A Cruise around Italy & Greece

Katie & Marcello wanted to do something special for their anniversary – something not only memorable but that covered multiple incredible destinations. We knew the perfect way for them to maximize their time (and experiences) in the Mediterranean was to take a cruise. And they had a blast! Here is their trip report and top tips from each port:


The Ship

Getting to and on the boat [The NCL Dawn] was very easy! We arrived about 1.5 hours early and they checked us in early and we were one of the first on! The club balcony suite was very spacious with a great bathroom but the ship overall is slightly dated. The best meals we had on the ship were La Cucina, Cagneys steakhouse, teppanyaki and Moderno (probably in that order). We loved the cruise experience, especially the staff. We’ve been on many Royal Caribbean cruises and in comparison we think the food and drinks are much better on Norwegian but the entertainment is better with Royal. 

Cruising Crete

As for the ports. In Crete we did not make plans and did the hop on hop off when we got there which was the best choice. We hopped off at Knossos which is where all of the cruise excursion buses were and we did not pay nearly as much as they did. Knossos was amazing to see and read about. Then we walked a few minutes to a restaurant Pasiphae which was just far enough away from tourists to feel local and had a delicious and authentic Greek lunch! We bought a combo ticket at Knossos so hopped back on the bus to the architectural museum and were able to skip that line and see amazing artifacts that were often hard to wrap our heads around. A great stop! Then back on the bus to the boat.

Tip: Caution here that the late hop-on bus seemed to be around 430 pm so watch for times. 

Santorini & Mykonos

We tendered for Santorini and also did not have formal plans. When we arrived the line for the cable car up the cliff was extremely long but well worth the wait. Walking up the steps should not even be considered an option and we did not support the donkey option.

Once at the top, it’s pretty hard to navigate with tiny streets at different levels but we found a spot called Rastoni and it was one of the best meals of the trip. We did some walking and shopping and I had previously booked a sunset table online at one of the bars which was the right move because it gets very busy at sunset. It was Pk Cocktails which had a gorgeous view but meh drinks.

[Photo Credit: Andrea via Shared Adventures – read about their Greece & London adventure here!]

View of Santorini Greece on the cliff

Then back to the ship but the line for the cable car was over 3 hours so we had no choice but to walk.

Tip: Walking down the stairs was not bad at all however it is very steep, slippery, and covered in donkey poop. Well gripped shoes are a must and I can’t imagine how slippery it must be in the rain. 

Next was Mykonos where it was very easy to walk into town do some shopping and grab a bite to eat. Nothing overly recommended for us but everything we saw was great

Stop in Athens

I had booked a tour of Athens through Viator (Athens city highlights half day private tour) for only $200 and we had a private guide pick us up at the port and bring us to the Acropolis, Olympic stadium, changing of the guard and he even stopped and got us baklava. It was well worth the money for his stories and insights into the city. It was nice not feeling like one of 100 people on a large tour.

Tip: Highly recommend a tour for Athens. There also isn’t much to do directly near the port so some kind of transportation is necessary 

Final Greek Stop: Corfu

greek olives

I did something similar in Corfu through Viator (taste of Corfu private tour) for $270 which also had a private driver and we stopped at a very local olive oil and wine producer where we were the only ones there and had a private full tasting of everything they made. We went to a beautiful garden monastery and then to a beach where we took an almost private boat ride through caves and watched the sunset. This was many people’s least favorite port because without a plan there isn’t much to do but we had an amazing day.

[Photo Credit: Eberhard Grossgasteiger via Unsplash]

Tip: The boat ride through the caves was the most memorable and difficult to get to without a guide like we had. A tour like this is most recommended for Corfu.

Cruise to Naples

In Naples, I chose a food tour through Viator (the 10 tastings of Naples with locals) which was a private tour that I might not recommend. The guide was lovely and we ate some great food but we walked much more than expected and I wasn’t sure we received all the stops we were supposed to. We saw a lot of the city which was nice but I’m not sure I would do it again. Naples is all about food and it’s such a big city that some type of navigator is preferred but maybe not this one. The city is very close to the port so transportation is not needed.

Florence & Pisa

Florence/Pisa was our only ship shore excursion and it was amazing. It was a very large group (almost 100) but it was okay for what we were doing. We chose Pisa and taste of Tuscany for $250pp. The price was steep for what you got but it was a fun day.

They took us to Pisa to explore the monuments and shop and the guide was really great. Then to a Tuscan winery to see the vineyards, try all the wines (unlimited tasting) and a classic Italian lunch of pasta and antipasti. It was very fun, delicious and expensive as we ended up buying a lot of wine and shipping it home.

Unfortunately our day in Cannes was cancelled because the wind was too strong for us to tender. I had had a Viator tour booked but was refunded because of this. 

Overall I was very impressed with Viator in their prices and communication. Everyone messaged me many times about meeting times and locations and the guides always made sure we were back to the ship with lots of time to spare. I felt safe and confident in the tours we chose. 

Final Stop of the Cruise: Barcelona

Finally Barcelona. Hotel Colon was absolutely beautiful and such a perfect choice! It was right by the cathedral and had a rooftop bar. We took a taxi to the hotel which was very easy (about 30 euro) and left our bags. Then, found a cafe and toured the beautiful cathedral. We learned that Sagrada Familia is actually not a cathedral and is much more modern than the cathedral we toured (and slightly overrated to the locals).

Then we went on a food tour booked through Viator (Barcelona tapas and wine experience) which was by far my favorite tour. An amazing value, not much walking, and a lovely guide. We went through the food and fish market, had wine and tapas in a wine cellar, tried four restaurants, and learned a lot about the city.

I had done some researched and booked Arcano for dinner and I cannot overemphasize how good this meal was. I would go back here a thousand times! And our guide recommended a flamenco show at Palaus Demases. There are many flamenco shows but this one was in a very old building, truly authentic and very small. We paid for vip seats which is a must to see how much work their feet are doing. It was such an authentic experience and so much fun! 

I hope these tips can help others on their trips! We had an amazing vacation and can’t thank you enough!

Katie Lessa

How to Approach Your Honeymoon Budget

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A honeymoon is a once-in-a-lifetime vacation! So it should be unique to you as a couple and should create special memories that you’ll be talking about for years to come. Whether you’re dreaming of an overwater bungalow, a fairytale town, or a cabin in mountains, you’re also planning for a wedding, and you probably don’t want to break the bank along the way. So, how do you even begin to put a price on your trip of a lifetime and plan your honeymoon budget? 

Where you want to go, what you want to do, and what level of luxury you want to experience will all factor into the overall cost. And there are a few simple steps to figure out what is realistic and what you can afford. We’ve created a fun worksheet to get you started with the steps outlined below. Download our free Honeymoon Budget Worksheet here!


STEP 1: COMMUNICATION & THE BIG PICTURE

The foundation of every good relationship is communication. And budgeting for the perfect honeymoon requires a lot of it! You want to ensure that you’re both on the same page in terms of expectations. 

honeymoon couple sitting on a log in a rainbow in hawaii

Start with the big picture. You don’t have to decide where you’re going or what exactly you’ll do when you get there, yet. Instead, talk about what kinds of things you imagine doing and in what kinds of environments.

Are you walking hand-in-hand along a white sandy beach with ocean waves as your soundtrack? Wandering the cobblestone streets of Europe and feeling like you’ve stepped into a fairytale? Spending your days lounging in your luxury honeymoon suite with an awe-inspiring view? Did you travel far to get there or was it a quick flight to paradise?

[Photo Credit: Molly & Matt via Shared Adventures. Read about their Hawaiian Honeymoon here!]

Try starting the conversation by telling the story of your honeymoon. “I imagine we spend our honeymoon… sipping cocktails in lounge chairs on the beach…”

Once you agree on the general big picture, take some time to write down things you love to do together to give the trip a focus on who you are as a couple. Then write out your non-negotiables. Do you want to leave right after the wedding? Does the accommodation need to have a pool? Do you want to have an immersive local experience? Make sure you’re both clear on what your partner expects from this amazing vacation.

STEP 2: TIMING & LOCATION

Timing

Once you have the big picture, you can get into the details and the budget. First, consider how much time you have for the honeymoon. Most people have a certain amount of PTO and you will probably take some of that for the wedding. So, consider how many days you can realistically be away. 

If your dates are flexible and the destination is more important than the timing, you can skip the following step. 

honeymoon couple in the Dolomites Italy

Now, it’s time to consider the all-important seasonality. Many couples still travel right after the wedding, meaning a fixed time frame for their honeymoon. Consider which destinations are best at different times of the year, and look at whether your specific travel dates exclude any destinations because of poor weather conditions or too-high prices.

[Photo Credit: Shannon & Lou via Shared Adventures. Read about their winter honeymoon to Northern Italy here!]

Region

If you have a specific destination in mind then you can skip this step. However, if you’re still not sure exactly where you want to go, the next step is to figure out a general region. Ask yourself the following:

Do you want to stay close to home or travel farther abroad?
Are you looking for warm or cool weather?
Do you want somewhere on the coast with a beach? Or a big city?

Take a look at a map and talk about the different areas these questions bring to mind in connection with your dates. For example: if you’re looking to stay close to home, with warm weather, on a beach in early June, then you’ll stay in the northern hemisphere and might head to places like Mexico, the Caribbean, or the Bahamas. 

STEP 3: COST ESTIMATES

Flights

Airfare costs are generally fixed with very little wiggle room and can take up a good chunk of your budget. This makes them the best starting place. Even if you’re not set on a particular destination yet, look back at your time frame, and potential regions. Then start looking at average flight prices for those options. Finding the average flight cost will give you a good starting point for your budget. 

Remember to be realistic when you’re looking at flights. You’ll only want one connection and not the super-restrictive basic economy fares that involve all sorts of added fees for seats and bags. Looking at the average economy class fare will give you a better idea of what to build into your budget. And if you’re thinking about splurging on Business or First class for this trip of a lifetime, take a look at those prices too.

The Rest 

Once the estimated airfare is taken into account, it’s time to work out the details. The rest of your budget can fall into roughly three categories: Activities, Accommodations, and Meals. Put these in order of priority (for you) to figure out where you want to splurge and where you can save a little. Are you set on being awe-struck during a hot-air balloon ride? Does your mouth water at the thought of eating at a Michelin star restaurant? Do you want only the finest luxury resort? Whatever is most important, allocate more of your budget towards that key thing. You can make compromises on the pieces that aren’t as important to you. 

Sunset beach Costa Rica Honeymoons

Pro Tip: If accommodations are important but the full trip in a high-end hotel is stretching your budget, try splitting the accommodations. Stay in a slightly cheaper hotel first and end the last few days on a high note at the luxury property!

[Photo Credit: Katey & Oliver via Shared Adventures. Read about their split-accommodation Costa Rican honeymoon here!]

After deciding which is most important, you can do a little research as to average costs. It doesn’t have to be exact, just a quick search to get a general idea. 

Honeymoon budget worksheet filled out with examples

STEP 4: SAVING

The final step, once you have a ballpark cost is to add 20%. This is your honeymoon and there are going to be many “treat-yourself-moments”! It’s best to build those into the budget early on. 

Finally, decide how you want to start saving! Consider a honeymoon registry to help fund all the extras. After establishing the basic framework for the trip, you can set up a wish list for guests to contribute to tours, activities, spa treatments, dinner on the beach, etc. Set aside a certain amount each month and start saving! 

Remember, this method only gives you an estimate, not a hard and fast exact cost. There is always some wiggle room.

WAYS TO SAVE

If you’re finding it hard to get everything on your wish list AND stay within your ideal budget there are a few things you can do to save money:

  1. Consider cutting a night (or two) to make it work. No one ever remembers how many nights they spent at a destination. It’s better to have exactly the experience you’re dreaming about, but for one less night. If you cut back on the overall experience just to stay longer, you’ll regret it.
  2. Keeping your dates flexible lets you take advantage of low-season travel and lower prices. Or head to a less-expensive and popular but no-less-amazing destination. 
  3. Talk with a travel agent! Travel agents have years of experience and know-how. If your final budget is just a little more than you want to spend, a travel agent can help. We might know a unique destination that has everything you’re looking for with a slightly lower price tag. We might be able to get you special rates and perks on accommodations. We have connections with tour guides, private drivers, and hoteliers all over the world, giving us the inside scoop on the best destinations for every size budget.

Even in money matters, travel planning should be fun and inspiring. After you fill out the worksheet, let us know what you discover about your dream honeymoon and we can get started!

The Best Honeymoon Destinations (by Month)

Honeymoons by Month Pin
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The majority of couples still take their honeymoons shortly after the wedding. Which means that honeymooners have to consider seasonality and find a destination that works well for their specific travel dates. But how do you know which places are the best at different times of year? Don’t worry — we’ve got you covered, with our handy guide to the best honeymoon destinations by month!


The Weather

Before we get to the months, there are a few criteria to keep in mind. First is, of course, the weather.

Sunset beach Costa Rica Honeymoons

Beachy and tropical islands often have just two seasons: Dry and Rainy. These seasons tend to be the opposite on different sides of the world. So no matter what month you travel in, you can find a beautiful beachy location somewhere.

[Photo Credit: Katey & Oliver via Shared Adventures – read about their Costa Rica Honeymoon here!]

The Crowds

a piazza in Rome full of tourists, ideal for Honeymoons

The other important factor to consider is crowds. Certain months see high crowds for a reason. Everyone is excited to experience the best weather the destination has to offer! Think about whether it’s more important to you to have the best weather possible (despite the crowds). Or would you prefer to risk some less-than-ideal days in exchange for having a sense of seclusion?

[Photo credit: Ann via Shared Adventures]

With these answers in mind, have a look at our monthly guide! We’ve split the destinations into two categories: “High-season” is the best weather with potentially the biggest crowds. “Best balance” has decent weather balanced with smaller crowds.

January

St. Lucia– high-season
Costa Rica- high-season
Aruba – high-season

Norway high-season
Swiss Alps- best balance

Beachy Honeymoons: For the best weather, look to the equator. Destinations in the Central America region ( including the Caribbean) will be beautiful. They will also be in peak season. January offers clear blue skies, warm seas, and a perfectly idyllic beach vacation. It’s just a bonus that you can escape from the cold!

Snowy Honeymoons: Consider just how cold you truly want it to be. The further north you go, the darker and colder it gets, which gives you the brilliant opportunity to see the Northern Lights. January also tends to be less busy than February in top ski destinations due to the shorter days.

February

Mexico– high-season
New Zealand- high-season
Hawai’i – best balance

Swiss Alps- high-season
Norway- best balance
California- best balance

Beachy Honeymoons: February is a peak month for tropical travel. The Caribbean, and Mexico are popular with everyone trying to escape the winter cold, including families on school vacation breaks. Hawaii can be a good option, because the weather is temperate year round and spreads the crowds out. And French Polynesia might work, as long as you’re okay with some passing rain showers.

Snowy Honeymoons: How important is skiing? How cold is too cold? If you want to hit the slopes every day of your honeymoon, then February is prime ski season in many winter destinations! If you’re looking for other winter activities, you’ll find the extra cold temps mean a lot of opportunities to snuggle up, fewer crowds, and more daylight hours for adventuring!

March

The Maldives– best balance
New Zealand- best balance

Iceland- best balance (for snow)
Japan- high-season (mid-March)

Beachy Honeymoons: March is a great honeymoon month to avoid crowds if you don’t mind a little unpredictability. It’s the last month of the dry season in many places. So look more closely at the weather reports and consider spots where a few small showers and cooler nights will enhance your trip.

Snowy Honeymoons: This is the last opportunity of the year to enjoy a snowy destination! Consider what winter activities you’re most excited to experience. Because you start to get longer hours of daylight in March, find a destination that has a lot of outdoor adventures. 

a view of the siene, the eiffle tower and the paris skyline in Paris for Honeymoons
[Photo Credit: Ann via Shared Adventures – read about her April in Paris trip here!]

April

The Caribbean– best balance
Seychelles- best balance
South Africa- best for combining different regions

Australia- best balance
France- high-season
Napa, California- best balance

Beachy Honeymoons: April is the bridge between the dry and wet seasons. For the best weather, look into heading a bit further towards the southern hemisphere. If you’d rather stay closer to home, the Caribbean will have some unpredictability, but overall beautiful days and lower crowds. 

City Breaks: April is the beginning of perfectly romantic city breaks. Consider locations that you dream of strolling around, admiring the architecture and the flowers in bloom. Look to Europe and Japan for the most beautiful displays of spring blooms. 

May

Portugal– best balance
Malta- best balance
Costa Rica- best balance
Hawai’i- best balance

Fiji- best balance
Scotland- best balance
Ireland- best balance

Beachy Honeymoons: A perfect shoulder month. If you’re looking to stay closer to home, the Caribbean and Central America will have lower crowds without (yet) the summer rains. Otherwise, you can beat the summer crowds but enjoy the rising temperature on the other side of the globe. Southern Europe and the South Pacific are entering their dry season. Warm weather, low humidity, and the islands practically to yourselves — It makes the long plane trip worth it! 

Sightseeing and Exploring: If you’re not a sunseeker, look into northern Europe. A perfect combination of warm days, cool nights, green countryside, lower crowds, and maybe still a little snow on the utmost mountain peaks. 

lush green mountains of Hawaii an a blue bay on the road to hana. perfect for hawaii honeymoons
[Photo credit: Ann via Shared Adventures Travel]

June

Hawai’i– high-season
Antigua- best balance
St. Lucia- best balance

Fiji- high-season
Greece- best balance
Alaska- best balance

Beachy Honeymoons: June is the beginning of hurricane season in the Caribbean, but it’s still too early for major risk. This is a good month for sun-seekers. Look for spots where you can sneak in before the storm risk increases in late summer.

City Breaks: June is an excellent month for city breaks. Everything is open and waiting, but the true heat of summer hasn’t settled into the cobblestones yet. Look for cities that allow you to get out into nature a bit for a cool breeze.

July

French Polynesia– high-season
Malta- high-season
Italy- high-season

Ireland- high-season
Canada- high-season
Iceland-high-season

Beachy Honeymoons: French Polynesia and southern Europe swell to their peak popularity. Honeymooners in July will almost certainly have to share the beaches with plenty of other travelers.

Outdoorsy Honeymoons: July is the peak month for many cooler-weather destinations that are just coming into their own at this time of year. Look to the north to find green fields, hiking trails, cool mountain lakes, fresh breezes, and unending hours of daylight.

August

Kenya & Tanzania– high-season
Mozambique- high-season
Bali- high-season
Vietnam- high-season

Croatia- high-season
France-high-season

The sweltering temps are reaching their peak and everyone is looking for a beach. August is difficult to avoid crowds, especially in Europe where many countries have their summer vacations. Look to the islands in Southeast Asia and Southern Africa for the peak of the dry season. Beautiful beaches and beautiful clear skies await you there.

driving nin maine
[Photo credit: Liz via Shared Adventures Travel – read about a New England Roatrip here!]

September

Hawai’i – best balance
French Polynesia- best balance
Bali- best balance
Greece- best balance

Croatia- best balance
Italy- best balance
Japan-best balance
The UKbest balance

Beachy Honeymoons: This is the perfect moment to swoop in and enjoy the last warm days without all the crowds. Look to the most popular summer beach destinations. You’ll find amazing weather, still-warm seas, and fewer people.

City Breaks: Like April, September is a perfect month for city breaks. The sweltering heat dissipates and the nights start to cool. Everything is still open and buzzing from summer, but the temperatures and crowd levels are much more pleasant. This is the time to visit Italy, Greece and Croatia!

October

Mauritius-high-season
Vietnam- best balance
Dubai- best balance
Zambia- high-season

France- best balance
Amsterdam- best balance
Canada-best balance
New England- high-season

Beachy Honeymoons: This is the best time to visit those destinations that are almost unbearably hot in summer. While October brings unpredictability, it also brings good opportunities to explore beyond the beach. 

Cool Honeymoons: Stunning fall foliage is the main focus of an October honeymoon in North America and Europe. While you may have a mixture of sun and rain, October’s quiet crispness in the cities will only add to the romantic atmosphere.

November

Thailand-best balance
The Maldives- high-season
Jamaica- best balance

Australia- high-season
Argentina- best balance
Chile- best balance

November is all about the Southern Hemisphere. While the north experiences rain and cloudy skies, the south is right at the beginning of summer. The weather isn’t too hot yet and the crowds aren’t too big, so overall you want to consider the bottom half of the world. It’s also a good time for the Caribbean, as the hurricane risk is nearly past, and crowds ten to be lower.

December

The Caribbean-high-season
Mexico– high-season
Thailand– high-season
Bali- high-season

Copenhagen- best holiday markets
Austria- best holiday markets
Prague- best holiday markets

Beachy Honeymoons: The holiday season sees everyone in the north escaping the cold for beautiful beaches. Consider places near to the equator on both sides of the world- South East Asia, The Caribbean, and Mexico are all in their stride. 

Snowy Honeymoons: The beginning of snow, cold temperatures, and beautiful holiday markets! While snow is a little unpredictable, consider those cold-weather cities with booming holiday markets as the perfect cozy romantic destinations. 

Celebrate on a Yacht in the Greek Islands

How to Charter a Yacht in the Greek Islands Pin
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Whether you’re celebrating retirement, a promotion, a reunion, surviving 2020, or perhaps the best reason of all: “I have always wanted to go there and now the nest is empty and I can”, travel is a great way to celebrate a milestone in your life. And a private yacht charter in the Greek Islands is about as celebratory as you can get! You can visit a stunning chain of islands without having to worry about accommodations, activities, and transportation. Charters let you discover hidden spots and idyllic beaches that are often only accessible by boat. And each day brings a new port with something different for everyone to enjoy.

Here’s everything you need to know to get started:


What is a Yacht Charter?

Chartering a yacht can take a couple of different forms. Basically, you are renting a passage on a small ship to visit islands, beaches, and charming seaside towns. But there’s so much more to it.

view on a sailboat at sunset with islands in the background

Chartering a yacht gives you freedom and flexibility, a luxurious vacation, and a chance to maximize your time while still enjoying a slow island pace.

[Photo Credit: Chiara Bonetto via Unsplash]

Most yacht charter itineraries let you choose which spots you’re most excited to visit within a specific group of islands. Best of all, if you find a spot that is so idyllic that you want to spend an extra hour soaking it all in, or realize that this particular island just isn’t for you, a yacht gives you the flexibility to make those changes “on the fly”. 

There are three main types of yachts to choose from for your voyage:

Motor: a motor yacht is more like a 5-star hotel on water. These yachts tend to be stylish, sporty, and speedy. They’re perfect for zipping between islands and covering more ground (water). They are usually a bit more spacious which makes them perfect for bigger groups. 

two catamarans in the bay

Catamaran: These two-hulled vessels tend to be more stable on the water and more luxurious than other sailing yachts. With a little more space, you can expect larger cabins, decks, and lounges. Catamarans often have a full crew with a captain, chef, and gourmet meals included.

[Photo Credit: Patrick Lalonde via Unsplash]

Sailing Yacht: monohull sailing yachts are a bit smaller than the others. They also tend to be more susceptible to changing weather conditions. So sometimes your itinerary may literally depend on where the wind takes you. Sailing yachts give you a sense of adventure, a connection to the water, and a chance to immerse yourself in the myth and mystique of the seas. Sailing yachts typically come with a skipper. They will steer you safely from port to port and offer a lot of local knowledge and lore about each spot. 

Why are the Greek Islands the Perfect Charter Destination?

a greek flag waving off the end of a boat as it leaves a village of white-washed houses in Greece
Sailing away from Naousa (The Cyclades) [Photo Credit: Peter Boccia via Unsplash]

With more shorelines than anywhere else in Europe, the Greek Islands are the perfect place to explore by the sea! There are roughly 6,000 islands to choose from (only 200 of which are inhabited). Giving you a wide range of options. With superb food, stunning scenery, clear waters, and a balance between exciting nightlife and taking it easy, there’s plenty to love!

aerial view of people swimming next a yacht in turquoise blue waters and white rocks in the Greek Islands

The postcards don’t lie — and seeing these gorgeous places in person you realize that a photo doesn’t even come close to what the islands offer. Plus, seeing the Greek Islands by yacht allows you to find the most peaceful and secluded spots. It’s easy to escape the crowds and celebrate with only your closest friends.

[Antiparos, The Cyclades Photo Credit: Dimitris Kiriakakis via Unsplash]

Whether you’re exploring ancient ruins, stopping at a local olive grove, hiking to stunning vistas, relaxing on golden sand, or diving under the waves for a bit of snorkeling, Greece offers activities for every kind of traveler.

Which Greek Islands Should You Explore?

Everywhere you cruise you’ll be awed by the spectacular scenery of Greece. Whether you’re looking for nightlife in Mykonos or some peace and quiet on the Ionian Islands, each island has its own flavor and uniqueness. 

The Grecian islands are separated into 6 different groups. The Dodecanese, The North Aegean, The Sporades, The Saronic Gulf, the Ionian Islands, and the Cyclades. For your first yachting experience, we recommend focusing on one of the latter three groups. 

a catamaran in the bay of a village of Hydra built into the mountain in Greece

The Saronic Gulf: These islands are the most accessible from Athens and have been the preferred destination for wealthy Athenians for centuries. With charming alleys, meandering staircases, 19th-century mansions, and secluded beaches, these islands perfectly combine elegant social life with a slow-paced island atmosphere. Their closeness to Athens may seem like they’re ideal for day-trippers, but the stunning beaches are often only accessible by water. This makes them a perfect spot to experience via yacht charter. 

[Hydra, Saronic Gulf Photo Credit:Despina Galani via Unsplash]

an old venitian fortress overlooking the sea next to mountainous cliffs in Corfu Greece

The Ionian Islands: Also known as the Eptanisa islands, there are seven main islands in this group. Being so close to Italy, you can see the influence of 400 years of Venetian occupation. There are traces of the Italian language, music, and colorful houses. The seas aren’t too windy. They boast incredible swimming spots, best explored from a yacht. These islands are ideal for those looking for relaxing ports, traditional villages, and an all-around peaceful getaway. The most famous spots include Corfu, Paxos, and Zakynthos.

[ A church inside an Old Venitian Fortress on Corfu, The Ionian Islands Photo Credit:Alexander Mils via Unsplash]

white and pink buildings overlooking a yacht sailing in cobolt blue water in Greece

The Cyclades- The largest group of the Greek islands, these 2,000 islands (33 of which are inhabited) are located in the center of the Aegean Sea. They have been important trading posts since the Neolithic Age. They are steeped in history– with plenty of ancient ruins to explore. The Cyclades offer you the most classic Greek Island experience. With whitewashed buildings, blue domes, pink bougainvilleas, and clustered villages atop mountainous terrain. From the cobalt blue sea to the bleached-rock landscape you’ll feel you’ve sailed into a postcard

[Oia, the Cyclades Photo Credit: Clement Souchet via Unsplash]

a small stone street with whitewashed buildings and bougainvilleas for boutique shopping in Greece

Characterized by charming towns and breath-taking views you’ll also find the Cyclades offer luxury boutique shopping and incredible restaurants. Even with the popularity of Santorini and Mykonos, the island group still has some hidden gems. Which can be found with the local guidance of your in-the-know skipper. The Aegean also can usually be counted on for gentle winds and low rolling waves — perfect sailing conditions.

[Paros, the Cyclades Photo Credit: Despina Galani via Unsplash]

What can you expect on a private yacht charter?

You’ll have flexibility without having to worry about making every tiny decision.

Why not enjoy breakfast before sailing to a new port where you can swim and enjoy the sea? Relax on the boat or snorkel followed by a traditional Greek lunch. You could sail a few more hours before arriving at a new port to explore, shop, and dine. While you’re sailing, perhaps try your hand at the helm! Or else let the skipper worry about it and take the time to relax, nap, read, or just enjoy the incredible views. When you arrive at an island port, your skipper can give you the lay of the land. They’ll direct you to the best local spots to eat, drink and enjoy.


Ready to let go of responsibilities and enjoy the magic of sailing around the Greek islands? If you’re ready to start planning your celebratory yacht charter, let us know!

You provided excellent guidance for us. I appreciated that you really had us think about what was most important to us when we were selecting the right cruise – and not to totally focus on what other people had to say. THANK YOU for helping to make this a memorable trip for our family! It really was a trip of a lifetime!

Clare and Mark (family cruise to Alaska)

The level of service we experienced was out of this world (and we did NOT make it easy on Ann). We weren’t quite sure where we wanted to go, when we would be able to go, or what “vibe” we were going for. After asking us some key questions (what we liked, didn’t like, why, etc.) Ann helped us narrow down our trip details and planned the honeymoon of our dreams. She helped book some of our excursions, answered some emergency questions while abroad and was always available/willing to help. I think it’s safe to say we won’t be using anyone else for future travel planning – Ann is a rockstar!

Carli (Italy and Spain)