Maui Fitness & Adventure Retreat

South Shore Maui, HawaiiMay 18-24, 2018

Join us for this rare opportunity: a week for yourself, to focus on nothing but body-and-soul health in a beautiful, relaxing environment.

This trip is specially designed for 45+ guys on their own or with a buddy or two. Or come with your better half (think of this as kind of like the yoga retreats she’s done, but with an OlderBeast spin that makes it great for him and her). We expect a mix of singles and couples.

This trip will feel magical while we’re there and send us home feeling a bit transformed…with rich, treasured memories as well as enhanced practical know-how.

We’ve designed everything about this trip so you can:

  • Jump-start or up-level your fitness (and learn things you’ll take home for your personal regimen) — for all fitness levels
  • Get the best of a “yoga” or “wellness” retreat, in a more-varied, adventurous package
  • Enjoy some much-needed adventure on land and sea
  • Eat clean with bountiful, tasty and *good for you* meals (but splurge a little, too)
  • Enjoy the company of a small group of like-minded, 45+ folks
  • Work out, play and chill with world-class trip leaders/faculty

Maui is one of the world’s most beautiful islands. And the Kihei area in South Maui has the the island’s best weather, beautiful sandy beaches, surreal sunsets, and close proximity to the best land- and sea-based adventures.

We’re staying in a one-of-a-kind villa and compound specially-designed for fitness-minded groups: The Wailea Inn.

Think: luxury accommodations with their own “fitness in paradise” facilities, just steps from great beaches, surfing and snorkeling. And, world-class island-style restaurants serving the nearby Four Seasons and other high-end resorts that chose the Kihei area for good reason.


Here are more photos and a video. WARNING: looking at these will cause a near-irresistible urge to be there!

While maintaining time for relaxation, time on your own, and spontaneity…we’ve planned a KILLER array of activities, dude.

Choose some or choose them all, from among:

  • Strength and endurance workouts most days (all levels, variety of styles)
  • Yoga practices most days (all levels, variety of styles)
  • Sea kayaking along remote sea cliffs and to secluded snorkeling spots
  • Snorkeling during excursions…and right outside our door for a “whenever” look at the reef (equipment provided, but bring your own if you have it!)
  • Surf lesson
  • Outrigger canoe paddling/surfing
  • Hiking to swimmable waterfalls and with stunning Pacific ocean views from Maui’s volcanic heights
  • Know-how workshops

You’ll also have the opportunity for an included 1:1 consultation on fitness, yoga or “OlderBeasthood in general” with our faculty.


It’s YOUR call on where to settle on the activity-level spectrum, man. We’re continuing to fine-tune the game plan, but here’s what the schedule looks like as of now. Think of it as your fitness & adventure “menu” for the trip.

Fri, May 18

  • Arrive and get settled midday / afternoon — explore the Villa, its grounds and nearby town and beaches!
  • Informal beach / snorkeling trip near the Villa, for earlier arrivers
  • Welcome & Orientation
  • Group dinner on the Villa’s outdoor dining deck, created by our private chef

Sat, May 19

  • Instructor-led strength & conditioning workout on the Villa’s outdoor fitness deck (you’re always free to run/walk on your own…or sleep in)
  • Healthy, bountiful breakfast at Villa
  • Surfing lessons in the gentle surf of South Maui (one of the best places in the world to try surfing for us OlderBeasts)
  • Lunch and afternoon on your own
  • Late afternoon guided yoga practice at the Villa, in its state-of-the art 1,000 sq ft yoga studio
  • Dinner on your own (or maybe join others in the group at one of Kehei’s restaurants, or on a dinner trip to famous Lahaina Town)

Sun, May 20

  • Instructor-led strength & conditioning workout
  • Breakfast at Villa
  • Day excursion: hiking, rock scrambling and waterfall swimming in exotic Maui landscapes (picnic lunch together)
  • Late afternoon and evening on your own (informal restaurant outings likely)

Mon, May 21

  • Breakfast at Villa
  • Sea kayaking expedition to Maui sea cliffs and remote snorkel spots (lunch on a secluded beach along the way)
  • Afternoon on your own (nap time?)
  • Late afternoon guided yoga practice
  • Evening on your own (informal restaurant outings likely)

Tues, May 22

  • Instructor-led strength & conditioning workout
  • Breakfast at Villa
  • Morning, lunch and early afternoon on your own — explore the area, chill by the Villa’s pool, grab another nap…your call
  • Afternoon yoga
  • Sunset sail out of nearby Makena Harbor — on a stable, luxurious catamaran for the “golden hour” sunset views of Maui and its offshore Molokini crater (and a little ukulele music)
  • Dinner on your own

Weds, May 23

  • Instructor-led strength & conditioning workout
  • Breakfast at Villa
  • Hiking excursion — killer Pacific views from Maui’s volcanic highlands (picnic along the way)
  • Late afternoon on your own
  • Group farewell dinner banquet at the Villa

Thurs, May 24

  • Morning yoga — a last little bit of sweat, stretch and relaxation
  • Breakfast at Villa
  • Depart for home

Note: sequence and details of activities subject to finalization — this is illustrative of the type of six days it’s going to be!

OlderBeast is proud to be co-producing this trip with Argo Adventure Labs, which specializes in defining and leading trips to exotic locales in the South Pacific, Latin America and Hawaii.

You’ll have the opportunity to work out with, learn from and share recreation with:

  • Jason Thelen, Founder & “Chief Adventure Officer” of Argo Adventure Labs. In addition to being an adventure travel guru, Jason is a certified fitness trainer with numerous specialties including being a CrossFit Level 1 trainer. Jason has a rare ability to orchestrate and combine adventurous recreation, purposeful fitness, and plain-old “fun” into transformative experiences.
  • Carl Paoli, NY Times bestselling fitness/sports author (Free+Style), legendary CrossFit innovator and coach, and sought-after motivation-and-performance speaker. Carl started his career as an elite-level gymnast, went on to be a CrossFit “coach of coaches” as well as for the first two-time CrossFit Games winner, and continues to lead and innovate via writing, speaking, and fitness products.
  • Dedicated yoga/meditation guide. We’re currently finalizing which of several candidates to include on this trip — stay tuned!
  • Specialized leaders / instructors for select activities. For things like kayaking, surfing and sailing, we’re working with Maui’s very best outfitters and guides.
  • Mark Teitell, Founder & Host of OlderBeast. Gladly defers to the rest of the faculty on fitness, yoga and adventure sports matters! Brings unique perspective on our quest for body-and-soul health as age 45+ guys .

What’s included:

  • All accommodations costs for six nights at the world-class Wailea Inn
  • Instructor-led strength-and-endurance workouts
  • Instructor-led yoga practices
  • 1:1 consultation during the week on fitness, yoga or general aspects of planning for long-term vitality
  • All group activities including expert guides and equipment
  • Snorkeling equipment for the week
  • Bountiful, healthy breakfast every day
  • Two epic group dinners by our private chef
  • Lunch during select excursions
  • Anytime healthy snacks at the Villa
  • Transportation to and from main airport on Maui (Kahului airport, OGG)
  • Transportation for group activities
  • Concierge service at the Villa


Not included:

  • Air travel to Maui (OGG has non-stop service from multiple North American mainland cities, as well as frequent connecting service via Honolulu)
  • Lunches on non-excursion days
  • Dinners (other than two Group Dinners referenced above)
  • Alcohol


This trip will bring a rich and diverse set of cool experiences while we’re there. And then you’ll come home having learned a bunch of things to use within your fitness and wellness routine. It’s going to be super fun AND super useful, man

Pricing (per-person, double occupancy) — see “inclusions”

  • Deluxe room: $3,750
  • Premium room: $3,950

Note on room types: This is a large luxury villa and EVERY room is very well-appointed and comfortable. All rooms can be configured with queen/king beds for a couple to share, or individual beds. In this context, a few rooms are even more spacious and nicely-situated within the villa — these are the “premium” ones. For one-person private room of either type, add $550

As a heart-felt “thank you” to guys who stand up and declare “I’m in” early, we have an EARLY BIRD DISCOUNT. Book by November 26, 2017 for $200 off!

Put down a deposit to reserve your spot!