Pickleball at Sea.
March 5–14, 2027
Who’s your doubles partner for this adventure? Find your cabin-mate and join us for sunshine, pickleball and Caribbean exploring. Kick things off with play and a private dinner at The Fort in Fort Lauderdale, then set sail for 7 nights with a highlight - watching pickleball pros compete on the private island of Half Moon Cay.
March 5–14, 2027
Your trip at a glance
- March 5Fly to Fort Lauderdale (FLL)
- March 6Spend the day at The Fort
- March 7–14Sail the Caribbean aboard Holland America's Nieuw Statendam
- March 13PPA Pro Showcase on the cruise line’s private island, RelaxAway, Half Moon Cay
- March 14Return to Fort Lauderdale and fly home
Your holiday starts
before we set sail.
Our Pre-Cruise Experience in Fort Lauderdale
Saturday, March 6, 2027 · A full day of pickleball, new connections and a private dinner together.
Tomorrow, we board the ship. Today, we make the most of South Florida. Just around the corner from our hotel, The Fort is our playground for an unforgettable start to the trip—with 43 pickleball courts and plenty of room to find your next favourite doubles partner.
- Morning8–10 AM
First rallies with your cruise crew.
Start the day with open play on the Cabana Courts. Mix up your partners, shake off the travel day and get to know the fellow travellers sharing your adventure.
Two hours of good games and new connections—the perfect warm-up for the day ahead.
Morning rallies on the Cabana Courts - Late morning
& afternoonTournament starts at 10 AMNew players. Fresh competition.
Keep the games going with an optional tournament running throughout the day. Meet players from the wider community, try your game against fresh opponents and make connections beyond our travel group.
Tournament registration is included in your trip price. Format and further details are coming soon.
Explore The Fort ↗
Make a day of it at The Fort - Evening7 PM
From the courts to a private dinner.
As the day winds down, we’ll come together in the Parlour private dining room at the Florida Room for a group dinner, with one drink per person included.
Chef-driven cuisine with South Florida soul, from James Beard–nominated chefs and Top Chef alumni, sets the scene for swapping stories and toasting the cruise ahead.
Good food, great company and tomorrow’s adventure to look forward to—a fitting finish to our day at The Fort.
The Parlour · Dinner with the crew
Next stop: your Caribbean escape.
March 7–14, 2027 · Seven nights aboard Holland America’s Nieuw Statendam
Unpack once.
Wake up somewhere wonderful.
After our big day at The Fort, it’s time to trade the hotel for ocean views. Settle into Nieuw Statendam, find your favourite spot on deck and let the Caribbean come to you.
Rally with friends, head ashore for island adventures, then return for dinner, live music and another sunset at sea. There’s room for a little competition—and plenty of vacation.
Bring your paddle to sea.
Two onboard pickleball courts mean your next rally can come with an ocean view.
Sail with Holland America, the Official Cruise Line of the Professional Pickleball Association and Major League Pickleball. Its onboard program brings together pickleball play, lessons and tournaments.
Onboard courts are shared with other guests. Check the ship’s schedule for session times and programming.
Dine your way
From relaxed meals to an evening worth dressing up for, make dinner part of the adventure.
Let the evening play on
Discover live music at venues including B.B. King’s Blues Club and Billboard Onboard, plus shows on the World Stage.
Find your sea-day pace
Pool time, hot tubs and ocean views—perfect ways to unwind between games and island stops.
Island days. Ocean-view rallies.
A week of Caribbean exploring, two on-land pickleball sessions, and a private-island PPA highlight to finish.
- March 7
SundayFort Lauderdale · All aboard
Departs 4 PM. Settle in and start exploring your home for the week.
- March 8
MondayA day at sea
Enjoy the ship, relax by the pool and find time for shared onboard court play.
- March 9
TuesdayGrand Turk, Turks & Caicos
In port 7 AM–3 PM. Choose a cruise-line excursion or explore independently.
- March 10
WednesdaySan Juan, Puerto Rico
In port 1 PM–10 PM. Two hours on court at San Juan Marriott Resort, with time to explore the city.
San Juan Marriott Resort · Puerto Rico - March 11
ThursdaySt. Thomas, US Virgin Islands
In port 7 AM–4 PM. Two hours of pickleball at St. Thomas Yacht Club, then island time at your own pace.
St. Thomas Yacht Club · US Virgin Islands - March 12
FridayOne more sea day to savour
Your choice: another rally, another swim or a leisurely afternoon with nowhere to rush.
- March 13
SaturdayRelaxAway, Half Moon Cay · The PPA finale
In port 7 AM–3 PM. Watch the pros at the Private Island Invitational on the cruise line’s private island. Your spectator ticket is included.
See what makes this day special ↓ - March 14
SundayBack to Fort Lauderdale
Arrives by 7 AM. Disembark and fly home with a camera roll—and a few new pickleball friendships—to treasure.
Pro pickleball.
Private-island paradise.
The kind of day you’ll still be talking about long after you unpack.
On March 13, watch the pros at the inaugural Private Island Invitational on RelaxAway, Half Moon Cay. Holland America, the PPA Tour and Major League Pickleball are bringing professional competition to four new island courts.
Caribbean beaches. Big rallies. Your pickleball crew beside you. This is a vacation highlight worth getting excited about.
Your spectator ticket is included in the vacation package.
One unforgettable trip.
Four ways to stay.
All prices are in Canadian dollars (CAD), per person, based on double occupancy. Port fees and taxes are included.
Return airfare and airport transfers are arranged separately.
Interior
$2,750
Package priceper person · double occupancy
Includes the cruise and all package inclusions listed below.
Inquire about this cabinOceanview
$3,000
Package priceper person · double occupancy
Includes the cruise and all package inclusions listed below.
Inquire about this cabinObstructed Balcony
$3,200
Package priceper person · double occupancy
Includes the cruise and all package inclusions listed below.
Inquire about this cabinBalcony
$3,550
Package priceper person · double occupancy
Includes the cruise and all package inclusions listed below.
Inquire about this cabinBooking, payment & cancellation
Payment due upon booking.
Connect with Rob or Nicole to discuss your cabin and next steps.
Holland America cancellation fees
The following cancellation fees apply per person.
- From November 8, 2026: 25% of gross fare
- From December 7, 2026: 50% of gross fare
- From January 6, 2027: 100% of gross fare
Travel insurance is highly recommended.
Pack your paddle.
We’ve got plans.
Start with two nights in Fort Lauderdale and a full pre-cruise experience at The Fort: Cabana Courts rallies, optional tournament play and a private dinner. Then sail toward island courts, beach days and time to unwind.
Every package includes
- Two pre-cruise nights at Courtyard Marriott Fort Lauderdale Cruise Port, based on double occupancy
- 8–10 AM Cabana Courts open play at The Fort, optional tournament registration from 10 AM, and a 7 PM private group dinner at the Florida Room with one drink per person
- March 7–14 cruise in your selected cabin
- Two hours of pickleball at San Juan Marriott Resort
- Two hours of pickleball at St. Thomas Yacht Club
- A spectator ticket to the inaugural Private Island Invitational at RelaxAway, Half Moon Cay
- Port fees and taxes
A few things to budget for.
These items are outside the package price:
- Return flights to Fort Lauderdale
- Pre- and post-cruise airport transfers
- Alcohol or Wifi packages on the ship ($65 USD/day/person)
- Personal spending and optional island activities
- Food and beverages off the ship during excursions
- Cruise ship gratuities
Meet your tour hosts
Nicole Carlson & Alison Hickman
We’re pickleball coaches, avid travellers and we've been to these islands. We can’t wait to play alongside you, introduce you to new courts and bring our pickleball community together for a memorable day watching the pros.
Nicole and her husband, Rob, are travel advisors with Envoyage, formerly Flight Centre. Together, Alison, Nicole and Rob have put time and care into building this vacation filled with great games, memorable places and good company.
Our coaching & community credentials
Nicole Carlson
- NCCP Level 2 Pickleball Coach
- DUPR Certified Coach
- President, Pickleball NL
- Board Member, East Coast Rock Pickleball Club
Alison Hickman
- NCCP Level 2 Pickleball Coach
- Pickleball Canada Ambassador for Newfoundland & Labrador
- Credentialed Pickleball Referee (Head Referee, NL)
- Board Member, East Coast Rock Pickleball Club
Ready for your
next adventure?
Use the inquiry form below to tell us which cabin you’re considering and ask your questions. Rob and Nicole will help you plan your trip.
Submitting an inquiry does not reserve a cabin or take payment.