide a full spectrum of memorable meals framed by Maui’s stunning coastline.
Where you’ll be staying
Deluxe Ocean View Room
WAILEA TO KULA



Live Like a Local
A verdant oasis of rolling hills and high peaks, Upcountry Maui offers delights for the entire family in today's full-day adventure. Set out with your private driver to discover the sites and landmarks of Maui's heartland. Tour Kula's O'o Farm for a truly unique island experience in the misting forest of Waipoli. Connect to the land as you sit down to a gourmet lunch, served amid panoramic bi-coastal views of the island. Stop by Makai Glass Maui, a showcase of unique glass blown sculptures inspired by the sea and volcanic formations of the Hawaiian Islands. Take a walk through the studio to see these luminous masterpieces come alive. Time pending, explore the bohemian town of Paia, a historic village brimming with colorful rustic storefronts and one-of-a-kind souvenirs. Next, pause at the top of Ho'okipa Beach Park to observe a protected area for sea turtles, many who come ashore to sleep at night. This incredible day of sightseeing concludes with a private transfer back to your hotel.
Where you’ll be staying
Deluxe Ocean View Room
WAILEA TO KAHULUI
Until Next Time…
Meet your private driver for a transfer to Kahului Airport.
KAPALUA







The Ritz-Carlton Kapalua
Discover timeless island luxury at The Ritz-Carlton Kapalua. Boasting 54 stunning acres, The Ritz-Carlton, Kapalua proudly maintains the Honokahua Preservation Site, a recognized “wahi pana” (sacred site) that lies adjacent to the resort and serves as a destination where Native Hawaiians can gather to conduct ceremonies and protocol. The hotel offers 466 rooms, suites and Club Level accommodations featuring dark wood floors, marble bathrooms, island-modern dÉcor. Indulge in dining experiences featuring local ingredients from the resort’s sustainable organic garden, fresh seafood and Pacific cuisine. Perfect for honeymoons and family getaways, the beautiful Ritz-Carlton Kapalua also features Indigenous spa treatments, accommodations with local art and design, and family-friendly programs.
WAILEA






Four Seasons Resort Maui at Wailea
Celebrate the wonders of Maui at the Four Seasons Resort Wailea's beachfront resort and experience luxury pampering in the spirit of Aloha. Four Seasons Resort Maui at Wailea offers 380 luxury guest rooms and suites with breathtaking views. Inhale the fragrance of plumeria as you dip into the adults-only infinity pool. Connect to the beat of the Pacific and savor cool tropical breezes with a massage in a thatched treatment hut next to the ocean. Sit down to a fusion of Hawaiian and California cuisine paired with panoramic ocean views, or enjoy delicious menu offerings without ever leaving your chaise lounge or cabana.
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.









