Pickleball Trips Announces 2026 Guided Retreats Combining Coaching and Culture

Pickleball Trips, operated by Hall-of-Famer Scott Moore and his family, has published a 2026 lineup of guided, private-group pickleball retreats that pair professional coaching with cultural travel. The calendar spans Europe, the Caribbean, Mexico and beyond, and the operator’s site lists multiple “CURRENT TRIPS” with online booking interfaces that display price ranges and availability flags.

The Alps to Adriatic itinerary links Slovenia with Venice and Treviso in Italy and appears with differing dates across listings: TheKitchenPickle shows May 31–June 7, 2026, Pickleballgetaways shows May 31–June 9, 2026, and Pickleball Trips’ own listing appears as “Jun 2026.” Pickleball Trips’ price range for the Alps to Adriatic is shown as $3,250.00–$4,250.00, while Pickleballgetaways displays a “From $4,560.00” line and a broader $5,480.00–$9,120.00 range with a “\1 ROOM LEFT” availability flag. Program elements cited in copy include professional coaching, friendly matches with local players, regional cuisine and sightseeing.

Aegean Island Escape appears on TheKitchenPickle as May 16–23, 2026 on the Greek island of Paros with “elegant beachfront accommodations,” state-of-the-art courts and programming “suitable for all levels.” Pickleball Trips also lists an Aegean Island Escape for October 2026 with a price range of $4,250.00–$5,250.00, indicating either multiple sessions or differing operator dates across platforms.

Local Los Barriles is scheduled Feb. 10–16, 2026 and is billed around a “brand new, 24-court facility.” TheKitchenPickle copy highlights clinics, competitive play, beach and pool relaxation and an optional four-wheeler excursion. Pickleball Trips’ listing for Local Los Barriles shows a price range of $2,650.00–$3,450.00 and the site’s booking interface presents “Select options.”

Turks & Caicos features multiple, distinct Pickleball Trips records: February 9–14, 2026 with coaches Jennifer Harjo and Sherry Roden is marked “CLOSED - SOLD OUT” from $1,995 per person; February 21–28, 2026 with coaches David and Elizabeth Acton is “CLOSED - SOLD OUT” from $2,484 per person; March 19–24, 2026 lists Club Med Turkoise as the resort, PADDLE UP Pickleball Club as club sponsor, registration “Open to the Public” and cost from $2,150 per person. Aggregator listings also show November and April Turks & Caicos departures featuring Ben Johns on some dates, with Pickleballgetaways pricing lines such as “From $3,480.00” and broader ranges up to $6,960.00.

Several Caribbean and Mexico departures are already sold out on Pickleball Trips: Cancun Jan. 17–24, 2026 with coaches David and Elizabeth Acton is “CLOSED - SOLD OUT” from $1,899; Antigua Jan. 22–27, 2026 with John Kleinschmidt and the JDK Team is “CLOSED - SOLD OUT” from $1,995. Pickleballgetaways shows multiple Mayan Riviera and Costa Rica sessions across February, March, October and December 2026 with price presentations in the $2,800–$8,000 range and availability markers such as “\2 ROOMS LEFT” on the Vietnam listing.

A separate U.K.-based operator, Pickleball Pro Retreats, is promoting its own 2026 sample retreats: Volley in the Vineyards in Alba, Italy from July 17–21, 2026 priced at £1,050 with coach Pep Giuliano and capacity for 16 players (single supplement +£200), and a Wellness Retreat Bali & Kuala Lumpur May 8–17, 2026 priced at £1,850 with coach Tom Corfield (single supplement +£350 and one flight transfer). Pickleball Pro Retreats lists booking contact pprdinks@gmail.com and notes flights, transfers and insurance are generally not included.

Pickleball Trips’ pages frequently show “Select options” and “CLICK HERE for Trip Details and Registration,” and many Pickleball Trips entries state prices “based on double occupancy.” Notable on-the-ground details worth watching for travelers are the Los Barriles 24-court facility, Club Med Turkoise as the Turks & Caicos resort, named coaches David and Elizabeth Acton, Jennifer Harjo, Sherry Roden and John Kleinschmidt, and Pickleballgetaways’ featured-player callouts including Ben Johns and rising pro Sophia Phuong Anh Tran.