First, a quick note: As the owners of a travel agency, my wife and I get access to great group rates. Rather than heavily marking our group rates to make money on these trips, we earn commission on the bookings. We add a small fee to the deposit in order to cover the extras we're including in the trip (court rentals, prizes, transfers, etc.) and some back-end costs, but our trips are significantly lower cost than our competitors, without sacrificing quality and fun.
Our rates are actually similar to or less than booking a room on your own (without the private court rentals, t-shirt, swag, and social events). Basically, you're getting a great deal. Why? Because I want these trips to happen as much as anyone! Thanks for reading, and I hope to see you on our next Tropickle Vacation. -Dan
Deposit is only $300/person for our December 2025 trip.
Trip pricing depends on room type, but starts at just $1,299 (incl. all taxes and fees). Payment plans are available.
For full pricing or to book your trip, click here.
Note: Airfare is not included in the above pricing. You'll need to book your own flights, but feel free to contact us if you need assistance with flights. Transfers are included when traveling within 2 days before or after the trip specified trip dates.
PICKLEBALL / Trip Details Questions
Q: Can non-players come? A: Yes. Pricing is the same for non-players (child pricing varies by trip). Non-player spots may be more limited, in order to ensure we have enough space for players.
Q: Can I come solo? A: Yes. Solo pricing is a little higher (contact us for details), but we'll also try to match you up with a roommate if you want.
Q: How do you determine skill level? A: Self-rated, or DUPR, your local club/group rating system, etc. PLEASE get a rating from a non-biased third party if you're not sure. Accurate skill level ratings help us group players by skill level, which makes the games more fun for everyone. You may be moved to a different division during a trip if we determine you're not in the correct division.
Q: Tournament formats? A: Divisions will generally be 'gender blind', split only by skill level (depending on # of players). That means you play in whichever division best matches your skill level, and partners can be MM, MW, or WW, and your opponents may not match your team's gender makeup. Singles may happen in addition, depending on interest.
Q: How much open play? What hours? A: For resort trips, we'll rent ~2 hours of court time on non-tournament days, either morning (~9am) or afternoon/evening, and more hours on our 2 tournament days. There are 10 courts at the resorts for our upcoming trips, so you should be able to get in more playtime if you desire. Want to rent extra court time? Let us know when you sign up and we can likely arrange that (at discounted rates).
Q: Is tournament participation required? A: Technically no, but they're going to be fun, there will be prizes, and it'll be a pretty relaxed environment, no stressful yelling about line calls, etc. Join us!
Q: I'm in! How do I book my trip??? A: Go to the 'REGISTER!' page to book. And share the link with your friends, as more interest means we can run more trips!
RESORT Questions
Q: What do the resorts include? A: Unlimited food, drinks, water sports, land sports, daily/nightly entertainment, and more. They're 'all-inclusive' resorts, so generally speaking you won't spend extra money there (other than tips). Future trips will include cruises or resorts/destinations that are not all-inclusive.
PRICING Questions
Q: What does the price of the trip get me? A: Our AWESOME pricing gets you full access to an all-inclusive resort, 2 pickleball tournaments, daily private court rentals for open play just for our group, trip t-shirt, meet & greet, and 1 or 2 other social and/or pickleball activities. Future trips will have similar inclusions but may vary based on court availability and other factors.
Q: What's not included? A: Flights, off-resort excursions, tips, travel insurance, and winning your pickleball games.. You gotta earn the wins yourself, so bring your A-game!
Q: Who's running this thing, anyway? A: Dan Wadlinger. See below...
Who am I? I'm a Charlotte, NC transplant with a tennis background. A former tennis player that now plays pickleball? Who could have guessed? I've been playing pickleball for about 2 years now, currently ~4.5 rating depending on who you ask. Oh, and I'm a travel advisor (see below)...
Mel and Dan Wadlinger started Travel Shark in early 2021, and it's our full-time business. We book cruises, land-trips, Disney, and of course, GROUPS!
We earn commission for the bookings for Tropickle Vacations trips, so we don't have to tack on massive fees onto the trip cost.
We also don't charge our private clients fees to plan and book other vacations, so give us a shout if you need another vacation (which, let's be honest, we all do)!
See more at www.BookTravelShark.com