Have questions? We're here.
Beautiful Amalfi Coast

Mediterranean sailing cruises

Travel made your way
Talk with an expert
Build your ideal Mediterranean trip. Call 1.406.541.2677
Start Planning My Trip
Experience the breathtaking wonders of the Mediterranean with Adventure Life's array of 86 small ship sailing tours for 2025. From the heavenly scents of lavender in Hvar to the ornate cathedrals of Dubrovnik, each tour offers a unique opportunity to explore Italy, Montenegro, Croatia, and beyond. Marvel at the baroque buildings, meander through clifftop towns, and soak up panoramic views of the Amalfi Coast. Whether you're snorkeling at Palmarola, discovering the ancient ruins of Rhodes, or enjoying a vineyard in Portoferraio, there's something for everyone on these exquisite journeys. Don't miss your chance to sail through the narrow Strait of Venice and gaze upon the Gothic cathedral of Palma. Join us on a cruise journey through the Mediterranean's most enchanting destinations and contact one of Adventure Life's tour specialists for help planning your next seamless trip.
Filter (86 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Mediterranean
Relax on the beaches of Zlatni Rat, the golden cape
from $2,870
EXPLORE

Dalmatian Paradise

Roundtrip Trogir - 8 Day Itinerary aboard Avangard
  • Discover Mljet’s lakes
  • Walk Dubrovnik’s old walls
  • Visit Scedro’s quiet shores
  • Explore Trogir’s medieval core
Starts / Ends
Trogir / Trogir
Activity Level
Variable
Experience an 8-day cruise from Trogir on the Avangard, exploring Croatia's stunning southern Adriatic, including Dubrovnik, Hvar, and Mljet. Enjoy a blend of relaxation and guided excursions while the crew manages the details for a worry-free adventure.
Cruise Details
0
Explore Sibenik on the Dalmatian Coast
from $3,870
EXPLORE

Italy, Montenegro & Croatia

Venice - Civitavecchia - 12 Day Itinerary aboard Royal Clipper
  • Admire Venice’s domes
  • Wander Rovinj’s medieval streets
  • Discover Sibenik’s coastal lanes
  • Explore Kotor’s medieval town
Starts / Ends
Venice / Civitavecchia
Activities
Snorkeling
Activity Level
Variable
Set sail on a 12-day Royal Clipper cruise through the Mediterranean, visiting stunning destinations like Venice, Dubrovnik, and Syracuse. Experience rich history and culture while enjoying scenic views and a relaxing day at sea before concluding in Civitavecchia, near Rome.
Cruise Details
0
Walking in Santorini
from $2,410
EXPLORE

Southern Cyclades

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Piraeus vibrant port city
  • Wander Rhodes medieval streets
  • Discover Bodrum rich history
  • Admire Santorini whitewashed cliffs
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail for 8 days on the Star Flyer, exploring historic Aegean ports from Piraeus to Rhodes and Bodrum while enjoying stunning views in Santorini and Hydra. Experience local culture, cuisine, and relaxation, culminating in a memorable return to Piraeus.
Cruise Details
0
The towering ruins of the Acropolis rise over Athens
from $2,000
10% EBD
EXPLORE

Antiquity to Byzantium

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Explore Epidaurus grand theater
  • Visit Mycenae and its Lion’s Gate
  • Discover Nafplion’s old town
  • Tour Delphi’s ruins
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on an 8-day cruise aboard the Galileo to explore Greece's historic landmarks, starting in Ancient Epidaurus and visiting iconic sites like Olympia and Delphi. Enjoy guided excursions and stunning coastlines before concluding your journey in Marina Zea.
Cruise Details
0
Traditional architecture in Greece.
from $3,090
10% EBD
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Capture Santorini’s caldera views
  • Swim Poliegos turquoise waters
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on an 8-day cruise aboard the Galileo, exploring the beautiful Cyclades from Athens to islands like Santorini, Mykonos, and Folegandros. Enjoy swim stops, cultural experiences, and delightful Cycladic cuisine on this unforgettable journey.
Cruise Details
0
Boats on the Mediterranean
from $3,240
EXPLORE

Malta, Balearic Islands & Spain

Malta - Malaga - 11 Day Itinerary aboard Star Flyer
  • Explore Valletta’s stunning gardens
  • Discover Gozo’s mythical charm
  • Visit Cagliari’s medieval Castello
  • Marvel at Malaga’s Alcazaba
Starts / Ends
Valletta / Malaga
Activity Level
Variable
Sail the Mediterranean on an 11-day cruise aboard the Star Flyer, visiting historic Valletta, tranquil Gozo, Sardinia’s Cagliari, Menorca, Palma de Mallorca, Cartagena, Motril, and Malaga, with relaxing days at sea.
Cruise Details
0
Swim in the clear waters of the Mediterranean
from $2,570
EXPLORE

Voiles de Saint Tropez

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper
  • Explore Nice’s coastal charm
  • Discover Lerici’s seaside villages
  • Visit Portoferraio’s vineyards
  • Swim Sant'Amanza’s crystal waters
Starts / Ends
Nice / Nice
Activity Level
Variable
Set sail on an 8-day cruise aboard the Royal Clipper, exploring the stunning Mediterranean coasts of France, Italy, and Corsica. Journey from Nice to Lerici, Portoferraio, and St. Tropez, enjoying historical sites, breathtaking views, and vibrant local culture.
Cruise Details
0
Ajaccio, Corsica, France
from $2,570
EXPLORE

Grand Prix Trials

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper
  • Stroll Nice’s Promenade
  • Explore Lerici’s coastline
  • Visit Portoferraio’s historic sites
  • Witness Monaco’s Grand Prix
Starts / Ends
Nice / Nice
Activities
Hiking
Activity Level
Variable
Set sail on an 8-day cruise aboard the Royal Clipper, visiting charming coastal towns like Nice, Lerici, and Portoferraio. Explore stunning beaches and rich history, and witness the Monaco Grand Prix trials before returning to Nice.
Cruise Details
0
Explore the colorful city of Valletta
from $2,970
EXPLORE

Malta, Balearic & Spain

Malaga - Valletta - 10 Day Itinerary aboard Star Flyer
  • Explore Malaga’s Moorish Alcazaba
  • Discover Almeria’s grand Alcazaba
  • Wander Ibiza’s streets
  • Admire Mahon’s architecture
Starts / Ends
Malaga / Valletta
Activity Level
Variable
Set sail on a 10-day cruise from Malaga to Valletta, visiting historic sites like Almeria's Alcazaba and Ibiza's Dalt Vila. Enjoy rich cultures, stunning landscapes, and Mediterranean cuisine aboard the Star Flyer.
Cruise Details
0
The towering ruins of the Acropolis rise over Athens
from $2,410
EXPLORE

Northern Cyclades

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Piraeus bustling port city
  • Discover Kusadasi grand ruins
  • Visit Amorgos soaring cliffs
  • Stroll Mykonos harbor
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail on an 8-day cruise aboard the Star Flyer to explore Greece’s ancient ruins and beautiful islands, starting in Piraeus. Experience vibrant destinations like Kusadasi, Patmos, and Mykonos while enjoying guided tours and hands-on sailing activities.
Cruise Details
0
Sicilian landscape in the early evening
from $2,080
EXPLORE

Amalfi & Sicily

Civitavecchia Roundtrip - 7 Day Itinerary aboard Star Clipper
  • Explore Civitavecchia wonders
  • Discover Lipari lively streets
  • Witness Stromboli’s volcano
  • Experience Amalfi seaside views
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Embark on a 7-day cruise aboard the Star Clipper, starting from Civitavecchia and visiting Italy's beautiful coastal spots like the Aeolian Islands and Amalfi. Conclude your journey with easy access to explore Rome.
Cruise Details
0
Discover distinctive Venetian architecture
from $1,260
EXPLORE

Croatia & Slovenia

Venice Roundtrip - 4 Day Itinerary aboard Royal Clipper
  • Ride in a gondola in Venice
  • Visit the town of Rovinj
  • Explore Slovenia's hidden gems
  • View the domes of San Marco
Starts / Ends
Venice / Venice
Activities
Urban Exploration
Activity Level
Variable
The Royal Clipper invites you on this 4-day cruise from Croatia to Slovenia. Starting and ending in Venice, Italy and exploring the towns of Rovinj in Croatia and Piran in Slovenia along the way to see Baroque architecture, and immerse yourself in the history and cuisine of this gorgeous Mediterranean region.
Cruise Details
0
Vineyard in Greece
from $5,300
EXPLORE

Wines of Greece

Roundtrip Athens - 8 Day Itinerary aboard Panorama
  • Taste Assyrtiko at Volacus Winery
  • Visit Konstantakis for wines
  • Savor village lunch in Platanos
  • Enjoy Mantineia wines at Semeli
Starts / Ends
Athens / Athens
Activities
Archaeological Site Visits, Village Visits, Small Ship Sailing, Wine Tasting
Activity Level
Variable
Join an 8-day cruise on the Panorama to discover Greece's renowned wine regions like Nemea and Santorini, led by expert Tim Clarke. Enjoy exclusive tastings, meet winemakers, and savor regionally inspired dinners while sailing through stunning landscapes.
Cruise Details
0
Explore Italy's colorful Amalfi coast
from $1,740
EXPLORE

Rome to Rome

Roundtrip Civitavecchia - 6 Day Itinerary aboard Star Clipper
  • Discover Civitavecchia seaport
  • Stroll Amalfi coastal town
  • View the ruins of Pompeii
  • Admire Ponza’s harbor
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Set sail on a 6-day cruise from Civitavecchia, exploring Amalfi and Sorrento, with optional Pompeii visits, and the charming island of Ponza. The trip includes optional and guided excursions for a rich cultural experience.
Cruise Details
0
The famous windmills of Mykonos
from $13,995
EBD
EXPLORE

Sailing the Greek Islands

Roundtrip Athens - 12 Day Itinerary aboard Douglas Mawson
  • Wander Athens’ ancient sites
  • Explore Mykonos’ vibrant culture
  • Tour Ephesus’ ancient ruins
  • Relax on Patmos beaches
Starts / Ends
Athens / Piraeus
Activity Level
Variable
Set sail on a 12-day cruise aboard the Douglas Mawson through Greece's stunning islands, experiencing vibrant villages and rich Mediterranean culture. Discover historical gems like Rhodes, Santorini, and Ephesus while starting your adventure in Athens.
Cruise Details
0
A stunning view of Nafplion, Greece
from $12,395
EBD
EXPLORE

Dubrovnik to Athens: The Tide of Time

Dubrovnik - Athens - 13 Day Itinerary aboard Douglas Mawson
  • Discover Hvar's lavender fields
  • Wander Korcula’s medieval lanes
  • Stroll Kotor’s old town
  • Roam Corfu’s Venetian fortresses
Starts / Ends
Dubrovnik / Athens
Activities
Local Market Visits, Cooking Classes
Activity Level
Variable
Set sail on a 13-day cruise from Dubrovnik to Athens on the Douglas Mawson, exploring the rich history of the Adriatic and Ionian coasts. Experience ancient legacies in cities and UNESCO sites, culminating in Athens, where history and modern life blend beautifully.
Cruise Details
0
Wander the cobbled streets of Rovinj
from $11,795
EBD
EXPLORE

Valletta to Venice: An Adriatic Renaissance

Valletta - Venice - 12 Day Itinerary aboard Douglas Mawson
  • Unveil Valletta’s history
  • Wander Reggio Calabria's sea views
  • Uncover Gallipoli’s coastal charm
  • Visit Bari’s unique Trulli Houses
Starts / Ends
Malta / Venice
Activity Level
Variable
Join a 12-day cruise on the Douglas Mawson, exploring historic routes from Valletta to Venice. Discover the rich legacies of knights and explorers in cities like Split, Dubrovnik, and Ravenna while experiencing the Adriatic's history and culture.
Cruise Details
0
Hagia Sophia in Istanbul
from $11,795
EBD
EXPLORE

Greece & Turkey: Turkish Delight

Roundtrip Athens - 13 Day Itinerary aboard Douglas Mawson
  • Explore Athens’ iconic Acropolis
  • Wander Chios’ mastic villages
  • Discover Anavatos ghost village
  • Experience Istanbul’s Grand Bazaar
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on a 13-day cruise aboard the Douglas Mawson to explore Turkey and the Greek islands. Experience vibrant Istanbul, the ruins of Ephesus, the beauty of Bodrum, and honor the sacrifices at Gallipoli, all while journeying through powerful historical narratives.
Cruise Details
0
1-18 of 86 Results

Mediterranean Travel Guide

Favorite Mediterranean Mediterranean All Trips

Top Mediterranean Travel Destinations

Mediterranean Trips by Departure Date

Top Experiences in Mediterranean

Mediterranean Trips by Duration

Mediterranean Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By