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.

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.

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.

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!







Some highlights include Notre-Dame de Tournai, the cathedral in the center of the city, and Tournai’s large open city square with rows of fountains, the museum and Lion’s Mound overlooking the countryside at Waterloo, the Grand Place in Brussels, the expansive beach at Ostend, the architecture and beauty of Bruges, and Michelangelo’s Madonna and Child. This sculpture is remarkable for a number of reasons, one of which is that it was the only sculpture to leave Italy during Michelangelo’s lifetime. (I can’t believe how fortunate we are to have seen both Michelangelo’s Madonna and Child in Bruges and the Pietà in Rome on the same European trip!). We took a hilarious and wonderful horse-drawn carriage tour of Bruges while in the city, as well!
I was least familiar with the places to see in this country, relying mostly on my dad for our itinerary. I did, however, consult your Destination Guide email that introduced us to Belgium via the web. This was a great resource! Because of this email, my family specifically decided to take our last full day together to travel to Ghent, Belgium. The city was described as a “less-touristy” Bruges, and we were excited to explore it as a family. It did not disappoint! The city offered a castle, boat tours along the city’s canals, and a beautiful skyline of medieval architecture. There is a wealth of history in Ghent, and we only just tasted a sample!

Since we only had a little over a day to see the Amalfi coast, we split our time between a bus ride to Positano on our first evening and a boat tour around the island of Capri the next day. Positano was gorgeous! We hiked up and down the town, dug our toes into the black sand, and grabbed a Spritz from a cliffside restaurant before taking the bus back to our hotel. Capri was also stunning – offering grottos of orange, green, and blue that you can tour with a group or by renting your own private boat. We decided to go with the group tour for the cost savings, and toured the entire island of Capri, including a stop in the famous Blue Grotto. After our island tour, we took the ferry back to Sorrento with enough time to hit our hotel’s rooftop pool and explore the town famous for its limoncello.
Early the next day we flew to Santorini! Thank you so much for booking us a gorgeous, newly renovated resort in Fira! The location was a small hike to the main streets of Fira town, but completely worth it for the peacefulness of the accommodations. We loved it! We enjoyed the pool and amenities at the resort first, and then walked into the town of Fira to explore and have dinner. After a day of on-and-off rain (so rare for the island!) the sky surprised us with a gorgeous sunset while we ate dinner on the cliffside of Fira. A relaxing, beautiful first day in Santorini!
On our second day, we woke early to catch a cable car down to the pier. I would highly recommend taking a cable car in the early morning! We had no line and barely had to wait before our car zipped us down the cliffside to the pier. We strolled along until we found what we were looking for – donkeys! We heard about taking donkeys up the cliffs of Fira, and we couldn’t resist! The weathered Greek men practically tossed us onto our donkeys (or rather, mules, we realized), and off they trotted! No instructions or warnings of how to ride them, we barreled up the donkey path – almost running into pedestrians and other donkey/mule riders along the way. The experience was hilarious and definitely one of our favorites from the trip!