Mediterranean Vacations

20 Trips
7 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.
A view of a shoreline in Croatia with vacationers and boats on the rocky shoreline
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Trips, Tours & Cruises

Mediterranean Trips Handpicked by Our Experts

View All Mediterranean Trips
20 Cruises
7 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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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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Work with one Adventure Specialist to research, purchase & prepare for your Mediterranean vacation.

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

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

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

A man on the bow of a white ship sailing towards a sandy beach in the Mediterranean

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.

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.

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.”


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?

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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