Pickleball Getaways, Trips and Pro Retreats Selling Out for Early 2026

PickleballTrips has marked multiple early-2026 departures as CLOSED - SOLD OUT, including Cancun Jan 17-24, 2026 with coaches David and Elizabeth Acton and Antigua Jan 22-27, 2026 with John Kleinschmidt and the JDK Team. PickleballTrips also lists Turks & Caicos departures flagged CLOSED - SOLD OUT for Feb 9-14, 2026 with coaches Jennifer Harjo / Sherry Roden and Feb 21-28, 2026 with David and Elizabeth Acton, while a Turks & Caicos trip for March 19-24, 2026 remains listed as REGISTRATION: Open to the Public with cost from $2150 per person based on double occupancy.

Pickleball Getaways is expanding its footprint with a Vietnam tour that runs from 24 February 2026 to 3 March 2026 at the five-star New World Hoiana Beach Resort. Pickleball Getaways describes the offering as an opportunity to "have a relaxing stay at the five-star New World Hoiana Beach Resort, explore Vietnam’s rich culture, see the country’s breathtaking wonders, and enjoy world-class pickleball instruction on permanent courts." The company, co-founded by pickleball pros Ben Johns and Dekel Bar, calls the itinerary "Pickleball Getaways’ first foray into Asia" and "expects demand for the Vietnam tours to be high and forecasts bookings will be sold out quickly."

On the operator’s Costa Rica sample listing, the Topanga Villa weeklong getaway is dated Feb 05, 2026, 12:00 PM – Feb 12, 2026, 4:00 PM in Ojochal, Provincia de Puntarenas, Ojochal, 60501, Costa Rica, and is labeled "This Getaway Unavailable At This Time." The itinerary text lists "Pickleball training, matches and Ojochal Racquet Club merch discounts," "Visit to Manuel Antonio National Park," "Catamaran Adventure in Quepos," "Costa Rican Wildlife Tour," and "Hike Eco Chontales Waterfall." Meal and transport details appear verbatim: "Breakfast is provided each morning for guests at the Topanga Villa. Three dinners are also included. All other food and drinks are purchased at the expense of the guest at the various restaurants we will be visiting." Shuttle services are provided from San José and guests are to be notified of exact pickup / drop off times after booking. The site lists a SOLO GETAWAY price of $2,599 USD [+13% VAT tax].

PickleballTrips’ broader catalog underscores the growing international market for pickleball travel, with price ranges and dates that span Europe, Asia and Oceania. Sample listings include Alps to Adriatic Jun 2026 $3,250.00 – $4,250.00, Dinking Dutch Apr 2026 $3,700.00 – $4,700.00, Western Japan Apr 2026 $3,750.00 – $4,800.00, North Island New Zealand Mar 2026 $4,050.00 – $4,750.00, and Vibrant Vietnam March 2027 $3,750.00 – $4,700.00. The PickleballTrips site metadata shows "©2016-2023 Pickleball Trips LLC. All Rights Reserved."

Smaller operators are also filling calendars for 2026. Pickleball Pro Retreats lists a £1050 retreat with PPR Coach Pep Giuliano for 4 Nights & 5 days with "Capacity 16 Pickleballers Single Sup + £200 Not included: flights, transfers, insurance." A Wellness Retreat Bali & Kuala Lumpur is listed May 8th - 17th 2026 at £1850 with PPR Coach Tom Corfield for 9 Nights, "Capacity 16 Pickleballers Single Sup + £350 One Flight Transfer Not included: flights, transfers, insurance." PPR also lists "Volley in the Vineyards Alba, Italy. 17th July - 21st 2026 £1050" and promotional lines including "World Class Pickleball Retreats Your 2026 Season Starts Here" and "Now powered by JOOLA," noting small-group play of "12–16 players."

Operators’ calendars and pricing reflect different currencies and timelines - Pickleball Getaways shows a Feb 24–Mar 3, 2026 Vietnam tour while PickleballTrips lists a Vibrant Vietnam offering for March 2027 - and multiple early-2026 departures on PickleballTrips are explicitly CLOSED - SOLD OUT. With named coaches, listed capacities and concrete prices across USD and GBP, the market for coached pickleball vacations is clearly active and near-capacity heading into early 2026.