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Pilgrimage to Beauty – Kauai 2027

Hero image, wide, horizon low, left side clear for the headline
Kauai, Hawaii · July 11–18, 2027

Pilgrimage to Beauty

with Chris & Natalie Stefanick

Eight days on Kauai, the Garden Isle. Daily Mass, the Na Pali Coast, Waimea Canyon and the only state with two canonized saints. An optional three extra nights follow, with the chance of a rare day trip to Kalaupapa on Molokai.

From
$6,799
per pilgrim
Duration
8 days
July 11–18, 2027
Stay
7 nights
Sheraton Kauai, Poipu
Group
Small
Limited spots
Departs in
 
Our hosts

Travelling with Chris & Natalie Stefanick

Chris & Natalie Stefanick
Hosts · Real Life Catholic

Chris & Natalie Stefanick

Chris and Natalie have been married for 27 years and share a passion for bringing people to the “LIFE to the full” (John 10:10) that Jesus promised us.

They are so excited to share that life with you, in the place where Natalie came to faith, and the only state with two canonized saints.

Chaplain
Chaplain

To be announced

A priest travels with us for the whole pilgrimage, offering daily Mass, confession and the sacraments.

We will announce our chaplain here once he is confirmed.

Doors-off helicopter flight, Na Pali Coast

Soaring above rainforests, hidden waterfalls and the Na Pali Coast. A perspective on God’s creation that few ever witness.

Day five · Thursday, July 15 · Doors-off helicopter tour

Itinerary

Kauai, July 11–18, 2027

Eight days on the Garden Isle. Mass each morning, an evening session with Chris most nights, and afternoons that leave room to breathe.

Day
01
Sunday, July 11

Arrival in Kauai

Our pilgrimage begins as we make our way from across the United States to Kauai, Hawaii’s oldest and northernmost island, known as the Garden Isle for its lush, unspoiled landscapes. Upon arrival we check in to our oceanfront resort at the Sheraton Poipu. This evening we gather on the beach lawn for a welcome reception with Chris and Natalie Stefanick, enjoying appetizers and drinks as the sun sets over the Pacific.

Arrival, welcome reception on the beach lawn
Appetizers included. Check-in guaranteed at 4:00 PM, welcome reception begins at 7:00 PM.

Day
02
Monday, July 12

Kalalau Lookout, Waimea Canyon, Spouting Horn & Luau

We open the day with Mass on the beach lawn, followed by a group breakfast. Our vans take us to two of Kauai’s most breathtaking landmarks: the Kalalau Lookout, gazing out over the valley and the Pacific beyond, then Waimea Canyon, the Grand Canyon of the Pacific, where deep red cliffs, green valleys and waterfalls stretch across miles of untouched terrain. We stop at Spouting Horn Park before a group lunch at RumFire. The afternoon is free. In the evening we attend the Auli’i Luau and the Rhythm of Aloha show.

Waimea Canyon
Breakfast, lunch and dinner included.
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Day
03
Tuesday, July 13

Hanalei & the North Shore

Following Mass and breakfast we make our way up to Hanalei, one of Kauai’s most beautiful coastal towns, set beneath dramatic green peaks. The morning is spent on the water: kayak or paddleboard on the Hanalei River, beneath the historic bridge and into the wildlife refuge, or head out toward Hanalei Bay, where sea turtles are a common sight. Lunch is on your own. We return in the late afternoon for dinner and an evening session with Chris Stefanick, Josh Kapika and Dallas Carter. Josh and Dallas, both native Hawaiians, share the history of Catholicism in Hawaii and the mission they run today.

Hanalei River and bay
Breakfast and dinner included. Overnight at Sheraton Poipu.
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Day
04
Wednesday, July 14

Allerton Garden & free afternoon

After Mass and breakfast we visit the National Tropical Botanical Garden for a guided Best of Both Worlds tour of the McBryde and Allerton Gardens. Set along the Lawa’i Valley, the Allerton Garden features a series of garden rooms, rare tropical plantings and the Moreton Bay fig trees made famous by Jurassic Park. We return for a group lunch and a free afternoon, then gather in the evening for dinner and a group session.

Moreton Bay fig trees, Allerton Garden
Breakfast, lunch and dinner included. Overnight at Sheraton Poipu.
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Day
05
Thursday, July 15

Doors-off helicopter tour & day at leisure

Today offers one of the most extraordinary experiences of the pilgrimage: a doors-off helicopter tour over Kauai. Soaring above rainforests, hidden waterfalls, Waimea Canyon and the Na Pali Coast, this flight offers a perspective on God’s creation that few ever witness. Those who prefer a quieter day may enjoy the resort, the beach, or optional surf lessons steps from the Sheraton. We close the evening with dinner followed by Adoration.

Doors-off helicopter flight, Na Pali Coast
Breakfast and dinner included. Overnight at Sheraton Poipu.
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Day
06
Friday, July 16

Free day

After Mass and breakfast the day is yours. Thrill-seekers may take on the Koloa Zipline above the valleys of the south shore. Golfers may tee off at Poipu Bay Golf Course. For those drawn to the water, Brennecke’s Beach is one of the best spots on the island to snorkel alongside Hawaiian green sea turtles. Whether you spend the day on the beach, in Poipu, or simply resting, this is a day to breathe deeply. We gather in the evening for dinner and a group session.

Poipu beach, free day
Breakfast and dinner included. Overnight at Sheraton Poipu.
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Day
07
Saturday, July 17

Na Pali Coast catamaran & Kauai Coffee Estate

We depart early for Port Allen Marina to board our catamaran with Captain Andy’s. A light breakfast is served onboard as we set out along the Na Pali Coast, past towering sea cliffs, hidden sea caves and waterfalls accessible only by water. The morning includes time for snorkeling, and a BBQ lunch is served onboard. On the way back we stop at the Kauai Coffee Estate, the largest coffee farm in the United States. Back at the resort we gather for Mass, dinner and shared reflections.

Catamaran under sail, Na Pali Coast
Breakfast, lunch and dinner included. Overnight at Sheraton Poipu.
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Day
08
Sunday, July 18

Farewell & departure

We gather one final time for breakfast together before saying our farewells and departing for Lihue Airport. We carry home the beauty of these islands, the grace of the sacraments celebrated together, and the friendships deepened along the way.

Departure, group photo
Breakfast included.
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Our pilgrimage package

What’s included

Everything below is covered by the package price.

7 nights at the Sheraton Kauai
Private transportation on island
Breakfast daily, 3 lunches, 6 dinners
Group airport transfers, both ways
Hawaiian luau and Aloha show
Canterbury tour director on island
Welcome reception on the beach lawn
Licensed guiding & admission fees
Island lookout tour
Doors-off helicopter tour
Na Pali catamaran snorkel and sail
Kayaking on the Hanalei River
Allerton Garden tour
Visit to the Kauai Coffee Estate
Daily Mass and Adoration
Daily reflections from Chris Stefanick
Magnificat and Canterbury Tales
Name badge & luggage tag
24/7 travel emergency support
9am to 5pm ET reservation support
What’s not included
AirfareSee the airfare options below for a quote from your local airport.
Tips for your bus driversFor exceptional service, tip your bus driver $5 per day at the end of their service.
Travel insuranceHighly recommended and available at registration. Cost depends on your trip cost and age.
National entry requirementsIncluding but not limited to applying for or renewing a passport, and a visa if necessary.
Anything not mentioned as includedDonations at Masses, souvenirs, laundry, spontaneous pastries, your 5th espresso of the day, postcards for everyone back home, and all other earthly desires not mentioned above.
Where we stay

Sheraton Kauai Resort, Poipu

Seven nights on the south shore, steps from Poipu Beach. Mass and the welcome reception are held on the resort’s beach lawn. Accommodations subject to change.

Resort exterior, wide
Beach lawn, where Mass is held
Poipu Beach
Resort grounds
Choose your room
Standard Room
Garden view · 510 sq ft
$6,799 / pp
Double
Oceanfront ViewBest value
Ocean view, second floor and above · 510–530 sq ft
$6,999 / pp
Double
Luxury Oceanfront
Ocean view, ground floor · 530 sq ft
$7,849 / pp
Double
Oceanfront Suite
Ocean view · 1,300–1,600 sq ft
$9,499 / pp
Double

Single supplement rates are listed in the pricing section below. Accommodations subject to change.

Selected room
Room photo 1
Room photo 2
Room photo 3
Oceanfront View
Ocean view, second floor and above · 510–530 sq ft
$6,999 / pp

Pricing

Rates for July 11–18, 2027

Land package per person. Airfare is quoted separately, see the airfare options below.

Double occupancy · 2 guests per room
Standard RoomGarden view · 510 sq ft

$6,799 / pp

Oceanfront ViewSecond floor and above · 510–530 sq ft

$6,999 / pp

Luxury OceanfrontGround floor · 530 sq ft

$7,849 / pp

Oceanfront Suite1,300–1,600 sq ft

$9,499 / pp

Single supplement · 1 guest per room
Standard RoomGarden view · 510 sq ft

$8,249

Oceanfront ViewSecond floor and above · 510–530 sq ft

$8,549

Luxury OceanfrontGround floor · 530 sq ft

$10,049

Oceanfront Suite1,300–1,600 sq ft

$13,249

Shared rooms are always doubles with two beds. If we cannot match you with a roommate, the single room fee applies.

Couples, families, friends, singles, all are welcome!

Some pilgrims come as a couple, some bring the whole family, some come with a friend from the parish, and plenty come on their own. Everyone is welcome.

Today
$450 / pp due

$200 per person is non-refundable. For the Kalaupapa Saints Tour, $450 per person is non-refundable.

12 April 2027
Balance due

Payment plans are available if you would like to make smaller payments before the final payment date.

How to pay
Credit or debit card
Check
ACH bank transfer
Zelle
Cash, money order or cashier’s check
Optional extension

Three more nights, July 18–21, and the optional Kalaupapa Saints Day Trip

Those who wish to linger a little longer are warmly invited to stay on at the Sheraton Poipu. Daily Mass continues each morning, and Chris offers evening reflections on select nights.

The Kalaupapa Saints Day Trip is a separate add-on, priced on top of the extension and open only to pilgrims staying on. Three small groups depart, one on each extension day, assigned at random.
Day 1 · Sunday, July 18

Extension begins

Mass this morning and the first of three unhurried days. Those assigned to today’s Kalaupapa departure head out early for Molokai. Chris offers an evening reflection.

Day 2 · Monday, July 19

At leisure

Another day to rest, explore, or take in the beauty of Kauai. Mass is celebrated this morning; a Kalaupapa group departs. Evening reflection with Chris.

Day 3 · Tuesday, July 20

At leisure

Our final full day on the island. Mass this morning, the last Kalaupapa departure, and a final reflection together in the evening.

Day 4 · Wednesday, July 21

Farewell & departure

A final breakfast at the resort before checking out and making our way to Lihue Airport. Breakfast included.

Extension includes
3 extra nights at the Sheraton Kauai Resort
Dedicated Canterbury tour director on island
Daily Mass offered in the morning
Catechesis sessions with Chris Stefanick
Extension · double occupancy
Standard Room+$1,149 / pp
Oceanfront View+$1,299 / pp
Luxury Oceanfront+$1,549 / pp
Oceanfront Suite+$2,249 / pp
Extension · single supplement
Standard Room+$1,798
Oceanfront View+$1,999
Luxury Oceanfront+$2,549
Oceanfront Suite+$3,849
Kalaupapa peninsula, Molokai sea cliffs
Optional add-on, extension required · Molokai

The Kalaupapa Saints Day Trip

One of the most sacred Catholic pilgrimage sites in the United States, and one of the hardest to reach. Not included in the extension. Priced separately and open only to pilgrims on the July 18 to 21 extension, offered first come, first served, with departure days assigned at random across July 18, 19 and 20.

Visiting Kalaupapa is not easy, and that is precisely what makes it so rare. The peninsula sits at the base of some of the tallest sea cliffs in the world, accessible only by small aircraft, mule trail, or sea. Public tours were suspended for five years and only resumed in late 2025, limited to a handful of people per day.

From 1866 until 1969 this cliff-bound settlement served as an isolation colony for those diagnosed with Hansen’s disease. St. Damien de Veuster arrived in 1873 and gave his life in service there, dying of the disease in 1889. St. Marianne Cope arrived in 1888 and continued his work for more than three decades. Together their witness transformed Kalaupapa into a place of hope and holiness.

St. Damien de Veuster
St. Marianne Cope
Day trip+$1,179 / pp

Departures on July 18, 19 and 20, assigned at random. $450 per person is non-refundable. Not included in the extension: this is charged in addition to the extension price above.

Add at registration

Day trip includes
Flights to and from Kalaupapa
Breakfast, lunch & dinner (boxed meals)
Private transfers to and from the airport
Licensed guiding & admission fees
Guided tour of Kalaupapa & Kalawao
Clearance with the Hawai‘i Department of Health
What the day looks like

4:00 AMMotorcoach pickup at Sheraton Poipu
6:00 AMDepart Lihue (LIH), arriving Honolulu 6:36 AM
8:45 AMDepart HNL on Mokulele Airlines, arriving Kalaupapa 9:34 AM
MorningWelcome and safety briefing, then the Kalaupapa side: the lighthouse and peninsula, Ocean View Pavilion, Papaloa Cemetery, historic patient homes and community churches, the Visitors’ Quarters and the historic pier
MiddayThe Kalawao side: Paschoal Hall, Staff Row, Siloam Church, St. Philomena Church, the graves of Father Damien and Brother Dutton, the Baldwin Home for Boys
LunchAt Judd Park, a boxed lunch is provided when leaving the resort
AfternoonLegacy sites: the Kalaupapa Bookstore, Mother Marianne’s gravesite and memorial, the Bishop Home Complex, St. Francis Church and Historic Damien Hall
4:54 PMDepart Kalaupapa, arriving HNL 5:37 PM
7:31 PMDepart HNL, arriving LIH 8:13 PM
9:00 PMMotorcoach transfer back to Sheraton Poipu, dinner is provided on your return

Airfare

Adding airfare from your local airport

Add-on prices per person, on top of your land package. You are always welcome to arrange your own flights instead.

Albuquerque (ABQ)+$1,299
Atlanta (ATL)+$1,399
Austin (AUS)+$1,299
Boston (BOS)+$1,399
Charlotte (CLT)+$1,399
Chicago (ORD)+$1,399
Cincinnati (CVG)+$1,599
Columbus (CMH)+$1,599
Dallas–Ft. Worth (DFW)+$1,299
Denver (DEN)+$1,399
Detroit (DTW)+$1,599
Houston (IAH)+$1,399
Indianapolis (IND)+$1,499
Kansas City (MCI)+$1,499
Las Vegas (LAS)+$1,199
Los Angeles (LAX)+$999
Memphis (MEM)+$1,599
Miami (MIA)+$1,399
Minneapolis–St. Paul (MSP)+$1,399
Nashville (BNA)+$1,499
Newark (EWR)+$1,399
New Orleans (MSY)+$1,499
New York (JFK)+$1,399
Orlando (MCO)+$1,499
Philadelphia (PHL)+$1,599
Phoenix (PHX)+$1,299
Portland (PDX)+$1,299
Salt Lake City (SLC)+$1,399
San Antonio (SAT)+$1,499
San Diego (SAN)+$1,299
San Francisco (SFO)+$1,299
Seattle (SEA)+$1,299
St. Louis (STL)+$1,499
Tampa (TPA)+$1,499
Washington, DC (IAD)+$1,399
Booking your own flights? Select “I plan to book my own flights” at registration, $0.
Know before you book

Frequently asked questions

What is a pilgrimage?+

A pilgrimage is not a vacation or excursion but a unique spiritual journey that provides many opportunities to deepen your relationship with God and enrich your Catholic faith by bringing Scripture to life. Pilgrimages offer the opportunity to let Christ draw you near, and your chaplain is there to guide you spiritually on the journey.

How much walking should I expect?+

This is an active programme. Days usually start with a wake-up call around 7am and departure by 9am, and we aim to be back at the hotel between 5pm and 6pm. We encourage all pilgrims to be able to walk 3 to 4 miles per day. The pace is moderate, but you will encounter uneven surfaces, stairs and significant slopes, and some tours involve walking in the open air with no shade and no seating.

What happens between now and departure?+

Today you register: we collect contact and travel details and how you would like to set up your pilgrimage. Full payment is due 90 days before departure, which is also the last day to sign up if space remains. At 30 days your pilgrim travel kit is mailed: travel app invitation, flight and trip itinerary, name badge, luggage tag, a Magnificat and a copy of the Canterbury Tales.

How do hotel rooms work?+

Solo travellers are always welcome; a single supplement applies if you wish to room alone. If you wish to share, we will attempt to connect you with another pilgrim of the same gender. Shared rooms are always doubles with two beds. Doubles are available in one or two bed configurations. In the USA, expect one king bed or two queen beds.

Do I need a passport?+

Kauai and Molokai are within the United States, so no passport is required for US citizens travelling domestically. Bring valid government-issued photo identification that meets TSA requirements for your flights. If you hold a passport from another country, please check US entry requirements.

Should I buy travel insurance?+

We strongly encourage travel insurance for all of our pilgrims, and we partner with Allianz Travel Insurance to offer affordable coverage. Most of our pilgrims choose the Classic Plan. Insurance can be quoted and purchased after registration.

Is the pilgrimage accessible?+

We will always do what we can to accommodate pilgrims who need specific seating due to a medical condition or disability, and wheelchair assistance is available from the airline. On the ground, uneven surfaces and some stairs are part of this itinerary. We can arrange handicap-accessible rooms where available, and wheelchair rentals pending availability. Wheelchair users must have a designated travel companion.

Can I book my own flights?+

Yes. Booking airfare yourself lets you spend airline miles, handpick seats or deviate from the group. Group transfers on arrival run between 10am and 4pm on the 11th; hotel check-in is guaranteed at 4pm with the welcome reception at 7pm. Please schedule departures from Lihue for 11:00 AM or later on the 18th, or the 21st for the extension.

Questions

We’re here to help.

Call or email one of our pilgrimage specialists today. Monday to Friday, 9am to 5pm ET.

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