A Greek gulet cruise in 2027 costs between €879 and €1,109 per person depending on the route, cabin type, and travel month. All prices include 7 nights aboard a traditional gulet, daily breakfast and lunch, swim stops, Wi-Fi, air-conditioned cabin, welcome drink, and Captain’s dinner. A local port fee of €150 per person is paid separately on arrival. Optional extras include a private cabin supplement (50%), overnight A/C service (€140 per person), drinks packages, and optional excursions.

Whether you’re planning your first island-hopping adventure or returning to explore a different route, understanding what’s included-and what extra costs to expect-helps you budget confidently for your 2027 Greek sailing holiday.

2027 Price by Season

Prices vary depending on the departure month and route. Early and late season departures generally offer the best value, while July and August are the busiest and most expensive months.

Cruise Route	Low Season	Shoulder Season	Peak Season
Ionian Cruise	€879	€959	€1,059
Zante Cruise	€879	€959	€1,059
Rhodes Cruise	€899	€979	€1,109
Mykonos Cruise	€899	€979	€1,109
Harmony Cruise	€879	€949	€1,049
18–39s Cruise	€879	€949	€1,049

Low Season

Typically includes May and October departures. These cruises offer lower prices, quieter islands, and a more relaxed atmosphere.

Shoulder Season

Usually June and September. Many travellers consider these the best months thanks to warm weather, calm seas, and excellent value.

Peak Season

July and August are the busiest months, with the highest demand and prices. These departures often sell out first.

Standard vs Standard PLUS Cabins – Price Difference

Sail in Greece offers different cabin categories depending on the vessel and departure.

Standard Cabin

The Standard Cabin includes:

• Air-conditioned cabin
• Private bathroom
• Comfortable twin or double bed
• Storage space
• Daily housekeeping

This option provides excellent value and is ideal for most travellers.

Standard PLUS Cabin

Standard PLUS cabins provide additional comfort and may include:

• Larger cabin layout
• Preferred cabin location
• Updated interior finishes
• Extra storage space
• Enhanced onboard comfort

If you prefer more space during your seven-night cruise, Standard PLUS is worth considering.

What’s Included in the Cruise Price?

Every Sail in Greece gulet cruise includes a comprehensive range of services.

Your cruise price includes:

• 7 nights accommodation aboard a traditional gulet
• Daily breakfast
• Daily lunch
• Captain’s Dinner
• Welcome Drink
• Air-conditioned cabin
• Wi-Fi onboard
• Professional captain and crew
• Daily swim stops
• Fuel and sailing itinerary
• Use of onboard common areas

These inclusions make gulet cruises one of the best-value ways to experience multiple Greek islands in a single holiday.

Additional Costs to Budget For

Although many services are included, there are a few additional expenses to plan for.

Port Fee

Every guest pays:

€150 per person

This is paid locally upon arrival.

Private Cabin Supplement

Solo travellers wanting their own cabin can reserve one by paying:

50% extra

Overnight Air Conditioning

Guests wishing to use overnight cabin air conditioning can purchase:

€140 per person

Drinks

Alcoholic beverages, cocktails, soft drinks, and premium coffees are not included.

Most gulets offer reasonably priced onboard drink packages or pay-as-you-go options.

Optional Excursions

Depending on your itinerary, you may choose optional experiences such as:

• Wine tasting
• Olive oil tasting
• Local guided tours
• Historic site visits
• Cave excursions
• Cultural experiences

Participation is optional.

How to Get the Best Price

If you’re planning a Greek gulet cruise in 2027, booking early is the smartest way to save money.

Benefits of early booking include:

• Access to the lowest seasonal prices
• Better cabin availability
• Greater choice of departure dates
• More route options
• Flexible travel planning

The 2026 season sold out across many departures well before summer. Booking your 2027 cruise early increases your chances of securing your preferred itinerary at the best available price.

Whether you’re interested in the Ionian Islands, Rhodes, Mykonos, Zante, Harmony, or the popular 18–39s Cruise, early reservations offer the widest selection.

Besides booking early, it’s also worth planning your trip around Greece’s seasonal weather and local events. For destination inspiration and official travel information, visit the Official Greek National Tourism Organisation.

Frequently Asked Questions

How much does a Greek gulet cruise cost in 2027?

Prices start from €879 per person in low season and reach approximately €1,109 during peak summer departures.

Are meals included?

Yes. Breakfast, lunch, and the Captain’s Dinner are included.

Is Wi-Fi included?

Yes. Complimentary onboard Wi-Fi is included throughout the cruise.

Do I have to pay port fees?

Yes. A €150 local port fee is paid separately on arrival.

When should I book for the best price?

Booking several months in advance gives you the lowest prices and the widest choice of cabins and departure dates.

Book Your 2027 Greek Gulet Cruise

Ready to experience the Greek Islands aboard a traditional gulet?

Choose from six unforgettable sailing routes, enjoy exceptional value, and secure the best 2027 pricing by booking early.

Whether you’re travelling as a couple, solo traveller, family, or group of friends, Sail in Greece offers an unforgettable island-hopping experience.

Book your 2027 Greek Gulet Cruise today before the most popular departures sell out.

Solo Greek island hopping on a gulet cruise in 2027 means joining a small group of 12–24 like-minded travellers on a traditional wooden boat for 7 nights. No single supplement is charged by default-solo guests share a cabin with a same-gender guest at the standard price, with the option to book a private cabin for 50% extra. Most solo travellers across all Sail in Greece routes report making genuine friendships, which is by design: the gulet format creates a natural community setting.

Unlike traditional cruises where passengers often remain in their own groups, a gulet cruise encourages conversation, shared meals, swim stops, and island exploration together. Whether you’re travelling for adventure, relaxation, or to meet new people, solo island hopping in Greece is one of the easiest and most rewarding ways to experience the Mediterranean.

Is a Gulet Cruise Safe and Enjoyable for Solo Travellers?

Travelling solo can feel intimidating if it’s your first time, but a gulet cruise offers an environment designed to help guests feel comfortable from day one.

With a maximum of 24 guests, the atmosphere remains friendly and personal. Everyone shares breakfast, enjoys swim stops together, and often explores islands in small groups, making it easy to connect naturally.

The professional captain and experienced crew are onboard throughout the week, providing guidance and ensuring a safe, enjoyable sailing experience.

Many solo travellers choose a gulet cruise specifically because it combines the independence of solo travel with the comfort of travelling alongside a welcoming group.

What Does Solo Travel Look Like on a Gulet? (A Typical Day)

Every day brings a different Greek island, beautiful scenery, and new experiences.A typical day might include:

Morning

Wake up to stunning sea views before enjoying breakfast onboard as the gulet sails towards the next destination.

Midday

Anchor in a secluded bay where guests can swim, snorkel, paddleboard, or simply relax on deck.

Afternoon

Arrive at a charming Greek island and spend time exploring local villages, beaches, cafés, or historical landmarks.

Evening

Share dinner with fellow travellers before enjoying drinks by the harbour, watching the sunset, or joining optional nightlife depending on your chosen route.

Every day offers plenty of opportunities to socialise while still allowing personal time whenever you want it.

Cabin Sharing vs Private Cabin – What Solo Travellers Choose

One of the biggest questions solo travellers ask is about accommodation.

Shared Cabin

By default, solo travellers share a twin cabin with another guest of the same gender.

Benefits include:

• No single supplement
• Lower overall trip cost
• Great opportunity to meet another traveller

Private Cabin

Travellers who prefer additional privacy can reserve a private cabin by paying a 50% supplement, subject to availability.

Many guests choose the shared option, especially on their first gulet cruise, because it keeps costs down while encouraging new friendships.

After exploring the islands, many travellers continue discovering local culture, beaches, and historic villages. You can learn more about Greece’s destinations on the Official Greek National Tourism Organisation website.

Which Sail in Greece Route Is Best for Solo Travellers?

Different travellers have different priorities, so choosing the right itinerary matters.

Ionian Cruise

Perfect for first-time solo travellers looking for relaxed sailing, scenic villages, and crystal-clear waters.

Zante Cruise

Ideal for nature lovers who enjoy hidden beaches, caves, and quieter island experiences.

Rhodes Cruise

A great choice for travellers interested in history, culture, and picturesque harbours.

Mykonos Cruise

Best for guests looking for lively nightlife, beach clubs, and iconic Cycladic scenery.

Harmony Cruise

Perfect for travellers wanting a peaceful and slower-paced sailing holiday close to Athens.

18–39s Cruise

Designed specifically for younger solo travellers who enjoy meeting people, social activities, and a fun atmosphere.

If you’re over 40 and looking for a social sailing holiday, you may also enjoy reading our Single Cruises for 40s and 50s guide for more route recommendations.

Solo Travel Tips for a Greek Gulet Cruise

To make the most of your holiday, keep these simple tips in mind:

• Pack light, as cabin storage is limited.
• Bring comfortable shoes for exploring island towns.
• Carry swimwear and a towel for daily swim stops.
• Join group meals and activities-they’re the easiest way to meet fellow travellers.
• Keep sunscreen, sunglasses, and a reusable water bottle with you.
• Stay flexible, as sailing routes may change slightly depending on weather conditions.

Most importantly, arrive with an open mind. The friendships formed during a gulet cruise often become one of the most memorable parts of the journey.

How Much Does Solo Greek Island Hopping Cost in 2027?

The total cost depends on the route, departure month, and cabin type.

Typical 2027 prices start from approximately €799 per person for a shared cabin, while peak summer departures may cost more depending on the itinerary.

Solo travellers choosing a private cabin should budget for an additional 50% supplement.

Booking early offers several advantages:

• Better cabin availability
• More departure dates
• Lower seasonal pricing
• Greater choice of cruise routes

As seen during the 2026 season, many departures sold out well before summer. Planning early for 2027 gives you the widest selection of dates and cabins.

For a complete overview of 2027 departures, seasonal pricing, and route comparisons, read our Greek Island Hopping 2027 Guide.

 

Frequently Asked Questions

 

Is a gulet cruise suitable for solo travellers? Yes. Gulet cruises are one of the most popular ways for solo travellers to explore Greece thanks to the friendly group atmosphere and small guest numbers.

Will I have to pay a single supplement? No. Solo guests normally share a cabin with another same-gender traveller at the standard price. Private cabins are available for an additional supplement.

Is it easy to meet other travellers? Yes. Shared meals, daily activities, and small group sizes naturally encourage conversation and friendships.

Which cruise is best for first-time solo travellers? The Ionian Cruise is often recommended because of its relaxed pace, beautiful scenery, and welcoming atmosphere.

Should I book early for 2027? Yes. The 2026 season sold out on many departures, so booking early provides the best choice of cabins and travel dates.

Book Your Solo Greek Island Hopping Adventure in 2027

Whether you’re travelling for the first time on your own or you’re an experienced solo explorer, a traditional gulet cruise offers one of the most enjoyable ways to discover the Greek islands.

With six unique sailing routes, small groups, and a welcoming onboard atmosphere, you’ll experience stunning destinations while making lasting memories and meaningful connections.

Book your 2027 Solo Greek Island Hopping Cruise today and secure your preferred departure before availability becomes limited.

 

 

The best months for a Greek gulet cruise in 2027 are June and September -offering warm sea temperatures, uncrowded ports, and shoulder-season pricing between €879 and €959 per person. July and August represent the peak season (€1,059-€1,109) and are expected to fill the fastest, following the same booking pattern seen in 2026, when all peak-season departures sold out well before the end of summer.

Whether you’re planning your first sailing holiday or returning to discover more of Greece, choosing the right month can significantly influence your experience. From peaceful spring departures to vibrant midsummer sailing and relaxed autumn escapes, every month between May and October offers something unique.

Month-by-Month 2027 Guide (May through October)

 

May – Peaceful Sailing & Great Value

May marks the beginning of the Greek sailing season. The weather is pleasantly warm, wildflowers cover many islands, and popular destinations remain quiet before the summer crowds arrive.

Best for:

• Couples
• Nature lovers
• First-time visitors
• Budget-conscious travellers

Average Price:
From €879

Recommended Routes:

• Ionian Cruise
• Harmony Cruise

June – One of the Best Months to Sail

June offers an ideal combination of sunshine, warm seas, and comfortable temperatures without the peak-season crowds. Beaches, restaurants, and island villages are lively while still maintaining a relaxed atmosphere.

Best for:

• Families
• Couples
• Small groups

Average Price:
€919–€959

Recommended Routes:

• Ionian Cruise
• Rhodes Cruise
• Mykonos Cruise

July – Peak Summer Begins

July brings long sunny days, warm Mediterranean waters, and vibrant nightlife across many Greek islands. It’s one of the busiest months, with limited availability due to high demand.

Best for:

• Beach lovers
• Social travellers
• Summer holidays

Average Price:
€1,059

Recommended Routes:

• Mykonos Cruise
• 18–39s Cruise

August – The Busiest Sailing Month

August is the height of the Greek summer. Islands are full of energy, the sea is at its warmest, and every destination offers a lively atmosphere.

Since 2026 departures sold out months in advance, August 2027 is expected to be the first month to reach full capacity.

Average Price:

Up to €1,109

Recommended Routes:

• Mykonos Cruise
• Rhodes Cruise
• 18–39s Cruise

September – Perfect Weather Without the Crowds

Many experienced travellers consider September the best month for Greek island hopping.

The sea remains warm after summer, temperatures become more comfortable, and popular islands become noticeably quieter.

Best for:

• Couples
• Photography
• Relaxed sailing

Average Price:

€919–€959

Recommended Routes:

• Ionian Cruise
• Zante Cruise
• Harmony Cruise

October – Relaxed End-of-Season Escape

October offers peaceful ports, cooler evenings, and excellent value. It’s an ideal choice for travellers looking to avoid crowds while still enjoying pleasant weather.

Average Price:

From €879

Recommended Routes:

• Harmony Cruise
• Ionian Cruise

For more information about Greece’s seasons and destinations, visit the Official Greek National Tourism Organisation.

When Are 2027 Dates Cheapest?

Pricing varies throughout the sailing season based on demand.

Season	Months	Price From
Early Season	May	€879
Shoulder Season	June	€919–€959
Peak Season	July	€1,059
Highest Demand	August	€1,109
Shoulder Season	September	€919–€959
Late Season	October	€879

For travellers looking to maximise value, May, June, September, and October provide the best balance between weather, pricing, and availability.

Which Greek Cruise Route Is Best Each Month?

Choosing the right month also depends on which Greek islands you’d like to explore.

May

The Ionian Cruise and Harmony Cruise offer peaceful sailing, lush green scenery, and comfortable temperatures.

June

The Rhodes Cruise and Ionian Cruise provide ideal weather for sightseeing and swimming while avoiding peak-season crowds.

July

The Mykonos Cruise and 18–39s Cruise are perfect for travellers seeking nightlife, beach clubs, and a lively summer atmosphere.

August

The Rhodes Cruise and Mykonos Cruise showcase Greece at its most vibrant, with festivals, nightlife, and bustling island life.

September

The Zante Cruise and Ionian Cruise offer warm seas, quieter ports, and some of the year’s best sailing conditions.

October

The Harmony Cruise provides a peaceful sailing experience close to Athens, making it ideal for travellers seeking relaxation before the season ends.

2026 Was Sold Out -Why Book 2027 Now

The 2026 sailing season demonstrated just how popular Greek island hopping has become. Peak-season departures sold out well before summer, leaving many travellers unable to secure their preferred dates.

Booking your 2027 cruise early provides several advantages:

• Greater choice of departure dates
• Access to lower introductory pricing
• Better cabin availability

• Easier planning for groups and families

• More flexibility when selecting your preferred cruise route

If you’re considering travelling in July or August, booking well in advance is highly recommended, as these departures are expected to sell out first once again.

Frequently Asked Questions

What is the best month for Greek island hopping in 2027? June and September are widely considered the best months thanks to warm weather, pleasant sea temperatures, and fewer crowds.

Which month offers the lowest prices? May and October generally offer the lowest prices, with departures starting from approximately €879.

When should I book for July or August 2027? Booking as early as possible is recommended because peak-season departures filled quickly during the 2026 season.

Which cruise is best for first-time visitors? The Ionian Cruise is often recommended because it combines beautiful scenery, traditional villages, and a relaxed pace.

Are cruises available from May to October? Yes. Sail in Greece operates weekly departures throughout the sailing season from May through October.

Book Your 2027 Greek Island Hopping Cruise

The best 2027 departure dates are already available for booking. Whether you’re looking for a peaceful spring escape, a lively midsummer adventure, or a relaxing autumn sailing holiday, there’s a route to suit every travel style.

Explore the Ionian, Zante, Rhodes, Mykonos, Harmony, and 18–39s cruises and reserve your preferred departure before peak-season availability becomes limited.

Greek island hopping by gulet cruise in 2027 follows the same Saturday-to-Saturday format that made 2025 and 2026 fully sold out across all Sail in Greece routes. With 2027 dates now open for booking from May through October, early reservations are available on all six routes –Ionian, Zante, Rhodes, Mykonos, Harmony, and 18-39s -at 2027 prices that represent significant savings versus last-minute bookings.

Whether you’re planning a relaxing island escape, an adventure with friends, or your first sailing holiday in Greece, booking early gives you the widest choice of departure dates, cabins, and routes. Sail in Greece continues to offer authentic gulet cruises that combine stunning islands, crystal-clear waters, local cuisine, and unforgettable experiences that are difficult to replicate on larger cruise ships.

Why Plan Your 2027 Greek Island Cruise Early (2026 was fully sold out)

Demand for Greek island cruises has continued to grow every year. Following fully booked departures throughout the 2025 and 2026 seasons, many travellers are already securing their preferred dates for 2027.

Booking early provides several important advantages. You’ll have access to the full selection of departure dates between May and October, greater flexibility in choosing cabin types, and access to the best available prices before demand increases.

Unlike large cruise ships that visit crowded ports, Sail in Greece’s traditional gulets explore quieter bays, hidden beaches, charming fishing villages, and authentic Greek islands. Since each gulet accommodates a limited number of guests, availability naturally becomes limited much earlier than many travellers expect.

If you’re travelling with family, friends, or as part of a group, early reservations also ensure everyone can stay on the same departure.

The 6 Greek Gulet Cruise Routes Available in 2027

Sail in Greece offers six carefully designed itineraries, each providing a different perspective of the Greek islands while maintaining the company’s signature Saturday-to-Saturday cruise format.

Ionian Island Hopping (Corfu, Kefalonia, Ithaca, Zante)

The Ionian Cruise is one of the most popular routes for travellers seeking a balance of relaxation, sightseeing, swimming, and authentic Greek culture. Guests explore beautiful islands including Corfu, Kefalonia, Ithaca, Lefkada, Paxos, and Zante while enjoying daily swim stops in crystal-clear waters.

This itinerary is perfect for couples, families, and first-time visitors looking to experience some of Greece’s most picturesque islands.

Zante & Ionian Cruise (Kefalonia, Meganisi, Ithaca)

The Zante Cruise combines dramatic coastlines with peaceful island villages and famous natural attractions. Highlights include Kefalonia’s turquoise beaches, Meganisi’s quiet harbours, Ithaca’s legendary history, and the vibrant atmosphere of Zakynthos (Zante).

Travellers enjoy a mix of scenic sailing, local tavernas, optional excursions, and opportunities to swim in secluded coves that are only accessible by boat.

Rhodes & Dodecanese Cruise (Symi, Chalki, Tilos)

The Rhodes Cruise explores the beautiful Dodecanese islands in the southeastern Aegean Sea. Guests discover colourful harbours, medieval towns, peaceful villages, and crystal-clear anchorages throughout islands such as Symi, Chalki, Tilos, and Rhodes.

History lovers particularly enjoy this route because of its combination of ancient architecture, traditional island life, and impressive coastal scenery.

Mykonos & Cyclades Cruise

The Mykonos Cruise showcases the famous Cyclades island group, combining iconic destinations with lesser-known gems. Travellers experience whitewashed villages, blue-domed churches, lively waterfronts, and spectacular sunsets while exploring some of Greece’s most photographed islands.

The itinerary offers the perfect balance between vibrant nightlife, cultural exploration, relaxing beaches, and traditional Greek hospitality.

Harmony Cruise (Saronic Islands)

The Harmony Cruise explores the beautiful Saronic Gulf, located close to Athens. Islands such as Aegina, Poros, Hydra, and Spetses offer charming waterfront towns, historic landmarks, beautiful walking streets, and relaxed island living.

This route is ideal for travellers looking for shorter transfer times from Athens while still enjoying an authentic sailing experience through some of Greece’s most elegant islands.

18–39s Party Cruise

Designed specifically for younger travellers, the 18–39s Cruise combines island hopping with social experiences, beach parties, water activities, nightlife, and unforgettable memories.

Guests enjoy the same stunning sailing experience while meeting like-minded travellers from around the world. It’s an excellent choice for solo travellers, groups of friends, and anyone looking for a lively atmosphere alongside beautiful Greek scenery.

Best Months for a Greek Cruise in 2027 (with pricing guide)

The Greek sailing season runs from May through October, with each month offering something different.

May marks the beginning of the season, featuring pleasant temperatures, quieter islands, and attractive early-season pricing.

June offers warm weather, longer days, and ideal swimming conditions while remaining less crowded than peak summer.

July and August are the busiest months. Travellers enjoy consistently sunny weather, vibrant nightlife, and lively island events. Due to high demand, these months usually command premium prices and sell out first.

September is considered one of the best months for sailing. The sea remains warm after summer, temperatures become more comfortable, and popular destinations become less crowded.

October provides a peaceful end to the sailing season, with mild weather, beautiful sunsets, and excellent value for travellers seeking a quieter experience.

As a general guide, departures in May and October are typically the most affordable, June and September offer excellent value, while July and August represent peak-season pricing due to demand.

For current weather conditions and seasonal climate information, you can also refer to the Official Greek National Tourism Organisation.

What’s Changed for 2027 -New Destinations, Fleet Updates

The 2027 season continues Sail in Greece’s commitment to delivering authentic small-group sailing experiences while maintaining the high standards that have made previous seasons so successful.

Guests can expect carefully maintained traditional gulets, experienced local crews, flexible swim stops depending on weather conditions, and continuously refined itineraries designed to maximise time on the water and time exploring each destination.

Operational improvements, guest feedback, and itinerary refinements continue to enhance the overall experience while preserving the relaxed atmosphere that defines a Sail in Greece holiday.

As additional updates become available for the 2027 season, they will be reflected across individual cruise pages and departure schedules.

How to Book Your 2027 Greek Gulet Cruise (deposit, process)

Booking your 2027 cruise is simple.

1. Choose the cruise route that best matches your travel style.
2. Select your preferred departure date between May and October.
3. Complete your reservation online.
4. Pay the required deposit to secure your cabin.
5. Receive your booking confirmation and travel information.
6. Complete the remaining balance according to the payment schedule before departure.

Because 2025 and 2026 departures reached full capacity, booking early is strongly recommended, especially for July and August departures and for travellers requiring multiple cabins.

If you’re unsure which itinerary is right for you, the Sail in Greece team can help recommend the best route based on your travel preferences, budget, and group size.

Frequently Asked Questions

Is 2027 booking now open?

Yes. Sail in Greece has opened bookings for the 2027 season, with departures scheduled from May through October.

Why should I book early?

Previous seasons sold out well in advance. Early booking gives you access to the widest choice of dates, cabins, and pricing.

Which cruise route is best for first-time visitors?

The Ionian Cruise is often recommended for first-time visitors because it combines beautiful scenery, relaxed sailing, charming villages, and iconic Greek islands.

Are meals included on board?

Meals and onboard inclusions vary depending on the selected cruise. Please refer to the individual cruise page for complete details before booking.

How much deposit is required?

The required deposit and payment schedule are shown during the booking process and may vary depending on the selected cruise and departure.

Start Planning Your Greek Island Adventure

A gulet cruise remains one of the most rewarding ways to discover Greece. Instead of rushing between crowded ferry terminals or visiting only the busiest tourist destinations, you’ll wake up each morning surrounded by the sea, swim in secluded bays, enjoy authentic Greek cuisine, and explore islands at a relaxed pace.

With 2027 departures now available and previous seasons selling out completely, early planning provides the best opportunity to secure your preferred itinerary and travel dates. Whether you’re dreaming of the Ionian Islands, the Cyclades, the Dodecanese, or a lively social sailing experience, Sail in Greece offers a route designed for every type of traveller.

Start planning today and make 2027 the year you experience the Greek islands from the deck of a traditional gulet.