Four courts. Twenty people. Nobody else.
Five nights, all inclusive, on a private estate above Costa Rica's Pacific coast. The estate is yours alone. A private chef, pro coaching, excursions, transfers. The gate closes behind you.
trips run at this property
private courts on property
nights, all inclusive
excursions included
You have played the other kind of pickleball trip.
Side by side, here is why this one is different.
The resort trip
Any resort with a court
- Two shared courts for the whole resort
- Fifteen minutes of play an hour
- Random partners, mismatched levels
- The room is just the start of the bill
Rally at Bella Vista
A private estate, taken over
- Four private courts for 20 guests
- Unlimited play, day and night
- Level matched draws, set before you land
- One price. Chef, coaching, excursions, all of it.
Four acres. Four buildings. One gate.
A private, gated hilltop estate in the Macacona hills. One hour fifteen from San Jose airport, thirty minutes from Pacific beaches. Your group is the only group on the property.
Ten bedrooms across the main house, the guest house, a treehouse with its own jacuzzi, and a private standalone villa. The estate sleeps more, but we cap every trip at twenty guests to keep it intimate.
Grouped by your level, coached by pros, never a wait.
Three pro coaches, four private courts, twenty guests. The whole week is built around how you play.
Grouped by your level
Send your rating before you arrive. Pods, drills, and the week's draw are built around it.
The pros' full attention
Three coaches, one job: your group. Clinics, coached matches, and one-on-one time for everyone.
Never a wait
Four private courts for one small group. No sign up sheets, no sitting out.
Structured or social
Round robins and ladders when you want competition. Open courts when you want to rally.
A rhythm, not a schedule.
Play in the morning, choose your afternoon. Every activity is optional. Chase every session or melt into the pool.
Arrive easy
Settle in, get fitted with your custom paddle, and meet the group over sunset drinks by the courts.
Mornings on court
Clinics and match play in small pods grouped by level, run by coaches who learn your game. Open courts after, for anyone who wants more reps.
Afternoons, your call
Zipline through the jungle, swim under a waterfall, soak in hot springs, hit the beach, book a massage, or do absolutely nothing.
Tournament day
The signature cup. Formats built so every level has a real shot and everyone plays.
Nights to remember
Chef dinners at one long table, drinks under the stars, night pickleball under the lights, and a bonfire send-off.
Leave with the reel
A professional photographer and videographer capture the week. You go home with photos of yourself playing and a highlight reel.
Nothing here is mandatory. It is your week, your way.
Pros who play with you, not just teach at you.
Coaching here is not a side gig. All three are active pro players and sought-after coaches who teach every level of play for a living. The trip is small on purpose: they learn your game, and you will warm up with, rally against, and share dinner with them all week.
Lauren Hidalgo Smith
Head pro
An active pro who has taken the court against the best in the game, Ben Johns and Anna Leigh Waters among them. One of the DR's leading coaches, she teaches every level for a living, and in December she is yours for the week.
Nico
Pro coach
Recruited from Brazil to play college tennis in the US, coaching since 2016. Director of Pickleball at Aspen Meadows in the summers, head pro at Patch Reef, Valencia Sound, and Lotus Edge, and RPO Level 2 certified, coached by Colin Johns.
Django Chassang
Pro coach
Founding member of UF Club Pickleball, twice a PPA pro tournament qualifier, and a World Cup winner with Team USA. Django coaches every level, from first paddle to podium chase, and keeps it fun the whole way.
We are avid players, and we built Rally on our own ideal pickleball vacation: one private estate, four courts, coaches we would fly for, and everything handled. We often join the trips ourselves. Come have a great time with us in paradise.
Built for players. Great for the person they married.
Serious about your game
We screen levels before arrival and match your play all week. You will not spend your vacation being fed balls.
Couples and crews
Come as a pair or bring the whole group chat. Rooms sleep two to four.
The non player
Pool, spa, yoga, excursions, and a chef. The only optional thing on this trip is pickleball.
Solo travelers
Come alone, leave with a draw full of rivals. Shared rooms make the math easy.
See it before you land.
The full property tour
Excursion day: Waterfall El Encanto
One price. Everything handled.
If it happens on the estate, it is included. This is the full list.
- Five nights on a private estate
- Four private courts, day and night
- All coaching and clinics
- Every meal, cooked by a private chef
- Daily yoga and fitness
- One massage per guest
- Excursions with transport and guide
- Airport transfers and private car transport
- Concierge, housekeeping, and 24 hour security
- A custom paddle to take home
- Pro photos and a highlight reel of your week
Not included: flights. That is the whole list.
$500 deposit holds your room
Per person. Non-refundable, and applied in full to your trip price.
Balance due 60 days out
Pay the rest two months before arrival. Booking inside 60 days? Payment in full.
If we cancel, you are whole
The trip runs subject to a minimum group. If we cancel it, you choose a full refund or credit toward a future trip.
We call a month before
Reserve your room and you are on the list for it. About a month out we reach every guest to set dietary needs and allergies, how you want the room set up, which sessions you are joining, and anything else we should know.
Nine rooms. Twenty guests. Pick yours.
Prices are per person, all inclusive except flights. Nine rooms across the main house, the guest house, a treehouse and a standalone villa. You pay for the bed you get — a bunk costs less than a queen, and a queen in a shared room costs less than one you have to yourself. Travelling alone? Take any private room to yourself for 78% more. A $500 deposit reserves your bed.
The Treehouse
King bed, private treehouse with its own jacuzzi
Sleeps 2
The Treehouse
King bed, private treehouse with its own jacuzzi · Sleeps 2
A standalone treehouse for two. King bed, a living room of its own, and a private jacuzzi on the deck under the tree.
A king in the bedroom and a sofa bed in the treehouse’s own living room, so the two of you can sleep separately if you would rather. Tell us and we will set it up that way.
Availability:
Balance of $8,600 per booking due 60 days before arrival.
Balance of $7,544 per booking due 60 days before arrival.
Every booking is confirmed on a quick call within one business day. If we cannot confirm yours, your deposit is refunded in full.
The Tiny House
Queen bed, private standalone villa
Sleeps 2
The Tiny House
Queen bed, private standalone villa · Sleeps 2
A standalone one-room villa for two. Queen bed and a jetted tub. The honeymoon suite.
One bed in this room. If the two of you would rather not share a bed, we can add a second one — tell us and we will set the room up that way.
Availability:
Balance of $8,600 per booking due 60 days before arrival.
Balance of $7,544 per booking due 60 days before arrival.
Every booking is confirmed on a quick call within one business day. If we cannot confirm yours, your deposit is refunded in full.
Main House Bedroom 1
King bed, main house, downstairs
Sleeps 2
Main House Bedroom 1
King bed, main house, downstairs · Sleeps 2
Your own room on the main floor of the main house.
One bed in this room. If the two of you would rather not share a bed, we can add a second one — tell us and we will set the room up that way.
Availability:
Balance of $7,800 per booking due 60 days before arrival.
Balance of $6,832 per booking due 60 days before arrival.
Every booking is confirmed on a quick call within one business day. If we cannot confirm yours, your deposit is refunded in full.
Main House Bedroom 2
King bed, main house, downstairs
Sleeps 2
Main House Bedroom 2
King bed, main house, downstairs · Sleeps 2
Your own room on the main floor of the main house.
One bed in this room. If the two of you would rather not share a bed, we can add a second one — tell us and we will set the room up that way.
Availability:
Balance of $7,800 per booking due 60 days before arrival.
Balance of $6,832 per booking due 60 days before arrival.
Every booking is confirmed on a quick call within one business day. If we cannot confirm yours, your deposit is refunded in full.
Main House Bedroom 4
Queen bed, main house, upstairs
Sleeps 2
Main House Bedroom 4
Queen bed, main house, upstairs · Sleeps 2
Your own room upstairs in the main house.
One bed in this room. If the two of you would rather not share a bed, we can add a second one — tell us and we will set the room up that way.
Availability:
Balance of $7,000 per booking due 60 days before arrival.
Balance of $6,120 per booking due 60 days before arrival.
Every booking is confirmed on a quick call within one business day. If we cannot confirm yours, your deposit is refunded in full.
Guest House Bedroom 1
Queen bed, guest house
Sleeps 2
Guest House Bedroom 1
Queen bed, guest house · Sleeps 2
Your own room in the guest house.
One bed in this room. If the two of you would rather not share a bed, we can add a second one — tell us and we will set the room up that way.
Availability:
Balance of $7,000 per booking due 60 days before arrival.
Balance of $6,120 per booking due 60 days before arrival.
Every booking is confirmed on a quick call within one business day. If we cannot confirm yours, your deposit is refunded in full.
Guest House Bedroom 2
Queen bed, guest house
Sleeps 2
Guest House Bedroom 2
Queen bed, guest house · Sleeps 2
Your own room in the guest house.
One bed in this room. If the two of you would rather not share a bed, we can add a second one — tell us and we will set the room up that way.
Availability:
Balance of $7,000 per booking due 60 days before arrival.
Balance of $6,120 per booking due 60 days before arrival.
Every booking is confirmed on a quick call within one business day. If we cannot confirm yours, your deposit is refunded in full.
Main House Bedroom 3
Queen bed plus a bunk, main house, downstairs
Sleeps up to 4
Main House Bedroom 3
Queen bed plus a bunk, main house, downstairs · Sleeps up to 4
A shared room downstairs in the main house with a queen bed and a bunk. You pay for the bed you take.
Availability:
Balance of $5,800 per booking due 60 days before arrival.
Balance of $2,400 per booking due 60 days before arrival.
Balance of $10,600 per booking due 60 days before arrival.
Book it with your own group, or tell us you would like to be matched — we will introduce you before anything is confirmed.
Every booking is confirmed on a quick call within one business day. If we cannot confirm yours, your deposit is refunded in full.
Guest House Bedroom 3
Two bunk beds, guest house
Sleeps up to 4
Guest House Bedroom 3
Two bunk beds, guest house · Sleeps up to 4
A shared room in the guest house with two bunk beds, four spots in all. The room friends book together.
Availability:
Balance of $2,400 per booking due 60 days before arrival.
Balance of $4,800 per booking due 60 days before arrival.
Balance of $9,600 per booking due 60 days before arrival.
Book it with your own group, or tell us you would like to be matched — we will introduce you before anything is confirmed.
Every booking is confirmed on a quick call within one business day. If we cannot confirm yours, your deposit is refunded in full.
There is one treehouse and one standalone villa. When a room is taken, this page will say so, and the same form becomes the waitlist for the next dates.
Everything people ask before they book.
What skill level do I need?
Any level. We ask for your rating before you arrive and build clinics and match play so you spend the week with people close to your level. Strong players get real games. Newer players get real coaching.
I do not play pickleball. Can I still come?
Yes. The estate, the chef, the pool, the spa, yoga, and the excursions are all yours too. Plenty of guests come for the trip and never pick up a paddle.
How do I get there?
Fly into San Jose, Costa Rica (SJO). We pick you up at the airport and drive you to the estate, about one hour and fifteen minutes. Transfers are included.
What is the food like?
A private chef cooks every meal on the estate, from fresh Costa Rican breakfasts to family style dinners. Tell us about dietary needs when you book and the kitchen will handle it.
What does my deposit actually do?
A $500 per person deposit holds your specific room and is applied in full to your trip price. In a shared room, your deposit holds your bed, not the whole room. The balance is due 60 days before arrival. If we cancel the trip, for example if it does not reach its minimum group size, you choose between a full refund and a credit toward a future trip.
What if I need to cancel?
The deposit is non-refundable. Beyond it: cancel more than 90 days out for a full refund of the rest, 60 to 89 days out for half, and inside 60 days there is no refund. You can also transfer your spot to another guest up to 30 days out for a $150 administrative fee. Full details are in our Booking Terms, and comprehensive travel insurance is required for every guest.
Is it safe?
The estate is private, gated, and staffed with 24 hour security. All transport, including airport transfers and excursions, is private and arranged by us.
When is the trip?
The December retreat runs Tuesday, December 15 to Sunday, December 20, 2026. Earlier the same month, Steve Kennedy and Rich Van't Hof host a six night training retreat, December 7 to 13. A January trip follows, and its waitlist is open now through the form below. Future dates are always announced to the list first.
What should I bring?
Court shoes, sunscreen, and swimwear. Bring your paddle if you love it. A welcome paddle is included either way.
Do I need travel insurance?
Yes. Comprehensive travel insurance is required for every guest. Any provider works, and we will ask you to confirm coverage before the trip.
Is there wifi at the estate?
Yes. The estate has wifi. Stay reachable, share the week as it happens, or fit in a work call between morning play and the afternoon excursion.
Will I have to share a room?
Only if you choose to. Seven of the nine rooms are private — yours alone, or shared with whoever you book with. Two rooms sleep three or four and cost less; they are usually taken by friends travelling together. If you are on your own and would like a shared room at the lower rate, say so and we will introduce you to whoever you would be sharing with before anything is confirmed.
I am travelling alone. What does it cost?
Any private room or villa can be yours alone for 78% more. Or take a bunk in a shared room at $2,900 if you would like to be matched. Plenty of guests come on their own — the trip is built around a group of twenty who eat together every night.
How many people are on the trip?
Twenty guests, three coaches, an assistant coach, and someone shooting photo and video all week. Nine of the ten bedrooms are guest rooms; the tenth is where the coaching team sleeps.
What is the group actually like?
Twenty guests and three coaches on the estate. Everyone eats at the same table and plays on the same four courts. The coaches stay on the property all week rather than driving in for sessions — you will play with them in the morning and sit next to them at dinner. It is closer quarters than a resort, and that is deliberate.
We run a beach retreat too.
A different trip, same idea: a private beachfront property, pickleball, and everything handled. Tell us in the form if the beach is more your speed.
Want to talk to someone first?
Rooms are reserved on this page — choose yours above, and a $500 deposit secures the bed. If you would rather talk it through first, leave your details and a team member will call you within one business day. This form is also the waitlist for January and for any room that sells out.
Rally Retreats · Fla. Seller of Travel Reg. No. pending
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