logo-lockup-reverse

Brandon's Cabin Giveaway

POWERED BY
Enter for a Chance to Join the Ultimate Pickleball Adventure!

Brandon's Cabin is Up for Grabs - Show us Your App!

Brandon Mackie, Pickleheads Co-Founder and COO, has a new baby at home and can’t make the cruise. His cabin on this exclusive Smiley Riley pickleball cruise is now up for grabs! Register below for your chance to take Brandon’s place!

Set sail with pickleball champion Smiley Riley through the breathtaking Greek islands. You’ll enjoy daily pickleball action with VIP pros including Matt Manasse, exclusive training clinics, and matches on fabulous land and sea courts. Unwind off the courts in boutique luxury, indulge in world-class dining, and explore Greece’s iconic islands.

To enter, take a screenshot of your Pickleheads Pickleball APP to prove you’re a member and register below!

Brandon’s cabin won’t stay empty for long, so don’t miss your shot! The Giveway will run from 2/18/2025 – 3/7/2025.

We’re excited to have you in the running for the ultimate pickleball cruise getaway giveaway. And here’s the best part—either way, Pickleheads has your back. Even if your name isn’t drawn, when you register you will receive a referral code for $400 off per cabin ($200 per person) when booking a Pickleball Cruise on the July 25, 2025 or August 15, 2025 sail dates. That means you can still set sail, play pickleball in paradise, and experience an unforgettable adventure at sea.

Smiley Riley Croatia and Greece Pickleball Cruises

So go ahead—enter now, dream big, and get ready to cruise! No matter what, you’re one step closer to your next great escape.

Giveaway: Brandon’s cabin aboard the Elysium for either sailing date– July 25 or August 15, 2025.

Giveaway Begins: 2/18/25

Giveaway Deadline: 3/7/25 (Announced on 3/10/25)

Entry Deadline for Referral Code: 3/18/25

Greece

Explore the Beauty of Greece and Beyond with the Elysium July 25, 2025 & August 15, 2025

Set sail on an extraordinary adventure with Smiley Riley and Pickleheads aboard IWorld of Travel’s stunning Elysium with the Gemaya cruising alongside hosting VIP pickleball pros and sponsors. Begin your journey in Lavrion and navigate through the captivating Greek islands, immersing yourself in the rich history, breathtaking landscapes, and vibrant culture of the Aegean and Ionian Seas.

The Elysium, a boutique discovery cruise ship, features 25 elegantly appointed cabins and exceptional amenities, including rejuvenating spa treatments, wellness programs, Mediterranean dining, and sunset yoga sessions.

Explore iconic destinations such as the Corinth Canal by night, Itea, Cephalonia, Zakynthos, Kyllini, and Cape Sounion, where ancient history meets modern charm. Whether you snorkel in crystal-clear waters, hike volcanic landscapes, or simply unwind under the stars, the Elysium offers unforgettable journeys blending cultural discovery, relaxation, and adventure in perfect harmony.

The Gemaya will be cruising alongside the celebrated Elysium hosting VIP pickleball sponsors and pros who will be available for instruction and clinics to improve your game. Together, these two extraordinary yachts will cruise the azure waters of the Greek islands, offering guests unparalleled luxury, comfort, and comradery. While the Elysium captivates with its boutique wellness experience, the Gemaya enchants with its unique blend of military heritage and contemporary style. This dynamic duo ensures every journey across the Aegean is unforgettable.

Journey Through Myth and Beauty

DAY 1, FRIDAY | LAVRION, CORINTH CANAL

Start your journey by boarding the ship at Lavrion port. Enjoy a smooth check-in process and a refreshing welcome drink. As you set sail, witness the incredible engineering marvel of the Corinth Canal, a highlight of the transit, which you cross just before midnight.

 

DAY 2, SATURDAY | ITEA

After a comfortable overnight sail through the narrow waterway of the picturesque Corinth Canal, we will dock in Itea, from where we’ll head to the UNESCO-listed Delphi archaeological site.* In the afternoon we’ll enjoy a refreshing swim stop at Agioi Pantes beach. As evening falls, dine al fresco, with the cosmos unfolding above, an astral canopy for your night at sea.

 

rocky hill with grass facing ocean

DAY 3, SUNDAY | ANTISAMOS, SAMI PORT (CEPHALONIA)

In the morning we’ll arrive at the beautiful Antisamos beach on Cephalonia island. At 15.00h we dock in Sami port. Spend the day exploring secluded coves and vibrant marine life, each stop a masterpiece painted by nature. Today we will also have the opportunity to play pickleball at professional courts on land. Overnight in Sami.

 

aerial-photography of rock formation

DAY 4, MONDAY | CEPHALONIA, ZAKYNTHOS

Morning till early afternoon is dedicated to Cephalonia. In the afternoon we navigate to Zakynthos, an island where beauty is born from limestone cliffs and sandy coves. Witness the raw, dramatic allure of the iconic Navagio Beach, also known as Shipwreck Beach, an emblem of nature’s power and artistry. Today we will also have the opportunity to play pickleball at professional courts on land.

 

a cliff with a body of water below

DAY 5, TUESDAY | ZAKYNTHOS, KYLLINI

We have the whole day to explore Zakynthos. Let the island’s rhythm move you, as the day melts into a velvety night. See the blue caves, turtle island, the cliffs and beautiful landscape of the national park. At 22.00h we depart from Zakynthos Port and sail to Kyllini.

 

a woman standing on a boat looking out over the water

DAY 6, WEDNESDAY | KYLLINI – OLYMPIA, NAFPAKTOS

On Wednesday early morning we’ll embark on the excursion to Ancient Olympia to visit the archeological site and the Museum of Olympic Games.* Afternoon we head to Nafpaktos with swim stop along the way. We depart at 22.00h for overnight sailing – enjoy the stars from the deck, heading to Corinth Canal.

 

blue and white striped flag on rock formation near body of water during daytime

DAY 7, THURSDAY | CORINTH CANAL, EPIDAVROS, CAPE SOUNION

Early morning, 05.30h crossing through the Corinth Canal, a narrow waterway that connects the Ionian and Aegean Seas. Admire the stunning cliffs and dramatic landscapes as you transit through this impressive canal. We will sail to the port of Epidaurus, for visiting the archaeological site of Mycenae and the ancient theatre of Epidaurus, home to the ancient world’s most remarkable theatre, famed for its perfect acoustics.* In the evening, enjoy a farewell dinner onboard, with Elysium on anchor under the Poseidon Temple in Sounion.

 

red and white boat on sea during daytime

DAY 8, FRIDAY | DISEMBARKATION AT LAVRION

After a memorable journey exploring the Greek islands, disembark the ship at Lavrion. Bid farewell to the crew and fellow travelers, taking with you cherished memories of your exclusive route through the beauty of Greece.

Greece Pickleball Cruise Giveaway | Registration: Closed

Smiley Riley

Pickleball.com

Crush Pickleball

Pickleball Management Group

Global Pickleball Federation

Pickleheads

IWorld of Travel

Adriatic Service Travel

Elixir Cruises

Pickleheads Giveaway

Sponsored by Smiley Riley

 

Giveaway Official Rules:

NO PURCHASE NECESSARY TO ENTER. A PURCHASE WILL NOT IMPROVE YOUR CHANCE OF WINNING.

Sweepstakes begins at 10:00AM Pacific Standard Time (PST) on February 18th, 2025, and ends on at 11:59PM Pacific Standard Time (PST) on March 7th, 2025.

 

A. ELIGIBILITY:

The Promotion is open to legal residents of the United States who are 21 years of age or older at time of entry. All federal, state and local laws and regulations apply. The terms of these Official Rules (or parts thereof) shall be of no force and effect only to the extent that they are prohibited by applicable law.

Employees, officers and directors of Sponsor and their respective parent companies, subsidiaries, affiliates, partners, advertising and promotion agencies, manufacturers or distributors of Promotion materials, and their immediate families (parents, children, siblings, spouse) or members of the same household (whether related or not) of such employees/officers/directors are not eligible to enter. The Promotion is governed by the United States law and is subject to all applicable federal, state and local laws and regulations.

 

B. TO ENTER:

Entrants must download the Pickleheads App, register as a Subscriber and then screenshot the home page of the App with the members name at the top. Members’ names must match the name on the entry.

 

C. (1) WINNER

Sponsor will choose one (1) winner at random to receive the prize below:

One (1) Greece Pickleball Charter Cabin

  • Sailing Date Options: July 25th, 2025, or August 15th, 2025
  • Retail Value ($11,000.00)

 

Prize Includes:

  • Accommodation in twin or double cabin with private bath, individually controlled A/C, snuggly all-season duvet, flat screen TV with various channels, music, minibar, personal safe, free Wi-Fi, hair dryer, telephone for internal use, lavish bath products, spa robes and slippers, beach towels
  • All advice and group yoga, Pilates, aquarobics, meditation sessions with our qualified onboard Wellness Coach
  • Daily open court sessions on ship, 2 days of pickleball on land
  • Access to mini gym
  • Use of fishing equipment, sanitized snorkeling equipment, and water sports equipment
  • All advice by our multilingual Cruise Concierge
  • Shared transfer day of embarkation from city center to ship
  • Shared transfer day of disembarkation from ship to airport

 

Giveaway Does NOT Includes:

  • Airfare
  • Optional shore excursions or additional land arrangements
  • Spa treatments
  • Boutique purchases
  • Medical services
  • Water ski & scuba diving
  • Passenger personal expenses
  • Hair and nail services
  • Laundry and dry-cleaning services
  • Crew’s gratuities (as a guide we recommend €20 p.p./day to be paid directly to the crew)
  • Port charges: $360
  • All other, meals items or services not listed in the Inclusions above

 

Odds of winning depend on the number of eligible entries received. Prizes are non-refundable and non-redeemable. All other expenses not specified are the sole responsibility of the winners. All taxes are the sole responsibility of the winners. No cash alternative is available. No substitution or transfer of prize is permitted, except Sponsor reserves the right in its sole discretion to substitute the prize with a prize of equal or greater value.

 

D. WINNER SELECTION:

One (1) winner will be selected randomly by using a computer-generated application tool on or about March 10th, 2025, from among all eligible entries received during the Entry Period. Determination of the winner will be the responsibility of the Sponsor, whose decision will be final and binding in all matters related to this Sweepstakes.

The winner will be notified via email. If a winner cannot be notified within five (5) business days, does not meet eligibility, or does not comply with Sweepstakes rules, the prize will be forfeited and awarded to an alternate winner. In the event the chosen entry is unable to redeem the prize due to reasons beyond their control no compensation or substitutes will be provided.

Winner agrees that Sponsor shall have the right and permission to use their name, pictures, likeness and/or voice in any media for trade, advertising, promotional and/or other purpose in any media now or hereafter known without any further consideration except where it is prohibited by law.

 

E. GENERAL CONDITIONS:

All entries become the property of the Sponsor and none will be returned. By entering, entrants agree to be bound by these Official Rules and the decisions of the Sponsor, which shall be final and binding in all matters pertaining to the Sweepstakes. The Sponsor and its agencies, officers, directors, agents, and employees are not responsible for and shall not be liable for: (1) garbled, illegible, incomplete, damaged, misdirected, stolen, late, lost, or failed electronic entries; (2) telephone, electronic, hardware or software program, network, internet or computer malfunctions, failures or difficulties of any kind including any injury or damage to entrant’s or any other person’s computer related to or resulting from participating in or downloading any materials in the Sweepstakes; (3) errors or delays in transmission; (4) any condition caused by events beyond the control of the Sponsor which may cause the Sweepstakes to be disrupted or corrupted; (5) any losses or damages of any kind caused by the prize or resulting from acceptance or use of the prize, or from participation in the Sweepstakes, or (6) any printing or typographical errors in any materials associated with the Sweepstakes. The Sponsor may prohibit you from participating in the Sweepstakes if, at its sole discretion, you repeatedly show a disregard for the Sweepstakes Official Rules, or act: (a) in a manner they determine to be not fair or equitable including the use of automated processes or devices not valid for entry; (b) with an intent to annoy, threaten or harass any other entrant or the Sponsor; or (c) in any other disruptive manner. Sponsor reserves the right in their sole discretion to cancel, terminate or suspend this Sweepstakes should virus, bugs, unauthorized human intervention, systems malfunctions, failures or difficulties, or other causes beyond the control of the Sponsor and their agencies corrupt or affect the administration, security, fairness or proper play or conduct of the Sweepstakes.

CAUTION: ANY ATTEMPT BY AN ENTRANT OR ANY OTHER INDIVIDUAL TO DELIBERATELY DAMAGE ANY WEBSITE OR UNDERMINE THE LEGITIMATE OPERATION OF THE SWEEPSTAKES MAY BE A VIOLATION OF CRIMINAL AND CIVIL LAWS AND SHOULD SUCH AN ATTEMPT BE MADE; SPONSOR RESERVES THE RIGHT TO PROSECUTE ANY SUCH INDIVIDUAL TO THE FULLEST EXTENT PERMITTED BY LAW.

The Sponsor site may contain hyperlinks and pointers to the Internet sites of Third Parties. Sponsor shall not be liable or responsible for the content of the Third-Party sites or for any damages any individual or entity may incur because of their use of Third-Party sites or their reliance on the content of Third-Party sites.

Any trademarks used in this Sweepstakes are property of the respective trademark owners and are used herein for identification purposes only.

Sign Up for the Exclusive Advisor Newsletter!

Discover a world of luxury travel expertise at your fingertips! Join our advisor-only newsletter to unlock insider knowledge, gain a competitive edge, and elevate your clients’ travel experiences to new heights.

Expect More. Do More. Know More.