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Smiley Riley & Pickleball Travel® Cruise

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Secure Your Cabins for a Pickleball Adventure!

A Pickleball Lover’s Dream Cruise!

Join Smiley Riley and Pickleball Travel® for an unforgettable voyage blending the excitement of pickleball with the breathtaking beauty of Croatia or Greece. Whether you’re navigating the Adriatic’s shimmering waters or exploring the Greek Isles’ storied shores, this one-of-a-kind cruise invites you to play, relax, and discover. Enjoy daily pickleball sessions with VIP sponsors and pros offering exclusive instruction and clinics to elevate your game. Explore stunning destinations and unwind in luxurious accommodations aboard a boutique cruise ship. Don’t just travel—serve up adventure and memories to last a lifetime!

Croatia

June 29, 2025 & August 17, 2025

Embark on a Majestic Journey – Discover the Allure of Croatia and Beyond!

Dive into an immersive travel adventure with Smiley Riley and Pickleball Travel®’s exclusive cruise aboard IWorld of Travel’s Adriatic King. Set sail from the historic walls of Dubrovnik to the enchanting elegance of Split, exploring the Adriatic’s mesmerizing blend of medieval towns, crystalline waters, and sun-kissed coastlines. Every port unveils hidden gems, from ancient fortresses to secluded coves, creating a tapestry of unforgettable experiences.

Spanning 35 meters of refined luxury, IWorld of Travel’s Adriatic King is the epitome of modern elegance at sea. This boutique yacht boasts stylish cabins, spacious decks for lounging, and state-of-the-art amenities, all tailored for your comfort and delight. With its seamless mix of maritime tradition and contemporary sophistication, the Adriatic King promises a journey as extraordinary as its destinations.

 

Pre-Cruise Extension – June 28-29

Begin your pickleball adventure in style with a luxurious pre-cruise stay at the 5-star Dubrovnik Palace, where breathtaking Adriatic views, world-class amenities, and elegant comfort set the perfect tone for the journey ahead.

 

Pre-Cruise Extension – August 16-17

Kick off your pickleball cruise with a luxurious pre-cruise stay at the 5-star Cornaro Hotel, perfectly located in the heart of Split, where modern elegance, premium amenities, and rich history create the ultimate starting point for your adventure.

 

8-day cruise: Dubrovnik, Šipan/Slano, Mljet, Korčula, Vis, Biševo, Hvar, Trogir, Split

aerial view of houses with cathedral

Day 1 | Sunday: Embarkation in Dubrovnik & Welcome to Mljet
Your journey begins with embarkation in Dubrovnik at 13:00h. Settle into your cabin and meet the crew as we set sail for the serene island of Mljet. Along the way, enjoy a short swim stop to refresh in the crystal-clear waters of the Adriatic.
This evening, savor a delightful Welcome Dinner onboard as we dock in Mljet for the night, setting the perfect tone for the days ahead.

Overnight: Mljet

(WR, D)

 

MLJET an aerial view of a bay surrounded by mountains

Day 2 | Monday: Mljet to Korčula – National Park & Historic Island Charm
Start your day exploring the stunning Mljet National Park, where you can rent bikes, visit the Monastery Island, or take a scenic walk amidst lush landscapes. By late morning, return to the ship for lunch onboard as we sail toward Korčula, the birthplace of Marco Polo.
Arriving mid-afternoon, enjoy a guided walking tour of Korčula’s charming old town before a free evening to dine at a local restaurant or wander its picturesque streets.

Overnight: Korčula

(B, L)

 

photo of gray concrete establishment near the body of water

Day 3 | Tuesday: Korčula to Makarska – Sport & Scenic Beauty
Sail away early in the morning, with time for a swim stop at a stunning Adriatic location before a delicious lunch onboard. By early afternoon, we dock in Makarska, a coastal gem known for its beaches and lively atmosphere.
Spend the afternoon playing pickleball at the Apfel Arena, then enjoy a free evening to explore Makarska or relax at a seaside café.

Overnight: Makarska

(B, L)

 

Day 4 | Wednesday: Makarska to Hvar – Floating Courts & Island Sophistication
Depart early for Hvar, with a leisurely day of pickleball on a floating court and swim stops along the way. Enjoy lunch onboard as you take in the stunning scenery.
By late afternoon, arrive at Hvar for a guided walking tour, then explore this glamorous island’s bustling town and vibrant nightlife on your own.

Overnight: Hvar

(B, L)

 

Day 5 | Thursday: Hvar to Vis – Coastal Wonders
Begin your day with the option to visit the enchanting Blue Cave (weather permitting). Continue with a swim stop in the late morning before we arrive in Vis. Spend the afternoon playing pickleball at nearby tennis courts before enjoying a free evening to discover the charm of this unspoiled island.

Overnight: Vis

(B, L)

 

a harbor filled with lots of boats next to a city

Day 6 | Friday: Vis to Trogir – Pickleball, Scenic Stops & Historic Gems
Set sail early for Trogir, with a full day of pickleball on a floating court and swim stops in the pristine Adriatic. Arrive at Trogir port in the early evening and join a guided walking tour of this UNESCO World Heritage town.
Tonight, celebrate with a festive Captain’s Dinner, with the option for a special fort event to cap off the night.

Overnight: Trogir

(B, L, CD)

 

Split a group of people walking along a waterfront

Day 7 | Saturday: Trogir to Split – A Farewell to the Adriatic
Depart Trogir mid-morning for Split, with time for a final swim stop before arriving at the bustling port of Split. After a leisurely lunch onboard, join a guided walking tour of Split’s historic center, including the iconic Diocletian’s Palace. Pickleball enthusiasts can enjoy an optional game at nearby facilities.

Overnight: Split

(B, L)

 

woman sitting on bench near outdoor during daytime

Day 8 | Sunday: Disembarkation in Split
Enjoy your final breakfast onboard before disembarking at 10:00h. Bid farewell to your fellow travelers and crew, taking with you memories of an unforgettable Adriatic journey.

Safe travels!

(B)

 

Key:
B = Breakfast, L = Lunch, D = Dinner, WR = Welcome Reception, CD = Captain’s Dinner

The itinerary schedule, as well as the corresponding services, are subject to change according to the decision of the ship’s captain. In the case of bad weather, the captain has the right to modify the itinerary to ensure the safety and protection of the passengers. Please note that due to the limited capacity of some ports, the overnights may be replaced by other ports (i.e., Hvar could be replaced by Stari Grad or Jelsa).

8-day cruise: Split, Bol, Hvar, Mljet, Dubrovnik, Korčula, Makarska, Pučišća, Split

Split a group of people walking along a waterfront

Day 1 | Sunday: Embarkation in Split & Welcome to Vis
Your adventure begins in Split, where embarkation starts at 13:00h. Meet the crew and get settled aboard your floating oasis before setting sail toward the enchanting island of Vis. Arriving by late afternoon, you’ll have time to explore this unspoiled gem, known for its authenticity and serene charm.
This evening, gather with fellow travelers for a Welcome Dinner onboard, setting the tone for the exciting journey ahead.

Overnight: Vis

(WR, D)

 

a group of boats floating on top of a body of water

Day 2 | Monday: Vis to Hvar – A Day of Pickleball & Adriatic Charm
After breakfast, enjoy a fun morning of pickleball at nearby tennis facilities in Vis from 9:00–13:00h. After an energizing game, return to the ship for lunch as we sail toward the glamorous island of Hvar.
En route, cool off with a refreshing swim stop and try your hand at a unique experience—pickleball on a floating court! By evening, we dock in Hvar (or tender ashore depending on docking conditions) where you’ll join a guided walking tour to discover the history and beauty of this iconic island. The night is yours to enjoy Hvar’s buzzing nightlife and seaside restaurants.

Overnight: Hvar

(B, L)

 

Mljet an aerial view of a bay surrounded by mountains

Day 3 | Tuesday: Hvar to Mljet – Nature’s Paradise
Set sail early this morning toward the verdant island of Mljet, with a delightful swim stop in Lovišta Bay en route. Enjoy lunch onboard as we cruise to Pomena, the gateway to Mljet National Park.
Spend your afternoon exploring this lush wonderland—rent bikes, visit the serene Monastery Island, or take a scenic walk through the park’s tranquil landscapes. This evening, indulge in a special Captain’s Dinner, a highlight of your journey.

Overnight: Mljet

(B, L, CD)

 

aerial view of houses with cathedral

Day 4 | Wednesday: Mljet to Dubrovnik – Pearl of the Adriatic
We depart early for the stunning city of Dubrovnik, with a relaxing swim stop along the way. Enjoy a leisurely lunch onboard before docking at Dubrovnik’s Gruž port in the afternoon.
From here, take a short coach transfer to the Old Town, where a guided walking tour introduces you to this UNESCO World Heritage Site. Afterward, enjoy free time to explore the city’s medieval walls, charming streets, and vibrant atmosphere at your own pace.

Overnight: Dubrovnik

(B, L)

 

photo of gray concrete establishment near the body of water

Day 5 | Thursday: Dubrovnik to Korčula – Island of Legends
Sail away from Dubrovnik in the early morning, with time for a refreshing swim stop mid-morning. After a delicious lunch onboard, we arrive at Korčula in the afternoon.
Known as the birthplace of Marco Polo, Korčula’s medieval old town is a treasure trove of narrow streets, Gothic architecture, and historical tales. Join a guided walking tour and spend the rest of the day exploring or relaxing in one of its inviting cafés and restaurants.

Overnight: Korčula

(B, L)

 

MAKARSKA white and brown concrete building near body of water under white clouds and blue sky during

Day 6 | Friday: Korčula to Makarska – Sports & Scenic Beauty
Departing early, the day begins with a scenic swim stop along the route. After a hearty lunch onboard, we dock in Makarska, famed for its beautiful beaches and dramatic mountain backdrop.
This afternoon, enjoy pickleball matches at the Apfel Arena, a perfect blend of activity and fun. The evening is yours to explore Makarska’s charming town center or relax by the sea.

Overnight: Makarska

(B, L)

 

aerial view of building near body of water

Day 7 | Saturday: Makarska to Split – Farewell Pickleball & History
Our final morning begins with an early departure toward Split, with one last swim stop and another chance to enjoy pickleball on a floating court. After lunch onboard, we dock in Split, Croatia’s second-largest city and a UNESCO World Heritage Site.
Spend the afternoon on a guided walking tour of Split’s historic core, including the magnificent Diocletian’s Palace. For enthusiasts, there’s also the option to book additional pickleball court time.

Overnight: Split

(B, L)

 

woman sitting on bench near outdoor during daytime
Day 8 | Sunday: Farewell Breakfast & Disembarkation
Enjoy a leisurely breakfast onboard before disembarking at 10:00h. As you say goodbye to your fellow travelers and crew, take with you the unforgettable memories of this incredible Adriatic journey. 

Safe travels!

(B)

 

B = Breakfast, L = Lunch, D = Dinner, WR = Welcome Reception, CD = Captain’s Dinner, T = Tasting

 

The itinerary schedule, as well as the corresponding services, are subject to change according to the decision of the ship’s captain. In the case of bad weather, the captain has the right to modify the itinerary to ensure the safety and protection of the passengers. Please note that due to the limited capacity of some ports, the overnights may be replaced by other ports (i.e. Hvar could be replaced by Stari Grad or Jelsa).

Greece

July 25, 2025 & August 15, 2025

Explore the Beauty of Greece and Beyond with the Elysium

Set sail on an extraordinary adventure with Smiley Riley and Pickleball Travel® 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.

Smiley Riley & Pickleball Travel® Cruise Special Invite | Registration: Open

Price Includes:

  • JUN 29 – JUL 06, 2025, 7 nights/8 days cruise, from Dubrovnik to Split, aboard the Adriatic King
  • Accommodation in fully equipped and air-conditioned cabins with private bathroom
  • Half board (7 buffet breakfasts, 6 lunches, 2 dinners)
  • Captain’s Dinner and Welcome Reception with dinner
  • Daily cabin service with towels and sheets changed mid-cruise week
  • Filtered cold water from cooler
  • Coffee (filtered), tea, and fresh fruits available throughout the day
  • Usage of pool, jacuzzi, sunbeds, stand-up paddleboards, kayaks, and floaties
  • 2 days of floating pickleball court, and 2 days of pickleball on land
  • Guided city tours (Split, Trogir, Hvar, Korčula, Dubrovnik)
  • Return coach transfer for the sightseeing tour of Dubrovnik
  • Entrances to Blue Cave and Mljet National Park
  • Headset for city tours
  • Wi-Fi
  • Luggage handling
  • Shared arrival transfer from Dubrovnik airport/hotel in Dubrovnik to Dubrovnik port
  • Shared departure transfer from Split port to the Split airport/hotel in Split
  • Port taxes: $70

 

Price Does Not Include:

  • Airfare
  • Personal expenses on board (coffee, tea, water cooler included)
  • Travel insurance
  • Gratuities

Price Includes:

  • AUG 17 – AUG 24, 2025, 7 nights/8 days cruise, from Split to Split, aboard the Adriatic King
  • Accommodation in fully equipped and air-conditioned cabins with private bathroom
  • Half board (7 buffet breakfasts, 6 lunches, 2 dinners)
  • Captain’s Dinner and Welcome Reception with dinner
  • Daily cabin service with towels and sheets changed mid-cruise week
  • Filtered cold water from cooler
  • Coffee (filtered), tea, and fresh fruits available throughout the day
  • Usage of pool, jacuzzi, sunbeds, stand-up paddleboards, kayaks, and floaties
  • 2 days of floating pickleball court, and 2 days of pickleball on land
  • Guided city tours (Split, Hvar, Korčula, Dubrovnik)
  • Return coach transfer for the sightseeing tour of Dubrovnik
  • Headset for city tours
  • Wi-Fi
  • Luggage handling
  • Shared arrival transfer from Split airport/hotel in Split to Split port
  • Shared departure transfer from Split port to the Split airport/hotel in Split
  • Port taxes: $70

 

Price Does Not Include:

  • Airfare
  • Personal expenses on board (coffee, tea, water cooler included)
  • Travel insurance
  • Gratuities

Price Includes:

  • Vessel and Crew of 24-28 members
  • Accommodation in twin or double cabins 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
  • Buffet breakfast, half-board basis, welcome cocktail, BBQ, farewell cocktail on the last evening, still water, and unlimited filter coffee, tea, cookies station
  • Room service offered without surcharge
  • 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
  • Fuel for the suggested itinerary
  • Shared transfer day of embarkation from city center to ship
  • Shared transfer day of disembarkation from ship to airport

 

Price Does Not Include:

  • Optional shore excursions or additional land arrangements
  • Spa treatments
  • Boutique purchases
  • Medical services
  • Water ski & scuba diving
  • Passenger personal expenses
  • Crew gratuities at passenger discretion
  • Hair and nail services
  • Laundry and dry-cleaning services
  • Crew’s gratuities (as a guide we recommend €15 p.p./day to be paid directly to the crew)
  • Port charges: $360

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