Pickleball Spartans: Conquer Greece on this Epic Pickleball Adventure!
Join the ultimate pickleball Greece vacation today!
After the success of our last group trip to Greece, we knew we wanted to elevate the next one even further. For 2026, we’ve redesigned the itinerary with enhanced routing, upgraded to higher room categories, and even changed one of the hotels to a more luxurious one to give you a deeper sense of place and comfort. We’ve also curated new and improved excursions to ensure a seamless, elevated experience from start to finish - more indulgence, more authenticity, and more unforgettable moments in one of the world’s most captivating destinations.
Unleash your passion for pickleball and join us on an adventure to uncover Greece's hidden gems. This tour perfectly blends the thrill of the game with the splendor of ancient Greece, creating an unparalleled vacation experience.
Get ready and bring your A-game in the company of fellow pickleball enthusiasts. The group will be led by our one and only, George Kas, and you will be immersed in local culture, history and mouth watering cuisine in Athens, Santorini and Crete.
Got a travel companion who's not as thrilled about pickleball as you are? No problem at all! We've got an exciting alternative program lined up just for them. While you unleash your skills on the magnificent courts of Greece, they can indulge in a captivating experience tailored to their interests. Everyone's a winner on this extraordinary journey!
Invite your friends - whether they're passionate pickleball players or just looking for a great vacation - and unlock bigger savings for everyone! When your group reaches 15 or more people, each traveler enjoys a special group rate, so the more you bring, the more you all save on this adventure.
Take a closer look at your spectacular Greece pickleball vacation itinerary
itinerary for May 26 – June 3, 2026
May 26 » Athens
Arrive in Athens.
Stay overnight.
Welcome to Athens! Upon arrival, we’ll be greeted and transferred together to the hotel, marking the start of our shared adventure. In the evening, we’ll enjoy a traditional Greek dinner, complete with a lively folk dance performance that sets the mood for the journey ahead.
Enjoy your first overnight stay in the historic city of Athens.
May 27 » Athens
Half Day Athens City Tour
We’ll meet in the hotel lobby to start our half-day city tour of Athens. Together, we’ll explore the Acropolis Museum and visit some of the city’s most iconic sights, including the Temple of the Olympian Zeus, the Tomb of the Unknown Soldier, and the Panathenaic Stadium.
All entrance fees and transfers are taken care of, so you can simply enjoy the experience.
In the afternoon, you’ll have time to relax, wander, or discover more of Athens at your own pace.
Later, we’ll return to the hotel for another overnight stay in this vibrant city.
May 28 » Athens » Crete
Pickleball & Heraklion Walking/Shopping Tour
We'll start our morning with an easy transfer to Athens Airport and hop on the flight to Crete. No stress, just excitement for what’s ahead.
Once we arrive, we dive into Heraklion’s fascinating history on a guided walking tour, discovering the myths and legends of the ancient Minoan civilization. We’ll visit landmarks like Koules Fortress, the Venetian Loggia, St. Titus Church, Lion’s Square & Morosini Fountain, the Central Market, and the Venetian Walls. There’s even some free time for you to wander, shop, or just soak in the local vibe whatever you feel like.
After our city adventure, we’ll head to our hotel and get checked in. Take a breather, maybe freshen up.
Later in the afternoon, things get active and fun with Pickleball lessons right at the hotel’s courts. Whether you’re new to the game or already a fan, you’ll learn some cool techniques, pick up strategies, and play in a group, perfect for making new friends or just having a laugh.
You’ll wrap up the day with a relaxing overnight stay in Crete, ready for whatever comes next!
May 29 » Crete
Afternoon Spinalonga & Agios Nikolaos, including public boat, entrance fees and dinner at local tavern
Take it easy this morning, enjoy some well-deserved downtime or wander around at your own pace.
Around noon, things get interesting as we head to the port of Elounda and set sail for Spinalonga, that small rocky islet right at the entrance of the lagoon. This place has some serious history. Spinalonga was once one of the most powerful Venetian fortresses on Crete and, impressively, it was never conquered. The high walls you’ll see were built back in 1579 and still stand strong today. By 1630, the fortress was armed with 35 cannons. Even after the Turks took over Crete, the Venetians held onto Spinalonga for another fifty years, making it a safe haven for Christians escaping the Turks. Eventually, in 1715, the islet was handed over to the Turks after a treaty. Fast forward to the 20th century, from 1912 to 1958, Spinalonga served as a leper sanatorium. Now, it’s deserted, but the old buildings make it easy to imagine what life was like back then.
After exploring Spinalonga, we sail back to Elounda and enjoy lunch together at a local restaurant, perfect for refueling after our adventure.
Next, we hop in vehicles and head to Agios Nikolaos, the capital of the Lassithi prefecture. It’s a beautiful town and one of the most popular tourist spots in Greece. The town’s highlight is Lake Voulismeni, a small, circular lake (137 meters across) right in the center, tucked beneath dramatic cliffs. The area is full of restaurants, bars, and shops, so there’s plenty to see and do.
You’ll wrap up your day with dinner at a local tavern, then settle in for another overnight stay.
May 30 » Crete
Pickleball & Olive Oil Farm Visit with Traditional Meal in Crete
This morning kicks off with something special: a visit to a local olive oil estate.
When we arrive, a friendly family member welcomes us and shows us around. First up is the old-school olive press from 1865. It’s amazing to see how olive oil used to be made, and the stories really bring the history to life. Then, we get to check out the modern olive mill and see how things are done today—so much has changed, but the passion is still there.
Next, it’s time for an olive oil tasting session. We try four different olive oils (with tasty appetizers, of course), and an expert shares tips on how to spot the really good stuff. Who knew there was so much to learn? There’s a chance to browse the shop, sample local treats, and maybe pick up a few goodies to take home or send to friends.
There’s some free time to snap photos, ask questions, or just soak up the atmosphere before we head out for lunch at a nearby restaurant.
Later in the afternoon, it’s back to the hotel for some Pickleball action: good food, good company, and a bit of friendly competition.
We’ll settle in for another cozy night in Crete, already looking forward to what’s next.
May 31 » Crete » Santorini
Half Day Santorini Tour with lunch
The morning starts with everyone gathering for the transfer to the port, and there’s a buzz of excitement as we board the high-speed hydrofoil bound for Santorini. The ride across the Aegean is quick, and before you know it, those famous cliffs are coming into view.
Once we arrive, the day really gets going with a sightseeing tour of Santorini’s highlights. We step back in time at the Akrotiri Archaeological Site, wander out to the island’s lighthouse for sweeping views, and then head to the postcard-perfect Village of Oia. Strolling along Oia’s main street, it’s impossible not to pause for photos, the caldera views are just that stunning.
After a tasty lunch, we check in at the hotel and get settled.
The afternoon and evening are yours to enjoy however you like. Maybe you’ll get lost in the winding lanes of Fira, find a cozy café with a view, or just soak up the sunset from a quiet spot. It’s your time to discover what makes Santorini so magical.
As night falls, we regroup at the hotel, ready for another unforgettable day on the island.
June 1 » Santorini
Pickleball & Santorini Sunset Cruise with swimming stops, BBQ, and open bar
The day kicks off with a morning transfer to Santorini Playland, where four hours of Pickleball lessons await. It’s all about learning new techniques, sharpening strategies, and enjoying lively group play, perfect for both beginners and seasoned players.
After the session, it’s back to the hotel for a little downtime.
Later in the afternoon, the adventure continues with a cruise along Santorini’s stunning coastline. The boat sets out with a festive atmosphere, and the full BBQ menu, unlimited white wine, soft drinks, and two beers per person mean nobody goes hungry or thirsty. Snorkeling equipment is on hand for anyone eager to explore beneath the surface.
Highlights of the cruise include:
· A refreshing swim in the crystal-clear waters at Red Beach
· Sailing past the impressive lighthouse at the southern tip of the caldera
· Visits to secluded volcanic beaches and the island’s famous hot springs
· Time to simply relax on deck and soak up the sun
· The cruise also stops at White Beach and anchors below Oia just in time for Santorini’s legendary sunset
As night falls, return to the hotel for another overnight stay in Santorini, with memories of a day that blended active fun, breathtaking scenery, and the best of island hospitality.
** Cruise includes full BBQ menu, unlimited drinks, snorkeling equipment
June 2 » Santorini
Pickleball, Santorini Cooking Class & Wine Tasting Tour with lunch + Farewell Dinner
The morning starts with a transfer to Santorini Playland, where four hours of Pickleball lessons are on the agenda. It’s a lively session focused on techniques, strategies, and plenty of group play, perfect for sharpening your game and sharing a few laughs with friends.
As the afternoon rolls in, it’s time to treat yourself to a delicious and hands-on Santorini cooking class and wine tasting tour. The experience begins at a charming local vineyard, where you’ll learn about the unique viticulture that makes Santorini’s wines so renowned. Discover how the island’s volcanic soil (known as aspa) gives the wines their distinct mineral flavors and light notes. The tour includes visits to two traditional Santorini wineries, where you’ll taste signature local wines like Assyrtiko, Nykteri, and the sweet Vinsanto. Along the way, chat with your guide about Santorini’s culinary traditions.
Next, you’ll join a local chef at a traditional restaurant to help prepare a feast of three classic Santorini dishes. The menu features favorites such as salad, fava, tomato balls, and a main course of pork chops, chicken, fish, or a vegetarian option, followed by a local dessert. When everything is ready, sit down and savor the fruits of your labor, pairing each bite with wine to complement your creations. The meal ends in true Santorini style with a glass of Vinsanto and a sweet treat.
In the evening, gather for a festive farewell dinner at a local restaurant. It’s the perfect way to celebrate a week of new experiences, great food, and unforgettable company.
Settle in for your final overnight stay in Santorini, with memories of a day filled with flavor, fun, and friendship.
June 3 » Santorini » Athens
Departure day
On the final day, we transfer together to Santorini Airport for the scheduled flight back to Athens. From there, it’s time to connect with your onward flight to the USA. Safe travels as the journey comes full circle, carrying home memories of an incredible adventure shared.
OPTIONAL POST-TOUR
Are you interested in extending your vacation with a few extra days in Europe? Check out some of our recommendations in the Pre/Post Tour Section.
OPTIONAL PRE-TOUR
Are you interested in arriving a few days ahead of time before the start of the Pickleball group tour? Check out some of our recommendations in the Pre/Post Tour section below.
- Transfer to hotel
- Welcome dinner with folk dancing
- Temple of Olympian Zeus
- Tomb of the Unknown Soldier
- Panathenaic Stadium
- Free afternoon
- Heraklion walking tour
- Koules Fortress- Venetian Loggia
- St. Titus Church
- Lion’s Square & Morosini Fountain
- Central Market
- Venetian Walls
- Free time for shopping
- Afternoon Pickleball
- Sail to Spinalonga
- Explore Venetian fortress
- Lunch in Elounda
- Visit Agios Nikolaos
- Dinner at local tavern
- Olive oil tasting
- Lunch at local restaurant
- Pickleball lessons
- High-speed hydrofoil to Santorini
- Akrotiri Archaeological Site
- Lighthouse
- Red Beach- Monastery of Ilias
- Three Bells of Fira- Oia village
- Lunch- Hotel check-in
- BBQ meal
- Swim at Red Beach
- Sail past lighthouse
- Visit White Beach
- Hot springs
- Sunset below Oia
- Vineyard visit
- Wine tasting
- Cooking class
- Culinary feast
- Farewell dinner
- Flight to Athens
- Connect to onward flight
OPTIONAL POST-TOUR
Are you interested in extending your vacation with a few extra days in Europe? Check out some of our recommendations in the Pre/Post Tour section below.
May 26-28 » Standard Room » Hotel Divani Palace Acropolis » Athens
Breathtaking Acropolis Views
Divani Palace Acropolis is an iconic hotel showcasing the best of Athens. Just meters away from the world-famous Acropolis this is the perfect place to savor Athens fascinating history. Divani Palace Acropolis offers a variety of rooms & suites that satisfy each guest and embraces how heritage and modernity blend in perfect harmony. Unique details can be discovered in every corner making it the perfect base to take a time journey through the history of Athens.
May 28-31 » Superior Pool View Room » Lyttos Mare Hotel or similar » Crete
Luxury Beachfront Living with Pickleball Perks
Lyttos Mare is a contemporary 5-star resort nestled along the northern coast of Crete in Anissaras. Its minimalist design meets the serenity of the Aegean Sea, creating a harmonious beachfront escape. Rooms and suites feature either sea or pool views, with some offering swim-up access for ultimate indulgence.
Guests can enjoy an all-inclusive experience with multiple à la carte restaurants, relaxing spa treatments, curated cocktails, and world-class sports facilities-including dedicated pickleball courts. Whether you're unwinding by the infinity pools or competing on court, Lyttos Mare delivers effortless balance.
May 31-June 03 » Superior Room » Orama Hotel & Spa or similar » Santorini
Boutique Elegance in the Heart of Santorini
Tucked away just a short stroll from Fira, Orama Hotel & Spa is a refined haven that blends Cycladic charm with modern sophistication. Its bright white architecture, lush gardens, and serene atmosphere make it a favorite for luxury travelers seeking tranquility without sacrificing access to Santorini’s iconic views and nightlife.
This hotel features three freshwater pools, a full-service spa, a Mediterranean restaurant, and tastefully designed rooms with balconies-some offering sunset or sea views. It’s the perfect setting to relax after a day of exploring or a morning of pickleball.
Inclusions
Hotels
• May 26-28 Athens Divani Palace Hotel – Standard Room
• May 28-31 Crete Lyttos Mare Hotel – Superior Pool View room
• May 31-June 03 Santorini Orama Hotel – Superior Room
Transfers
• All transfers in Athens (airport – hotel, hotel – airport),
• Crete (airport – hotel – port)
• Santorini (port – hotel – port)
• Morning flight Athens to Heraklion (Crete) and Santorini to Athens, including taxes | 1 checked luggage 23kg | 1 carry-on 8kg.
• Morning Highspeed ferry Heraklion (Crete) to Santorini on economy class numbered seat.
*Group airport-hotel transfers included. If you are arriving earlier/later or extending your trip individual transfers can be arranged at an extra cost.
Tours
• May 26 Greek dinner with folk dance performance in Plaka
• May 27 Morning visit of Acropolis site & Acropolis Museum. (3.5hrs)
• May 28 Crete- Heraklion morning walking tour/shopping
• May 29 Afternoon Spinalonga & Agios Nikolaos, including public boat, entrance fees and dinner at local tavern.
• May 30 Olive oil farm visit including olive tasting with snacks
• May 31 Santorini sightseeing tour including Akrotiri Archaeological Site, Lighthouse, Village of Oia and its main street. Group lunch.
• June 01 Santorini shared sunset cruise with swimming stops, BBQ, and open bar (unlimited white wine/soft drinks & 2 beers per person)
• June 02 Afternoon Santorini cooking class & wine tasting tour including dinner
Courts
• May 28 afternoon visit & play in pickleball courts usage for 4 hours at Lyttos hotel in Crete (net included)
• May 30 afternoon visit & play in pickleball courts usage for 4 hours at Lyttos hotel in Crete (net included)
• June 01 morning visit & play in pickleball courts usage for 4 hours in Santorini in Playland Santorini (net included) including water/soft drink (2 items per person)
• June 02 morning visit & play in pickleball courts usage for 4 hours in Santorini in Playland Santorini (net included) including water/soft drink (2 items per person)
Exclusions
• International air
• Tips and gratuities (135€ / person or prepaid $160)
• Accommodation tax 10€ per room, per day (subject to change), it must be paid at the reception upon arrival.
• Pickleball equipment such as paddles, balls, tapes… etc.
• Any item not mentioned as included.
• Travel Insurance
• Private airport-hotel roundtrip transportation (one private group transfer included in Athens and Crete at a designated time; if your departure does not match the designated time, you will need your own transportation)
Airfare
We have consolidator and published airfare contracts available with all major airlines. If you’d like our assistance in securing your flight itinerary, please submit your request by clicking HERE.
Travel Insurance
Our preferred travel insurance partner is Travel Insured. We recommend the Worldwide Trip Protector policy.
Submit your Travel Insurance Request by Clicking HERE or access their website by clicking HERE to get a quote and purchase the policy.
Coverage and policy details HERE.
Optional pre-post stays & tours
If you’d like to extend your European vacation with an optional pre- or post stay, or visit another destination before or after your land vacation, we can help. Not sure of what to pick? Schedule a consultation with us and we can come up with ideas tailored to your needs. Submit your extension request here.
Terms and Conditions
See Evyssa Vacations (Global Voyages Inc. dba Evyssa Vacations) and Conditions by clicking here.
F.A.Q.
Do I need to bring my own pickleball equipment?
You should bring your own paddle. Balls will be provided.
What level of pickleball players is this trip suitable for?
This trip is designed for all skill levels. Whether you’re a beginner or an experienced player, there will be activities tailored to your level.
Are non-pickleball players welcome on this trip?
Absolutely! Non-players can enjoy the beautiful locations, cultural experiences, and leisure activities available during the trip.
What is the group size for this vacation?
The maximum group size will be capped at 22 participants + the pickleball instructor and tour leaders to ensure a personalized experience.
How will the pickleball sessions be organized?
The pickleball instructor will have a diverse schedule prepared that includes matches, king-and queen, open play and clinics.
Will there be options for private lessons?
There may be time allocated for private lesson, for an added cost payable directly to the pickleball instructor. If you are interested in private lessons, please let us know.
Are there any age restrictions for this trip?
This vacation is open to adults aged 18 and above. Minors are welcome if accompanied by a participating adult.
What travel documents do I need?
A valid passport is required for entry into Greece. Ensure your passport is valid for at least six months beyond your return date. No visa is required for U.S. citizens for stays under 90 days.
Is travel insurance required?
Travel insurance is strongly recommended to protect against unforeseen events. It is not required but highly advisable.
Can I extend my stay in Greece before or after the pickleball vacation or add an additional destination?
Yes, extensions can be arranged. We can assist in planning additional tours or extended stays in Greece or other European destinations. Contact us to customize your itinerary.
Do you charge for custom itinerary planning?
We will be waiving our usual Itinerary Research and Design fees of ($350-$500) as a courtesy for being part of our Pickleball Group Trips. However, a Plan-to-Go Deposit of $250 will be charged to start working on your custom itinerary. This amount will be credited towards your total trip cost, so it not an extra cost to you. If for any reason you decide to not book the trip we worked on, this deposit will be considered payment for services rendered and the time allocated to working on your proposal.
What is the weather like in Greece in September?
September in Greece is typically warm and pleasant, with daytime temperatures ranging from 75°F to 85°F (24°C to 29°C). It’s a great time for outdoor activities and sightseeing.
Is there a dress code for any of the events or dinners?
Most activities are casual, but feel free to dress up if it fits your style. Comfortable attire is recommended for pickleball and day trips.
Are room upgrades available, and how can I request one?
Yes, room upgrades may be available for an additional fee. Please contact us after you deposited your trip to discuss upgrade options and availability.
Can you assist with choosing and booking airfare?
Yes, we offer personalized assistance in finding the best flights for your schedule and budget. We can help you compare options, book your airfare, and coordinate arrival and departure times with the group itinerary. We charge a ticketing fee of $100/person.
Are there any recommended activities or tours for those arriving early or staying later in Greece?
Definitely! We can suggest and help book popular pre- and post-tour activities, such as island hopping, wine tours, or additional cultural excursions, to enhance your Greek experience.
Can I get assistance with airport transfers if I arrive earlier or depart later than the group?
Yes, we can arrange private or shared airport transfers to suit your schedule if your arrival or departure does not coincide with the group itinerary.
How do I coordinate my travel schedule if I plan to arrive early or stay longer in Greece or other parts of Europe?
We recommend discussing your travel plans with us as early as possible. We’ll help you align your schedule with the group’s activities and arrange any additional accommodation or tours you may need.
Will I receive any support or information before the trip to help me prepare?
Yes, we provide a detailed pre-departure guide, including packing tips, travel tips, and an itinerary overview. We also offer a pre-trip webinar or Q&A session where you can ask any last-minute questions.
How do I find a roommate if I’m traveling solo?
We recommend using your pickleball network to find a potential roommate. You can also post your search for roommates in our Pickleball Group Trips Facebook page (Pickleball Group Trips | Facebook)
How much spending money should I budget for meals and extras?
This depends on your personal preferences. We recommend looking at how much you spend in the US on lunches or dinners if you eat out- costs are similar in Europe, but charged in Euros. Also consider if you will be doing lots of shopping, and going out to town on your free time.
Do I need cash with me?
Credit cards are widely accepted (we recommend Visa and Mastercard). We recommend you have cash on you mostly for tips, and some souvenirs. Getting local currency out at an ATM is an easy way to access your cash if you run out of money and need more.
Are you interested in extending your vacation with a few extra days in Europe? Check out some of our recommendations in the Pre/Post Tour Section.
Have questions?
For all things Pickleball ask George by clicking HERE.
For all things Travel & Bookings ask Csilla by clicking HERE.
Pricing & Booking Terms
Invite your friends —- whether they're passionate pickleball players or just looking for a great vacation - and unlock bigger savings for everyone! When your group reaches 15 or more people, each traveler enjoys the special group rate of $6,850 per person (saving $550 each), so the more you bring, the more you all save on this Greece adventure.
DOUBLE OCCUPANCY
$7,400 per person for groups up to 14 people.
$6,850 per person for groups between 15-22 people.
SINGLE SUPPLEMENT
$2,950 per person
Early Commitment Perks
Secure your spot now with a fully refundable deposit of $500 per person. This early deposit ensures priority access and allows us to hold your space.
Once final pricing is confirmed: you will receive an updated quote. At that point, you may either:
- Cancel and receive a full refund, or
- Confirm your spot with an additional $1,500 per person deposit.
Payment schedule and due dates
Once the full $2,000 per person deposit is received, the remaining payment schedule is as follows:
- 2nd Installment: $2,000 per person due by November 30, 2025
- Final Payment: remaining balance due by February 10, 2026
Guests who book after one or more payment deadlines have passed will simply catch up to the schedule. For example:
- If you book on November 23, 2025, your deposit to confirm will be $4,000 per person
- If you book after February 10, 2026, full payment will be due at the time of booking
We encourage early commitment to ensure availability and take advantage of the flexible deposit policy. Spaces are limited and these trips fill quickly!
Room Upgrades Available
- Suite garden view in Santorini: $360 per person for 3 nights in Double | $750 for 3 nights in Single
- Superior room in Athens: $80 per person for 2 nights in Double | $150 for 2 nights in Single
Cancellation Policy
We understand that plans can change. To protect your investment and support the integrity of our group arrangements, please review the cancellation terms carefully.
How to Cancel?
All cancellation requests must be submitted in writing by completing our official
Trip Cancellation Request Form – Click Here.
Verbal or emailed notices will not be accepted. Cancellation
Penalties
Please note that cancellation penalties are based on the full land cost of your reservation (Single or Double Occupancy, as booked):
- Up to November 30, 2025 – $2,000 per person penalty
- December 1, 2025 – February 28, 2026 – $3,500 per person penalty
- On or after March 1, 2026 – Trip becomes 100% non-refundable
Initial deposits are non-refundable unless the tour is canceled by Evyssa Vacations due to insufficient participation.
Important Notes
Your cancellation may impact your roommate. If your travel partner cancels, and you choose to continue as a solo traveler, you will be responsible for the applicable single supplement.
Group pricing and space allotments are carefully negotiated. Late cancellations jeopardize pricing, logistics, and availability for others - which is why we have to enforce strict cancellation terms. If you need to cancel before March 1, 2026 and are able to find someone to take your place, we are happy to accommodate a name change at no additional penalty. However, it is solely your responsibility to find a replacement; Evyssa Vacations cannot guarantee or assist in finding someone to fill your spot. Please note that, due to contractual obligations with our land suppliers, no substitutions or name changes will be permitted after March 1, 2026.
The minimum group size is 10 people - if the minimum group size is not met, we reserve the right to cancel the departure. Any deposits paid would be fully refundable if we had to cancel the tour due to this reason.
Travel Insurance Strongly Recommended
We highly recommend purchasing comprehensive travel insurance to protect against cancellation penalties due to covered reasons (illness, injury, etc.) or purchase a cancel-for-any-reason upgrade. A quote will be sent to you after your deposit is submitted.
Please don’t hesitate to reach out with any questions - we’re here to guide you every step of the way.
Interested in other pickleball vacations?
You asked and we delivered. We took your feedback and created the top requested pickleball group trips. Check them out below!
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Choose to extend your vacation
Not quite ready for two full tours but interested in extending your trip with additional 2-3 night stay? Check out our suggested pre- and post tours.
optional pre- or post-tourS
Suggested Itinerary » Tuscany, Italy
Starting at $2,499 per person based on double occupancy.
- 3-night stay in the room category of your choice
- Roundtrip transfers to/from Florence airport
- Enjoy the resort facilities
Pricing and room categories are based on availability at the time of booking.
Escape to the hills of Tuscany
Immerse yourself in the enchanting beauty of Castelfalfi, a medieval jewel nestled in the heart of Tuscany - one of Italy's most celebrated regions, renowned for its art, culture, and culinary traditions. Picture a historic Borgo adorned with a medieval castle, a luxurious 5-star hotel, a prestigious golf club, an organic agricultural estate, and delightful villas—all surrounded by lush vineyards and olive trees as far as the eye can see.
Suggested Itinerary » Lake Como, Italy
Starting at $2,699 per person based on double occupancy.
- 3-night stay in the room category of your choice
- Roundtrip transfers to/from Milan airport
- Enjoy the resort facilities
Pricing and room categories are based on availability at the time of booking.
Discover the Majestic Lake Como
Escape to the Breathtaking Beauty of Lake Como and Experience The Grand Hotel Tremezzo, an Iconic Art Nouveau Masterpiece perched on the western shores. Behold the mesmerizing views of the glistening waters stretching towards Bellagio and the majestic Grigne mountains. Your stay at this exquisite retreat promises sumptuous accommodation, three inviting pools, a private beach hugging the lake's edge, and a lavish private park. Here, you'll be embraced with the warmest Italian hospitality, ensuring a truly unforgettable experience. Surrender to the enchantment of Lake Como and indulge in the timeless elegance of The Grand Hotel Tremezzo - a haven of unparalleled luxury and serenity.
Suggested Itinerary » Corinth Canal
Starting at $1,999 per person based on double occupancy.
- 3-night stay in the room category of your choice
- Roundtrip transfers to/from Athens with an en-route stop to Corinth Canal
- Enjoy the resort facilities.
- Pickleball court set-up and reservations may be available we have enough requests for it.
Pricing and room categories are based on availability at the time of booking.
Start or end your Greece adventure in pure luxury, off the beaten path at Costa Navarino!
Experience the Magnificence of The Romanos at Costa Navarino: Nestled by the Ionian Sea in Navarino Dunes, this sustainable Mediterranean destination has been honored as Greece's leading resort by Condé Nast Traveller’s 2022 Readers’ Choice Award. Embrace the beauty of Messinia through its award-winning architecture, offering breathtaking views of the coastline and lush golf landscapes. Delight in luxurious guestrooms, exclusive Ionian suites, and beachfront villas with personalized Butler service. Indulge in epicurean delights curated by acclaimed chefs, unwind at Anazoe Spa, and explore world-class golf courses and the new Mouratoglou Tennis Center. Get ready for an unforgettable blend of sports and authentic experiences at The Romanos.
Don’t see what you are looking for?
Our travel consultants are experts at customizing vacation needs. Just submit a request with your idea and we’ll create a dream itinerary around it. Sit back, relax, let us handle the rest. As our distinct client, we handle all your travel arrangements, organize all your trip components and make sure you have a seamless, memorable experience before, during and after your trip. Let’s get going!
Meet George Kas
Meet George Kas, a renowned certified Pickleball instructor, tournament champion and dedicated Du Page, IL Pickleball ambassador
"My mentor and coach was the number one women’s player Simone Jardim who I was so fortunate to have as my instructor. Instantly I was captivated by its fast-paced nature and social aspects, I immersed myself in learning everything about pickleball.
I honed my skills through countless hours of practice, participating in local and out of state tournaments, and seeking guidance and lessons from top pro players and coaches along the way. I decided to pursue being a pickleball instructor. I have completed coaching certifications, attended workshops and seminars, and continuously educated myself on the latest techniques, rules and strategies.
Because I am passionate and experienced pickleball instructor with a deep love for the sport of Pickleball with over 8 years of playing and coaching experience, I have become a respected figure in the pickleball community. I am a certified Professional Pickleball Registry (PPR) instructor/coach along with being a (USAPA) certified referee...."
Hear from Our Satisfied Travelers!
Book your next Pickleball Greece vacation Today!
Your next pickleball vacation starts with us!
We assist with your itineraries as much - or as little - as you need us to. From simple logistics planning to designing entire itineraries, Evyssa Vacations works with you every step of the way to help make your plans a reality.
Ideas based on our experience.
As certified travel agents, we work for you, our client. Customization is what we do best, and it looks different for each client. Our end to end services help you make travel decisions that best suit your needs, our creative consultants always come up with ideas and recommendations you might not otherwise consider, and we make sure your trip components are booked through trusted tour operators.
Making the best decisions.
We act as your advisor and your advocate, we help you understand where it makes sense to splurge or where to hold back, and assist in making sure that you make the best decisions for yourself and your family.
Custom itineraries.
Every itinerary is unique and catered to you. We plan for your budget, your party, and your interests to ensure that your vacation is stress-free and truly memorable!
Feel the Vibe of Our Pickleball Vacations
See some of our past trip experiences.
