Peloton instructors Andy Speer & Rebecca Kennedy.

Peloton & Chase Hosting a Wellness Retreat in Turks and Caicos with Rebecca Kennedy & Andy Speer

Peloton and Chase are putting on a four night wellness retreat in the Turks and Caicos Islands this November, led by Rebecca Kennedy and Andy Speer.

Billed as the Peloton Wellness Experience, the trip runs Thursday, November 12 through Monday, November 16, 2026, and is priced at $7,950 or 795,000 Chase Ultimate Rewards points. That price covers two people, and cardmembers are limited to one package, with the cardmember required to be one of the travelers. Booking opens Tuesday, July 28 at experiences.chase.com, and Chase notes availability is limited.

There is a significant catch: this is a Sapphire Reserve cardmember trip, so you need the card to book it.

The retreat is based at COMO Parrot Cay, a private-island resort, and Chase says Sapphire Reserve guests will be the only ones on the property for the duration of the stay. Rooms include a private pool and direct beach access.

Rebecca Kennedy and Andy Speer are handling the programming across the middle three days. Each morning pairs two class options that guests rotate through, covering Pilates and bodyweight strength on Friday, stretching and mobility alongside HIIT cardio on Saturday, and core and strength and mobility on Sunday. The two also lead wellness chats, one on finding balance while traveling and another from Rebecca on making realistic nutrition choices.

There is also a private one-on-one appointment for everyone attending with Rebecca and Andy to build a personalized routine in the Peloton app.

Chase notes that anyone who is not currently a member can enroll with their Sapphire Reserve card and pick up the up to $120 in annual statement credits that come with it.

The rest of the itinerary is built around the resort. There is a sunset welcome reception and a resortwear trunk show on arrival day, tennis court mixers with island cocktails on two evenings, a seated dinner at the property’s Asian restaurant, and a boat trip to Rock House, a nearby cliffside resort, for lunch overlooking the water on the final full day. Guests also receive a $300 spa credit and a $100 credit for The Edit, and have access to complimentary non-motorized water sports.

The package covers the four-night stay, all transportation once you arrive on the island, the itinerary of wellness activities, daily breakfast at the hotel, and all hosted group meals. Flights are not included, and neither are additional meals or anything outside the trip dates. A few other terms worth knowing: all guests must be 21 or older, packages are non-transferable, and all sales are final once booked.

Peloton instructors Andy Speer & Rebecca Kennedy.
Peloton instructors Andy Speer & Rebecca Kennedy.

Peloton and Chase started working together in 2020 with statement credits toward monthly memberships, added the Sapphire Point Accelerator for bonus points on hardware, and renewed the deal through the end of 2027. In recent years the relationship has expanded into experiences, including Chase-exclusive classes at Peloton Studios New York and activations at events like Miami Race Weekend and the Formula 1 Las Vegas Grand Prix.

A five-day international retreat with two instructors is a considerably larger version of that, and it puts Peloton alongside the ski trips and festival packages Chase sells to the same cardmembers. It also lines up with Peloton’s own stated plans, after the company said it intends to grow the number of instructor-led in-person events up to 10x by FY 2027.

At $7,950 for two, which works out to roughly $3,975 each before airfare, on a card carrying a $795 annual fee, this remains a luxury travel product. Members looking for in-person instructor access at a more accessible price point are still better served by studio classes or by the free run clubs and community events Peloton runs out of its New York and London studios throughout the year.

If you are a Chase Sapphire Reserve cardmember and interested, booking opens July 28 at experiences.chase.com.

You can read all the details here.


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Chris Lewis
Chris Lewis is the creator & founder of Pelo Buddy. He purchased his Peloton in 2018, and uses all the different devices: Peloton Bike, Tread, Row, and Guide. He has been involved in the fitness industry for more than a decade - previously co-founding the websites Mud Run Guide & Ninja Guide. You can find him on the leaderboard at #PeloBuddy.

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