The Perfect October Honeymoon Itinerary : Greece Edition

Fall has always had a way of stealing hearts. September and October are popular months for weddings. The air gets crisp, leaves turn golden, and cozy vibes create a romantic atmosphere. Honestly, it feels like someone designed autumn for a season of love.

Of course, October has its quirks too. Planning the perfect wedding and honeymoon can be tricky. You have to work around your fiancé’s favorite football team’s schedule.

You also need to deal with the unpredictability of hurricane season. It can feel like a balancing act. And while many couples instinctively dream of tropical shores, the Caribbean in October can be a gamble

But here’s the good news: there’s no reason to settle for uncertainty. If you feel like you’ve hit a bump in the road, we have the cure for honeymoon blues! Your perfect October honeymoon includes sparkling seas, beautiful sunsets, and a mix of romance and adventure. That’s right—your Greece honeymoon is waiting on you.

The Perfect October Honeymoon : Greece Edition

October is a wonderful time to visit Greece! With summer crowds gone and the weather still beautifully warm, the islands keep their lively charm but with a calmer, more relaxed pace.

Here’s a peak into what we’d plan for you to ensure a great time in the Greek islands :

Stop 1: Welcome to Athens

Getting to Greece is easier than you might think! Athens is a great starting point for your honeymoon. You can find direct flights from major U.S. cities like Newark, New York, Chicago, Philly, and Washington.

We recommend spending two days in this captivating capital. It’s the perfect amount of time to recover from jet lag, explore centuries of history and enjoy your first taste of Greek food.

To make the most of your time, we’d book you on a Private Acropolis and Food Tour, where ancient wonders meet modern flavors. Picture crumbling temples as your backdrop while sampling authentic Greek street food, from warm souvlaki to sweet loukoumades. By the time you’ve settled into the rhythm of Athens, you’ll be more than ready to set sail for the islands!

• Stay At: The Dolli at Acropolis
• Grab A Cocktail At: Attic Urban Rooftop
• Enjoy Dinner At: Orizontes Lycabettus (Be sure to make reservations around sunset!)

Stop 2: Set Sail to Paros

After Athens, head by ferry or a short flight to the chic yet laid-back island of Paros. With whitewashed villages, crystal waters, and a relaxed vibe, it’s the perfect balance of energy and tranquility.

Three nights here give you time to wander cobblestone streets, sip wine by the sea, and enjoy a Private Half-Day Cruise to Antiparos. Glide across turquoise waters, swim in hidden coves, and discover untouched beaches—an intimate adventure made just for two.

• Stay At: Mythic Paros
• Grab A Cocktail At: Fotis All Day Bar
• Enjoy Dinner At: Siparos Seaside Restaurant

Stop 3: Slow Down in Naxos

Next is Naxos, the largest and most authentic of the Cyclades. With lush landscapes, golden beaches, and incredible farm-to-table cuisine, it’s the perfect place to slow down and embrace island life.

Spend three nights here soaking up the sun, exploring mountain villages, and immersing yourself in local culture. And you can’t leave Naxos without a Private Organic Naxian Cooking Class! You’d handpick ingredients, cook with a local chef, and share a feast that feels straight from a Greek yiayia’s kitchen.

• Stay At: Ostrako Beachside Suites
• Grab A Cocktail At: Swing Cocktail Bar Naxos
• Enjoy Dinner At: Rotonda Restaurant (Sunset dinner is a must!)

Stop 4: The Grand Finale in Santorini

Last but not least, Santorini. Blue-domed churches, dramatic cliffs, and world-famous sunsets make Santorini a crown jewel of the Cyclades. The perfect finale to your Greece honeymoon. Here, you’ll spend your last three nights surrounded by postcard-worthy beauty.

But no trip to Greece is complete without a Sunset Catamaran Cruise. Imagine sailing on the Aegean Sea. Swim in volcanic hot springs.

Snorkel in secret bays. Toast with champagne as the sun sets into the caldera, painting the sky in gold and red. Relax in your private pool. It doesn’t get much better than that!

And because Santorini is as much about its flavors as its views, we’ll also arrange a Private South Side Tour with Wine Tasting. Explore charming villages, wander black-sand beaches, and savor the island’s unique volcanic wines. It’s the perfect blend of romance, adventure, and indulgence to end your Greek honeymoon in unforgettable style.

• Stay At: Andronis Luxury Suites
• Grab A Cocktail At: PK Cocktail Bar
• Enjoy Dinner At: Lefkes

Greece has a rich history, from Athens to the sunny islands of Paros, Naxos, and Santorini.

It offers culture, delicious food, beautiful beaches, and amazing sunsets. No hurricanes, no worries. Just romance, adventure, and memories to last a lifetime. Avoiding peak seasons and visiting in October is ideal!

So, don’t stress over the details—we’ll take care of everything so you can simply focus on the joy of getting married. Start here, and we’ll turn your fall honeymoon dreams into reality. You’ll have the perfect time!