Deciding Between Mykonos and Santorini

Ah, the Greek Islands – sun-drenched landscapes, turquoise waters, and ancient charm. But when it comes to Mykonos and Santorini, two of the most famous islands, choosing the perfect one can be daunting. Which one is right for your travel style? Below we consider the vibe (atmosphere), pros, cons and key questions to consider when deciding between these two incredible islands.

Mykonos

What can you expect from a stay on Mykonos? Think endless stretches of golden sand, vibrant beach clubs pulsing with music, and cosmopolitan charm. Mykonos caters to the social butterfly: those seeking lively nightlife, trendy boutiques, and the chance to rub shoulders with celebrities.

waves and windmills in Mykonos Greece

Imagine yourself indulging in champagne showers at Paradise Beach, dancing into the sunrise at Super Paradise, or exploring the narrow, whitewashed alleys of Mykonos Town. Mykonos offers charming Mykonos Town, windmills, and scenic coastal walks. This island perfectly caters to diverse interests, whether you want to relax on golden beaches, indulge in luxurious spas, explore Delos Island’s ancient ruins, or hit the vibrant nightlife scene.

Pros

  • Perfect for short trips 3-4 days
  • Flatter landscape – better for those with mobility concerns
  • Lots of variety available
  • Soft-sand golden beaches

Cons

  • Not as dramatic scenery as Santorini
  • Fewer activities are available in the off-season – most of the island is closed.
  • Not very many wineries to enjoy

Questions to Ask When Considering a Mykonos Vacation

Who am I traveling With? – Mykonos is perfect for families, large friend groups with diverse interests, and multi-generational trips or folks with mobility concerns.

How do I feel about Crowds? – In the quieter “shoulder” season you can actually escape the crowds on Mykonos. The slightly wider streets and larger island also offer some crowd relief, so if crowds aren’t your thing Mykonos is the best option.

Do I want an Active Adventure or More Relaxation Time? – Mykonos offers more relaxing on soft sand beaches, go with the flow vibes. There is a greater focus on wandering, relaxing and indulging.

[Photo Credits: Courtney via Shared Adventures Travel]

Santorini

What can you expect from an adventure to Santorini? Picture dramatic cliffsides crowned by whitewashed villages, breathtaking volcanic landscapes, and panoramic views that melt your heart. Santorini entices the romantic soul: those yearning for candlelit dinners with caldera views, intimate sunset strolls through Oia’s charming streets, and exploring ancient ruins steeped in myth.

A happy couple with the white washed walls and blue domes of Santorini Greece behind them

Witness the fiery magic of the sunset, sail around the volcanic caldera, or indulge in a wine tasting amidst the vineyards. Santorini offers volcanic hikes, wine tastings, boat tours, and cultural immersion. It’s the perfect destination for outdoor adventures.

Pros

  • Unbelievably stunning dramatic views and vistas
  • Perfect for hiking and outdoorsy activities
  • Romantic atmosphere which caters to honeymooners and couples
  • Over 20 wineries to enjoy
  • Plenty to do and see – could easily spend a week on the island

Cons

  • Lots of hills and stairs – challenging for those with mobility concerns
  • Longer tourist season – expect to find crowds from early April – November
  • Volcanic pebble, rocky, or course sand beaches

Questions to Ask When Considering a Santorini Vacation

How much Time do I have? – There’s enough to do to spend a whole week here and you can take your time to enjoy Santorini. It’s worth spending more than a few days, if budget permits.

sunset over the ocean santorini greece

Do I want an Active Adventure or More Relaxation Time? – You can, of course, spend time relaxing on Santorini but with its dramatic cliffs and volcanic landscape it’s great for active travelers who enjoy hills, stairs, hiking and water adventures like kayak and boating.

How do I feel about Crowds? – Santorini is well known and its narrow streets don’t offer a lot of breathing room. While the shoulder season is less crowded there will almost always be crowds. But, as Santorini makes an effort to become a year-round destination, more hotels and activities are available in the cooler months. (The only thing you won’t find open in winter is beach clubs/ pools)

[ Photo Credits: Alicia & Jay via Shared Adventures Travel – read about their family adventure to Greece here! / Christina via Shared Adventures Travel]

No matter which famous island destination you choose – you’re sure to have an incredible time soaking up the sunshine and beautiful Greek culture! If you’re ready to start planning your Greek Island Adventure – or want to find out about some hidden-gem island options — let us know!

Renting a Villa for A Group Trip

When our client reached out for help planning a large (26 people) week-long reunion in Mexico, we considered all the options. When you’re planning for a large group trip like that you might look at all-inclusive, cruises, and more “DIY” options like a vacation home rental. This family considered them all before deciding on a fully-staffed villa, and it ended up being the perfect choice!

Why a Villa is Perfect for Groups

Villas offer a multitude of benefits that cater to the needs and preferences of multiple individuals, ensuring a seamless and enjoyable vacation experience. When you’re planning a large family reunion or a vacation with a big group of friends your goal in taking a vacation together is generally to enjoy each other’s company. You want to spend time with each other, not separated in your own hotel rooms, and a villa accommodates that in the most perfect ways.

Everything about the villa was stellar and everyone was extremely impressed and pleased with their stay.

The Riviera Maya Hacienda was nothing less than magnificent.  The pictures of the Villa do not do it justice.  We were in awe from the moment we walked in (Margarita’s waiting for us). And continued to discover so many lovely nooks and crannies.  Comfortable surroundings, soothing breezes and gorgeous bedrooms. 

Fully staffed villas provide ample living space to accommodate a large group comfortably, ensuring everyone has their own retreat and shared areas for communal gatherings. Having a dedicated staff on hand eliminates the need to divide tasks among yourselves. It allows you to focus on relaxing and enjoying each other’s company.

They often feature expansive outdoor spaces with private pools, gardens, and patios. Ideal for hosting barbecues, pool parties, and other fun activities. Villa rentals allow you to customize your stay to suit your group’s specific interests. Whether it’s exploring nearby attractions, embarking on adventures, or simply relaxing and enjoying the tranquility of the villa.

The whole week was a dream! We were all so grateful to have so much time together (and SO glad we weren’t at an all-inclusive!).

Even the most upscale villas can be more cost-effective than renting multiple hotel rooms. For families, reunions, or even just a couple of couples- the price per person often works out to be equal to a nice hotel or resort.

Sharing a villa with loved ones fosters a strong sense of community and camaraderie. It creates lasting memories that will be cherished for years to come.

What Does A Fully Staffed Villa Include?

It always depends on you and what you’re looking for, but generally, a staffed villa will include a butler, chef, housekeeper, and perhaps even child care. All the benefits of a hotel staff so that you and your group don’t have to worry about cooking, cleaning, or otherwise caring for your space.

The wait staff was MORE than phenomenal.  They became part of our family.  Our needs were met with great smiles and nothing was too much for them to provide.  Jorge, Patricio and Edam were so gracious and wonderful with our little ones.

In many Villas, you can decide how much staff you need. A butler, a housekeeper, a chef, a driver, child care? You can add these services as needed. Because they are with you the entire time you enjoy that personal luxurious touch.

The food prepared for us was out of this world; abundant, presented beautifully, and more than delicious.  Eating fruit and fish will almost be impossible now that we are back in the States! They did such a great job catering to everyone’s preferences.

Considering a Villa Rental?

  • Be sure you know what kind of vacation you want. If your idea of relaxing is curling up with a good book, make sure the villa has plenty of nooks where you can get some time to yourself! If you plan to do a lot of cooking, make sure the kitchen is big enough for everyone to roll up their sleeves and help out.
  • Choose your group wisely – make sure your expectations are the same and you know that spending a week together under one roof is a good idea!
  • Be clear on location- How far out in the country will you be? Will you need a car to get into town? Is it actually on the beach or is there a road down to the sand? What kinds of activities do you want to do with your group?
  • Remember that many properties have one-week minimums and rent from Saturday to Saturday.
  • Plan well in advance so that we can help you get the exact kind of villa you’re looking for with all the amenities you want!

If you’re starting to consider a villa rental for your next big group trip take a look at our more in-depth Villa Guide Blog . And then reach out! We’d love to help you plan the perfect group adventure.

How to Make the Most of Unexpected Weather

We’ve all had those vacation days that feel ruined by the weather. You’re all set to relax on the beach and instead find yourself in the middle of a tropical storm. You have dreams of warm sunny but not-too-hot days exploring the city, but instead there’s a sudden cold front, it’s pouring with rain, or there’s an unprecedented heat wave. How do you make the best of the unexpected weather? Here are our top tips for saving your vacation:

Mindset & Preparedness

Having the right mindset will change everything. Always look for the “silver lining” and the sudden opportunities the unexpected weather affords you. Keeping a positive mood will drastically affect your vacation, and you’ll find yourself enjoying the turn of events instead of bemoaning the situation.

The first step to a good mindset is preparing yourself beforehand. You should start checking the weather the moment you start packing. Knowing that you might run into rain or extreme heat will help you make alternative plans and keep your expectations realistic. Always check the weather app again in the morning before you head out for the day.

[Photo Credit: Ann via Shared Adventures – read about her hot but lovely trip to Thailand here! ]

Be flexible with your plans, and look at the weather as a chance to slow down and relax. Have a big lie-in, take it slow, and savor the fact that you’re on vacation.

Have the Right Gear

Even the most consistent places can have a sudden change in weather. Always pack one thing to keep you cool/warm even if you’re pretty sure you’re not going to need it. You’ll be glad for the just-in-case item.

If rain is a possibility on your trip you’ll want to focus on being waterproof. A lightweight jacket, a travel umbrella, dry bags for your stuff, and more-or-less waterproof shoes will go a long way to improve your mood.

If you’re traveling in the height of summer, or to a particularly hot & humid locale, protecting yourself from the sun should be a top priority. Pack sunscreen, sunglasses, a water bottle, loose light layers, a hat, and most importantly a fan!

Although it may seem more effort than it’s worth, we’ve found an old-fashioned hand fan to be light, easy to carry, and a complete lifesaver on the hottest Italian days.

[Photo Credit: Liz via Shared Adventures]

Go Out and Enjoy the Weather

If you’ve packed the right gear, and checked the weather forecast to make sure it’s safe – we highly recommend braving the weather! There’s an old saying that “there’s no such thing as bad weather, only unsuitable clothing.” And there are so many benefits to going out and getting a little wet or cold anyway.

You’ll have the place to yourself. This is the perfect time to visit the biggest and best attractions. Most of the crowds will be huddling indoors and you’ll get to enjoy these amazing places virtually crowd-free.

[Photo Credit: Liz via Shared Adventures]

If it’s safe and just a drizzle you can still enjoy a walk on the beach – you were going to get wet anyway, right? Grab your umbrella, and your waterproof shoes and enjoy the quiet of a world to yourself. You won’t melt in the rain and you can enjoy those romantic storybook vibes you see in the movies.

a rainbow across the rainy green hills of Snowdonia Wales

This is the perfect time to enjoy atmospheric photos, beautiful rainbows, and explore spots you might have missed otherwise.

[Photo Credit: Ann via Shared Adventures – Read about her UK Adventure here! ]

Find the best Indoor Activities

It’s important to know when to stay inside too. Whether it’s a big thunder and lightning storm or an unbearable heatwave, sometimes it’s safer to stay indoors.

Museums – Extreme weather is a great time to buy a museum pass and see what your destination has to offer. Even the smallest towns and unlikely beach destinations have some interesting museums available!

In Belgium Beth showing off her chocolate- shopping bags in the Brussels Shopping Mall

Shopping – Head into the malls, the boutique shops, and the bookstores. The inclement weather is a good excuse to buy all those souvenirs and spend the day choosing the perfect memento.

[Photo Credit: Beth via Shared Adventures – read about her adventure to Brussels, Amsterdam and Paris here! ]

Foodies – If you enjoy local foods and local drinks then extreme weather is your friend! You can look into a cooking class, try a new restaurant, or just find a local café or pub. Feel like a local as you spend the day chatting in the bar or enjoying authentic local cuisine you may have never found otherwise. Cafés are the perfect place to catch up on all those postcards you want to send back home or update your travel journal.

Hotels/ Spa – Enjoy a very lazy day in your hotel and at your hotel spa! You are on vacation, after all. Take the time to actually rest and relax by sleeping in, ordering room service, playing board games, and staying in that cozy hotel bathrobe all day. Complete the sense of relaxation with a trip to the spa for a massage or mud bath.


Whether you choose to brave the weather or stay indoors, inclement weather doesn’t have to ruin your vacation. With the right mindset and gear, it can lead to the best stories, the most epic photos, or the most relaxing day! The most important thing to remember: When traveling — embrace the unexpected.

If you’re ready to enjoy a fabulous adventure no matter the weather – let us know! We’re always ready to help you start planning.

A Honeymoon in Paris & Italy

Kelly and Chris were looking for an October honeymoon in Europe. Someplace romantic, with plenty of food, museums, and opportunities to explore on their own. The perfect combination of these? Florence, Rome, the Amalfi Coast, and Paris! Here is their feedback on their European Honeymoon:


We had such a great time on our trip! Everything turned out amazing! The transfers you set up for us were very helpful. The cars were all on time and it was nice to not have to worry about finding transportation. All of the flights and trains were on time and easy to navigate.

The Highlights

We loved all of the hotels but we especially loved Hotel Le Littre in Paris and Hotel Berchielli in Florence (the views and the locations)! All of the tours were great. The guides were all very knowledgeable and helped us see the main attractions in a short amount of time.

One of the highlights of our trip was the Semi-private wine-making experience and gourmet dinner. The vineyard in Tuscany was beautiful and we had fun at the wine and olive oil tasting. We also loved getting to blend our own wine to take home.

The Sorrento Farm Experience was another activity we really enjoyed. It was nice being able to try their different olive oils and cheeses and even watch them make fresh cheese in front of us! 

Good to Note

We just had a few things to note: When we landed at the Paris airport it took us over an hour to get through customs. Luckily the driver was still there when we got through so it wasn’t a problem. The other thing was the private tour of the Amalfi Coast. The driver was so great and he recommended an excellent place to eat.

We got to visit Positano and Ravello which were beautiful but we spent almost 2 hours in traffic and were not able to stop at Amalfi due to crowds and timing. Totally understand that traffic can’t be predicted and we had a great time at the stops we did get to make! That is really the only feedback we have!

We had an incredible honeymoon thanks to you! Your planning was a great help and took a lot of stress off of our plate and the Pocket Travel app made everything so easy and accessible. We will definitely use your services again when we plan another big trip.

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)