Mediterranean Vacations

26 Trips
10 Offers
Escape the crowds with our travel options aboard small yachts for authentic culture, guided excursions and free time to explore your own way. Our Mediterranean trips put you in touch with the destination via off-the-beaten-path ports and unique cultural visits.
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Trips, Tours & Cruises

Mediterranean Trips Handpicked by Our Experts

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26 Cruises
10 Offers

Choose a Mediterranean vacation with AdventureSmith Explorations for warm waters and impressive coastlines coupled with first-class accommodations. Sail the entire Adriatic Sea coastline, island-hop in Croatia or revisit history in Byzantium and the Greek Islands. Expert historians, naturalists and local guides help bring antiquity to life, and give you insider tips on what to explore in each port. Your dream Mediterranean trip is waiting, and our diverse selection paired with one-on-one service from our team gets you there with ease.

AdventureSmith’s longstanding relationships with reputable companies offering Mediterranean vacations translate into trip savings and expert planning insight. Our Adventure Specialists know the best Mediterranean options and how to find the best trip for you according to your travel interests and budget. Browse our trips to hone in on your interests: historic coastal cities, UNESCO World Heritage sites, national parks, swimming in the clear-blue Adriatic and Mediterranean Seas, guided learning in photography and opportunities to indulge in fine wines and exquisite food.

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8 Day Cruise
Classical Greece Cruise

On this spectacular 8-day Classical Greece cruise, explore the beautiful Cyclades, Kea, Santorini, Mykonos, Crete, Hydra, Nafplion, Monemvassia and the UNESCO-protected archaeological isle of Delos aboard one of three yachts.

Special Offer
From $3050USD
May Jun Jul Aug Sep Oct
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8 Day Cruise
Ancient Mediterranean Odyssey: Exploring Greece, Croatia & Albania

Aboard 102-guest Nat Geo Orion, sail between Greece, Albania and Croatia, delving into ancient empires and their archaeological treasures, and visiting fascinating UNESCO World Heritage sites, from Delphi to Dubrovnik.

Special Offer
From $7493USD
Jun Jul Aug Sep Oct
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8 Day Cruise
Croatian Coastal Cruising

Sail between Split and Dubrovnik on this exciting and varied cruise adventure aboard a 36-guest yacht. Highlights include exploring Krka National Park, taking small watercraft up the River Neretva and a special detour to Bosnia and Herzegovina, along with plenty of swim stops.

From $3130USD
May Jun Jul Aug Sep Oct
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Learn More

Mediterranean Vacations
with AdventureSmith

Our diverse range of hand-picked Mediterranean trips cover the Greek Isles, Croatia, Montenegro, Italy and more iconic locations, all perfect for our signature style of small ship cruising. Escape the crowds and let your captain sail you to all the Mediterranean gems. Why choose to travel with AdventureSmith Explorations?

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Personalized

Work with one Adventure Specialist to research, purchase & prepare for your Mediterranean vacation.

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Selection

Our curated collection of trips offers you more than 25 unique small ships and yachts to choose from.

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Experience

Thanks to our direct experience with Mediterranean travel, we can match you with the best trip.

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Value

Take advantage of our partnerships & exclusive deals on Mediterranean trips. We’re here to help you save.

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Charting Your Course

There are many ways to travel in the Mediterranean, but without a doubt the best is by sea. Island hop to idyllic beaches, historic sites and charming ports of call. Our selection of Mediterranean trips span from the Aegean Sea between Turkey and Greece north to the Ionian and Adriatic Seas to Croatia and Italy. Explore our Greek Island small ship cruise and Croatia cruise pages for the full selection of itineraries offering set travel departures. Start your small Mediterranean trip search today. These Mediterranean trip packages have been curated by our team of experts with experience both in the region and aboard yachts worldwide.

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Custom Mediterranean Vacations

Go your own way by designing a custom Mediterranean vacation through our expertise. Whether you have a friend group seeking to charter a Croatia yacht with plenty of time ashore for wine tasting, or a family looking for kid-friendly island hopping and swimming, our small ship cruise specialists can connect you with Mediterranean yacht charters to suit most any group’s needs. We have close partnerships with the best cruise lines in the Mediterranean and can provide the most competitive rates on privately guided and crewed trips.

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Mediterranean travelers ride scooters in Croatia on a green hillside road overlooking the mountains and ocean.

“Experience the Greek Isles, Croatia, Montenegro, Italy & more iconic locations.”

Climate

Mediterranean Vacations

Temperature & Rainfall

Month Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
Avg. High (F) 50 51 54 61 69 77 82 82 76 67 60 54
Avg. Low (F) 44 45 47 52 60 68 73 73 67 60 54 48
Avg. Water Temp (F) 64 61 59 62 63 66 69 74 73 72 71 66
Avg. Rainfall (Inches) 4.7 4.4 5.0 3.3 3.9 3.9 4.4 3.8 3.5 3.5 3.7 3.7

Perfect Summer Vacation Weather

The Mediterranean’s subtropic climate offers travelers relatively mild winters and very warm summers, making it a perfect destination for that “summer vacation” feeling nearly year-round. The best time of year for traveling by small ship is April through November, and you’ll find that most of our cruise itineraries fall during this time of year.  

When Should You Travel to the Mediterranean?

Connect with a Travel Specialist

Mediterranean Vacations

An AdventureSmith expert details her Dubrovnik to Split cruise aboard a 36-guest yacht. Learn all about the journey and tips for booking your cabin that can also apply to our other Croatia small ship cruises.
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Mediterranean Vacations

Read a Galileo cruise ship review that includes insight from our expert aboard, as well as ratings from our travelers who’ve also sailed on this ship. Learn what makes this ship so special that our travelers ask for it by name.
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Mediterranean Vacations

Andrew reviews his Classical Greece cruise aboard the Harmony V yacht. Travel with him to Mykonos, Delos and Santorini.
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Mediterranean Vacations

Learn from an AdventureSmith luxury cruise expert what it’s like to travel aboard L’Austral and her identical fleet of sister ships Le Boreal, Le Lyrial and Le Soleal.
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Mediterranean Vacations

A couple sails aboard the 49-guest Galileo motor sailor in remembrance of their Greece honeymoon cruise 21 years prior. The classic Galileo ship turned out to age like a fine wine, creating a new opportunity for a family vacation.
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Book with the confidence that comes from experience.

100+ combined years of experience, 7 continents explored, decades of expedition cruising around the world & here to help you find & book your dream trip.

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Accommodations

Mediterranean Yachts & Sailing Vessels

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Mediterranean small ships provide travelers an expedition that is simply incomparable to travel on larger vessels. We reserve only the best small ships and yachts, providing unparalleled access to remote islets, secluded coastlines and charming ports, as well as the highest level of safety and comfort.

The shallow drafts, nimble steering and flexible routes on these ships mean your captain will be flexible to take advantage of the best weather and fewer crowds. From luxury yachts to historic masted tall ships, our large variety of Mediterranean ships range from 30 to 60 guests to suit whatever experience you are searching for.

Expert Reviews

Mediterranean Vacation Reviews from Our Experts

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How do you learn what a Mediterranean cruise is really like? Get past the fluff and colorful itinerary descriptions by reading expert reviews written by our experienced crew of Adventure Specialists. Want to learn about the food? Luxury Mediterranean ships? Why Croatia is our founder and president’s favorite European country? How a small ship Mediterranean cruise lets you explore on your own schedule? Our experts and clients share their travels in these detailed Mediterranean trip reviews to help you find the best cruise.

Travel Guides

Learn More About Planning Mediterranean Travel

At AdventureSmith, we make sure you have all the tools necessary to enjoy your Mediterranean vacation to the fullest. In addition to our personalized service throughout your trip, you can read travel guides written by our experts to inspire and inform your journey.  

As small ship cruise and wilderness travel experts, we are your go-to resource for researching active, sustainable and educational travel. Our guides offer insight into the unique travel style found on our Mediterranean trips. Learn more and start planning! 

Travel Essential • August 19th, 2023
How to Choose the Best Mediterranean Cruise

The best way to see the Mediterranean is by small ship, but the many options can be overwhelming. Use our Mediterranean cruise advice to help narrow your focus, with considerations including choosing your ship and other travel tips.

Travel Essential • August 23rd, 2023
Best Greek Islands for Small Ship Cruises

Our trusted travel experts outline the best Greek Islands to visit aboard a small ship cruise. If you are researching Greek Island small ship cruises then this guide will help you find the perfect port in Greece.

Travel Essential • February 13th, 2023
Romantic Cruises by Small Ship

Our expert trip matchmakers highlight romantic cruises based around themes: tropical, remote, epicurean, fairytale and more. Whether you're planning a honeymoon, anniversary, amorous getaway or self-love solo adventure, let this guide help you find a romantic cruise you'll be sure to fall for.

Travel Essential • December 31st, 2019
Small Ship Cruise Calendar: Where to Sail & When

Small ships position to take advantage of the best sailing seasons. Here's a calendar look at what's in season, where, for expedition cruising.

Testimonials

What Travelers Say About Their Mediterranean Vacations

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Special Offers

Mediterranean Trip Deals

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With an extensive background aboard small ships worldwide, our experienced team can help you find the latest discounts, explain the ins-and-outs of Mediterranean travel and help you secure your dream Mediterranean vacation at the best rate. From early-booking deals to discounts on flights, browse our current deals on Mediterranean vacation packages for ways to save. Our team of specialists will help you plan right from the start to match your interests with the best sailing season, the ship that fits your travel style and more.

Our Expertise

Our Experts Are Your Fastest Way to Sail the Mediterranean

Receive Personalized Recommendations

Need assistance narrowing down all the Mediterranean travel options? Our experts are just a phone call or email away to assist. Contact us to receive a personalized recommendation on the best Mediterranean trip for your travel style, budget and timing needs. Still want to research yourself? Filter through all the itineraries on our Mediterranean Trip Finder.

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