Have questions? We're here.
Beautiful Amalfi Coast

Sailing Trips in Mediterranean

Travel made your way ™
Talk with an expert
Build your ideal Mediterranean trip. Call 1.406.541.2677
Start Planning My Trip
Talk with an expert
Filter (48 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Mediterranean
The city of Bonifacio is built on stunning seaside cliffs along the riviera
$3,570
EXPLORE

Grand Voyage: Venice to Cannes

15 Day Itinerary aboard Royal Clipper
  • Explore traditional Rovinj
  • Swim in Dubrovnik's waters
  • Admire the scenery of Corfu
  • Sail through the Strait of Messina
Starts / Ends:
Venice / Cannes
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
This 15-day sailing expedition between Italy and France offers the flexibility to do as you wish with your days and evenings. Experience light-hearted fun, informal elegance, and no rigid schedules. Participate in classes such as knot tying and navigation, relax on the deck and watch as the sun …
Cruise Details
0
Olive trees line ancient stone walls
$6,975
EXPLORE

Cruise Where the Merchants of Venice Sailed

8 Day Itinerary aboard Sea Cloud
  • Explore ruins
  • Taste the unique region’s olive oil
  • Try some delicious local food
  • Discover Trogir's old town
Starts / Ends:
Venice / Venice
Activities:
Small Ship Sailing, Wine Tasting
Activity Level:
Relaxed
Explore the Mediterranean on this 8-day expedition, sailing through some undiscovered gems of the Adriatic Sea. Enjoy the uncomparable,romantic, and melancholic route taken by the Sea Cloud as it leaves the Floating City. Indulge yourself with some of the culinaryspecialities this magical region is …
Cruise Details
0
An aerial view of the city Malaga
$2,590
EXPLORE

Malta, Balearic Islands & Spain

11 Day Itinerary aboard Star Flyer
  • Relax aboard a majestic tall ship
  • Gaze upon Palma's Gothic cathedral
  • Visit the World Heritage City
  • Explore Cagliari, Sardinia
Starts / Ends:
Valletta / Malaga
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Join us on a delightful sailing experience and relax in some of the most historical and magical destinations in the Mediterranean. Enjoy the easy-going informality aboard your tall ship, finding that there are no rigid schedules and you are free to do as you wish with your days and evenings. Start …
Cruise Details
0
Wander through Rome
$3,570
EXPLORE

Grand Voyage: Venice to Rome

15 Day Itinerary aboard Royal Clipper
  • Glide in a gondola in Grand Canal
  • Explore ruins and architecture
  • Swim in Dubrovnik's waters
  • Join an optional tour to Pompeii
Starts / Ends:
Venice / Civitavecchia
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
On this 15-day Grand Voyage cruise from Venice to Rome aboard Royal Clipper, visit Venice's iconic landmarks, such as San Marco, the Bridge of Sighs, Doge's Palace, La Fenice Opera House, the Church of San Giorgio Maggiore, and the Grand Canal before exploring Rovinj's Baroque …
Cruise Details
0
Charming port cities line the coves of the French Riviera
$2,080
EXPLORE

Corsica & French Riviera

Cannes to Cannes - 8 Day Itinerary aboard Royal Clipper
  • View a taste of local music & arts
  • Visit the village Portofino
  • Discover Corsica's landscapes
  • Explore world-famous St. Tropez
Starts / Ends:
Cannes / Cannes
Activities:
Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Discover the most beautiful coastal towns, beaches, creeks, and celebrity villas of the French Riviera on this 8-day round-trip sailing cruise from Cannes. ExploreArone, one of the most beautiful beaches in Corsica. Surrounded by pink rocks, this long, soft, golden sandy beach offers plenty of …
Cruise Details
0
Hydra Island, Greece
$2,170
EXPLORE

Sicily & Greece

Piraeus to Valletta - 9 Day Itinerary aboard Star Flyer
  • Ride a donkey on Hydra
  • Visit Sicily's archaeological sites
  • Explore historic Pilos
  • Discover Gozo, a diving destination
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Start your tall ship sailing expedition in the ancient city of Athens, the birthplace of democracy and epicenter of western civilization, a city for all eternity. Visit Syracuse, a city on the Ionian coast of Sicily that's known for its ancient ruins. It was once the largest city in the world, …
Cruise Details
0
The ruins of Athens
$1,950
Savings
EXPLORE

Antiquity to Byzantium

Athens - Corinth - 8 Day Itinerary aboard Galileo
  • Explore Nafplion
  • Discover Monemvasia
  • Marvel at Pylos
  • Visit Gythion
Starts / Ends:
Athens / Itea
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Embark on an 8-day cruise aboard the MS Galileo from Marina Zea to Nafplion, Greece's first capital. Explore Bourtzi fortress and Palamidi hill fort. Then, venture to Ancient Epidaurus and witness its famed theater's exceptional acoustics. Next, journey to Monemvasia, a medieval gem, before …
Cruise Details
0
Korcula Island
$2,215
EXPLORE

Dalmatian Paradise

Split Roundtrip - 8 Day Itinerary aboard MV Futura
  • Stroll to Mljet National Park
  • Enjoy the spectacular views
  • Explore remote beaches
  • Wander along Korcula
Starts / Ends:
Split / Split
Activities:
Archaeological Site Visits, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Join MV Futura on this 8-day luxurious Croatian cruise that departs from Split, Dalmatian Paradise, and is a round-trip journey that includes stops in Dubrovnik and notable Croatian islands. In the mornings, you can unwind on sizable decks, sunbathe, or cool yourself in the Adriatic Sea. The …
Cruise Details
0
Rock of Gibraltar
$3,860
EXPLORE

Spain, Morocco & Portugal

14 Day Itinerary aboard Royal Clipper
  • View Bonifacio's natural beauty
  • Explore luxurious Ibiza
  • Discover charming Motril
  • Visit Malaga to view architecture
Starts / Ends:
Civitavecchia / Lisbon
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Embark on a 14-day cruise aboard the Royal Clipper, discovering the Mediterranean, starting in Civitavecchia, and exploring Rome's iconic landmarks. Visit picturesque Bonifacio in Corsica, elegant Mahon in Menorca, and historic Palma de Mallorca. Sail to vibrant Ibiza, discover Cartagena's …
Cruise Details
0
Stop in Piraeus, the port of Athens
$1,660
EXPLORE

Sicily & Greece

Malta - Greece - 7 Day Itinerary aboard Star Clipper
  • Visit Sicily's archaeological sites
  • Explore historic Pilos
  • Roam Agora in Athens
  • Learn about Malta's history
Starts / Ends:
Valletta / Piraeus
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Embark on a 7-day cruise aboard Star Clipper and discover the fascinating history of Mediterranean gems. Begin in Valletta, the capital of Malta, boasting museums and grand churches amidst its ancient walls. Next, explore Syracuse, a city in Sicily with remarkable ruins and charming cafes. Sail on …
Cruise Details
0
Cruise into charming Sicily
$2,190
EXPLORE

Amalfi & Sicily

Civitavecchia Round-trip - 8 Day Itinerary aboard Royal Clipper
  • Gaze upon the Sistine Chapel
  • Snorkel at Palmarola
  • Visit historical Pompeii
  • Wander through the grand Duomo
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Embark on an 8-day cruise aboard Royal Clipper through Amalfi and Sicily! Explore Rome's iconic landmarks like St. Peter's and the Colosseum before hitting Sorrento's stunning coast. Dive into history at Pompeii and relish Amalfi's medieval charm, from its Duomo to the picturesque …
Cruise Details
0
A beautiful marina, Cannes at night
$1,930
EXPLORE

Rome to Cannes

8 Day Itinerary aboard Star Flyer
  • Tour a vineyard in Portoferraio
  • Explore Napoleon's birthplace
  • Discover Alghero a medieval cities
  • Observe the regatta at St. Tropez
Starts / Ends:
Civitavecchia / Cannes
Activities:
Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Join the luxury tall ship Star Flyer on this special cruise which showcases the history, culture, and art of the western Mediterranean. Start in Civitavecchia, the port city of Rome, then sail to Portoferraio. Admire the ancient citadel town of Bonifacio,perched high atop a seemingly impenetrable …
Cruise Details
0
View of Valletta
$4,060
EXPLORE

Grand Voyage: Athens to Malaga

19 Day Itinerary aboard Star Flyer
  • Admire romantic town Nafplio
  • Explore Syracuse's ancient ruins
  • Enjoy leisurely discovery
  • Visit Palma's Gothic cathedral
Starts / Ends:
Piraeus / Malaga
Activities:
Archaeological Site Visits, Local Market Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
From the stunning Balearic Islands to quixotic tiny port towns along the Italian Riviera, this 19-day sailing cruise takes you to an impressive collection of ports. Sailthrough an iron fortress gate to the town of Monemvasia, a perfectly preserved Byzantine fortified port with tons of history and …
Cruise Details
0
Admire sun-soaked Malaga
$1,880
EXPLORE

Grand Prix Trials

7 Day Itinerary aboard Royal Clipper
  • Explore Malaga
  • Discover Granada
  • Experience Ibiza
  • Visit Mahon
Starts / Ends:
Malaga / Cannes
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Embark on a 7-day cruise aboard the Royal Clipper through the stunning destinations of Malaga, Ibiza, Mahon, Fontvieille, and Cannes. In Malaga, marvel at the magnificent Moorish architecture of the Alcazaba and Castillo de Gibralfaro. Granada awaits with the breathtaking Alhambra Palace, a …
Cruise Details
0
The beautiful port city of Cadiz, Spain
$4,390
EXPLORE

Grand Voyage: Malta to Las Palmas

20 Day Itinerary aboard Star Flyer
  • Explore Valletta
  • Experience Gozo
  • Discover Cadiz
  • Enjoy Ibiza
Starts / Ends:
Valletta / Las Palmas
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Embark on a 20-day cruise aboard the Star Flyer. Discover the Mediterranean and Atlantic, exploring historic treasures like Valletta in Malta and Cagliari in Sardinia. Discover the charm of the Balearic Islands, from Palma de Mallorca to Ibiza's unique culture and coastlines. Explore …
Cruise Details
0
Beautiful beach at Cannes, France
$910
EXPLORE

Rome to Cannes

4 Day Itinerary aboard Royal Clipper
  • Sail into Bonifacio's harbor
  • Discover Corsica's landscapes
  • Marvel at the town of Bonifacio
Starts / Ends:
Civitavecchia / Cannes
Activities:
Local Market Visits, Scuba Diving, Small Ship Sailing, Snorkeling, Village Visits
Activity Level:
Relaxed
Embark on your 4-day journey from Rome to Cannes, in Civitavecchia, the port city of Rome. Sail to Bonifacio, Corsica, a bustling port town in a protected harbor with excellent seafood restaurants and a modern marina. Leave the cliffs of Bonifacio and visit Calvi. Finally disembark in Cannes, the …
Cruise Details
0
Rock of Gibraltar
$3,390
EXPLORE

Spain, Morocco & Portugal

Cannes - Lisbon - 13 Day Itinerary aboard Royal Clipper
  • View Bonifacio's natural beauty
  • Explore luxurious Ibiza
  • Discover charming Motril
  • Visit Malaga to view architecture
Starts / Ends:
Cannes / Lisbon
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Enjoy the charm of the Mediterranean on this 13-day unique sailing cruise aboard the Royal Clipper. Visit Puerto Banus, a beautiful Mediterranean playground of white-washed buildings and a marina filled with yachts. The marina was developed in 1970 and over the past four decades has become adored …
Cruise Details
0
The towering ruins of the Acropolis rise over Athens
$1,950
NO SS
EXPLORE

Antiquity to Byzantium

Athens to Athens - 8 Day Itinerary aboard Galileo
  • Explore Epidaurus
  • Discover Mycenae
  • Visit Gythion
  • Discover Monemvasia
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Embark on an 8-day cruise on the Galileo and discover the wonders of Antiquity and Byzantium around the coast of the Peloponnese. Leap back into ancient history to amaze you and rich cultural diversity to intrigue you. With the guidance and knowledge of an experienced lecturer and guide, get to …
Cruise Details
0
19-36 of 48 Results
TrustScore 4.8 | 166 reviews
TrustScore 4.8 of 5
total score
Based on 166 reviews on
review score
3 hours ago
My representative Kevin was very responsive generally and in crafting our itinerary to our specific priorities.
Rocco Labella
review score
3 hours ago
Although there was a lot of paper work, I received help and guidance when I needed it.
Donna Kirby
review score
1 day ago
Our travel was flawless! The rider pickup (airport, hotel, ship) was seamless. Jane's recommendation for Emerald Cruise Sakara was everything I wanted but the experience was soooo much more. Adventure Life took care of each and every detail and this was the easiest of all my travels.
Anne Petty
review score
2 days ago
Follow up was effective any questions were answered in a timely manner
Fiona Lonsdale
review score
3 days ago
I spoke with at least a half dozen other travel companies, looking for a Galapagos cruise that fit our schedule and budget. Some companies could manage one or the other, but Erin was the only one who could do both. She found us the perfect cruise, at a fantastic price! And she has been quick and patient with responses to my many questions. So far, Adventure Life has been a fantastic company to work with!
Sandi T

Mediterranean Travel Guide

Favorite 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

Plan My Trip
We love travel, talk with an expert 1.800.344.6118