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Top Mediterranean Trips & Tours in May 2023

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Greece
Jorde Angjelovik
Colorful flowers and brilliant blue skies complement beautiful Greek islands
Adriatic Sea
Photos provided by Travel Dynamics International
Sail along the Grande Canal in Venice
Sicily
Balate Dorin
Visit charming Sicily
Sicily
Balate Dorin
Visit charming Sicily
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Discover Mediterranean in May 2023 on one of these 60 tours hand-selected by the travel experts at Adventure Life. Explore the best of Dubrovnik, Split, Hvar, Korcula, and Vis during May 2023 as you enjoy cruises, small ship cruises, village visits, archaeological site visits, and luxury. Prices for trips in May 2023 range from $1,250 to $37,790 for a vacation of 5 to 22 days. Choose any of the below 60 amazing itineraries in May 2023 and customize it to make it your own with the help of one of Adventure Life's expert Mediterranean trip planners.
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Scenic view of Dubrovnik
$16,950
EXPLORE

Mediterranean Gems: From Dubrovnik to Naples

Dubrovnik to Naples - 11 Day Itinerary aboard Sea Cloud
  • Explore Gerace
  • Tour the Amalfi Coast
  • Visit Pompeii
  • Explore Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Marvel at ornate cathedrals and remarkable baroque buildings, explore great sites of antiquity—from renowned Pompeii to the less-visited Greek temples of Paestum—and meander through unspoiled clifftop towns, soaking up breathtaking views. Plus, with a little luck witness the orange glow …
Cruise Details
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Colosseum in Rome, Italy
$7,115
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Mediterranean: Civitavecchia to Valletta

9 Day Itinerary aboard Sea Cloud II
  • Admire beautiful Bonifacio
  • Walk around wonderful Naxos
  • Explore the Vatican State
  • Explore Capri and observe its charm
Starts / Ends:
Civitavecchia / Valletta
Activities:
Small Ship Sailing
Activity Level:
Relaxed
Explore the historical wonders of the Mediterranean on this 8-day small ship cruise sailing from Rome. Enjoy thepicturesque Amalfi Coast with its violet bougainvillea gracing pastel-pink facades, houses perched upon cliffs like swallows’ nests, and perron stairs with views out over the …
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Naples at Sunset, Italy
$16,950
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Corsica & Sardinia

11 Day Itinerary aboard Sea Cloud
  • Discover Cagliari
  • Visit Nuraghe Losa
  • Enjoy the medieval city of Alghero
  • Admire Bonifacio's unique views
Starts / Ends:
Naples / Naples
Activities:
Small Ship Cruises, Village Visits
Activity Level:
Relaxed
This 11-night voyage is dedicated to the exploration of two fiercely independent islands–Sardinia and Corsica. These islands share many historic elements through millennia of empires and civilizations, but still, maintain their identities and independent attitudes from their governing nations …
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The city of Bonifacio is built on stunning seaside cliffs along the riviera
$6,055
EXPLORE

Early Summer Mediterranean Style

Civitavecchia to Genoa - 8 Day Itinerary aboard Sea Cloud II
  • Admire Mediterranean beauty
  • Discover elegant Portofino
  • Journey to diverse Elba
Starts / Ends:
Civitavecchia / Genoa
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Join the Sea Cloud II on a fantastic cruise along the Italian Riviera. Admire imposing cliffs, white sandy beaches, avenues of cypresses, vineyards and olive groves, traditional villages, and elegant beach resorts which make the place of Napoleon's exile somewhere you would in fact like to be …
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Lisbon Tram and Cityscape
$1,530
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Spain & Morocco

6 Day Itinerary aboard Royal Clipper
  • Enjoy Lisbon's heritage
  • Discover Tangier, Morocco
  • Visit the Rock of Gibraltar
  • Explore the Andalucian region
Starts / Ends:
Lisbon / Malaga
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Dive into incredible cultures with this 6-day sailing adventure aboard the Royal Clipper. Explore the stunning Spanish coastline, sampling the exotic side of this gorgeous country. Tour thelegendary cities of Lisbon and Portimao.Grab yourself an experience you'll talk about forever as you enjoy …
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Athens Acropolis
$2,990
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Jewels of the Cyclades

8 Day Itinerary aboard Galileo
  • Dine at traditional Greek Tavernas
  • Tour a local winery in Santorini
  • Explore Delos's archaeological site
  • Walk through Syros
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
The Jewels of the Cyclades cruise showcases the Aegean Islands known for their white-washed villages and ports, bright skies, and crystal sea. Visit well-known places on this 8-day cruise on the Galileo, such as Santorini and Mykonos and off-the-beaten-track islands such as Paros and Folegandros. …
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City of Dubrovnik
$3,492
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Croatia and Montenegro

8 Day Itinerary aboard MV La Belle de L'Adriatique
  • Discover Dubrovnik
  • Explore beautiful Mljet
  • Enjoy Veneto-Byzantine tradition
  • Visit the gorgeous Krka Falls
Starts / Ends:
Dubrovnik / Dubrovnik
Activities:
Hiking, Small Ship Cruises
Activity Level:
Relaxed
Sail the jewels of the Mediterranean on this 8-day Croatia and Montenegro cruise. Discover charming villages, pristine beaches, and historical gems as you sail from Dubrovnik to Miljet, Korcula, Split, and more. Disembark daily and embark on optional excursions which take you to thundering …
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Traditional architecture in Greece.
$3,190
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Classical Greece

8 Day Itinerary aboard Harmony V
  • Explore the beautiful Cyclades
  • Discover the palace of King Minoas
  • Tour the old quarter of Nafplion
  • Experience archaeological sites
Activities:
Archaeological Site Visits, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Classical Greece shows Greece at its best: the beautiful white-washed Cycladic Islands of Santorini and Mykonos, Crete - the largest and southern-most Greek Island, and the Peloponnese with Monemvassia and Nafplion and their historical treasures. Add to these destinations the less known and quaint …
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Sicilian landscape in the early evening
$1,890
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Amalfi & Sicily

Civitavecchia Roundtrip - 8 Day Itinerary aboard Star Clipper
  • Gaze upon the Sistine Chapel
  • Snorkel at Palmarola
  • Visit historical Pompeii
  • Wander through the grand Duomo
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Small Ship Cruises, Small Ship Sailing, Urban Exploration, Village Visits
Activity Level:
Relaxed
Idyllic islands, charming cobbled villages, spectacular scenery, intriguing history... capture the heart of the Mediterranean in a single cruise voyage. Each small harbor is especially suited for small ship exploration. Enjoy the best of the region — from the ancient ruins of Rome and …
Cruise Details
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The clifftop town of Bonifacio, Corsica
$1,890
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Cannes to Rome

8 Day Itinerary aboard Star Clipper
  • Explore Napoleon's birthplace
  • Sail into Bonifacio's harbor
  • Visit Monaco, full of allure
  • Discover Corsica's landscapes
Starts / Ends:
Cannes / Civitavecchia
Activities:
Local Market Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Embark on your 8-day journey from Cannes to Rome. From Cannes, sail to Monaco where you can experience true luxury.Spend time exploring the cliffs ofBonifacio and the beaches in East Corsica. Enjoy the mountainous landscape and tour Napoleon's birthplace of Ajaccio. Set sail for Portoferraio in …
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Woman traveling in Cannes
$2,040
EXPLORE

Historic Monaco Grand Prix Finals

8 Day Itinerary aboard Royal Clipper
  • Explore Bonifacio
  • Enjoy Portoferraio's vineyards
  • View Monaco's emblematic spots
  • Celebrate Cannes Film Festival
  • Observe prehistoric engraved stones
Starts / Ends:
Cannes / Civitavecchia
Activities:
Small Ship Cruises, Urban Exploration
Activity Level:
Relaxed
For those who enjoy racing, the world-famous Monaco Grand Prix Finals is a staple stop on this Mediterranean spring sailing cruise. Embark Royal Clipper in Cannes, France, and spend 8 days exploring the Ligurian Sea.Discover Lerici, the largest village on the Gulf of Poets, continue southeast …
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Salona ruins with city of Split in background
$1,495
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Dubrovnik to Split

8 Day Itinerary aboard M/S Mama Marija
  • Explore Mljet National Park
  • Visit Korčula Island
  • Enjoy Trogir's heritage
  • Stroll through relaxing Omiš
Activities:
Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
Beautiful beaches, preserved nature, ecological agriculture, and preserved traditional architecture are unique highlights of this 8-day Croatian expedition.Board the M/S Mama Marijaand admirethe most spectacular coastline Europe has to offer as you explore tiny islands, secluded coves, and swim in …
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Mediterranean blue Dubrovnik from above
$1,090
EXPLORE

Elegance South Cruise from Split

Roundtrip Split - 8 Day Itinerary aboard M/S Captain Bota
  • Swim at Zlatni Rat
  • Have a free night in Hvar
  • Tour Dubrovnik's historic center
  • Cruise to Mljet National Park
Starts / Ends:
Split / Split
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Relaxed
Experience the Croatian way of life on this 8-day round trip cruise from Split, aboard the luxurious MS Captain Bota. This cruise showcases the beauty of the South Dalmatian Islands and explores the traditions of ancient cities of Dubrovnik, Bol, Hvar, and others. Relax and swim in the sun-kissed …
Cruise Details
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Relax on the Italian coast
$4,490
EXPLORE

Ionian Sea Adventure

8 Day Itinerary aboard Emerald Azzurra
  • Tour Delphi's archaeological site
  • Visit the Aeolian Island of Lipari
  • Explore Cephalonia
  • Cruise the Corinth Canal
Starts / Ends:
Piraeus / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration
Activity Level:
Relaxed
Join this idyllic 8-day itinerary aboard the Emerald Azzurra sailing the Ionian Sea. Transit the Corinth Canal from Athens, before sailing onwards to the Greek town of Itea for a tour of thearchaeological site of Delphi and the village of Fiskardo in Cephalonia which is considered as the largest of …
Cruise Details
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Cape Drastis at Corfu island in Greece
$3,411
EXPLORE

The Treasures of the Adriatic: Croatia, Greece, Albania and Montenegro

8 Day Itinerary aboard MV La Belle de L'Adriatique
  • Explore Apollonia
  • Visit the National History Museum
  • Take a tour of Corfu island
  • Explore the ancient city of Bar
Starts / Ends:
Dubrovnik / Dubrovnik
Activities:
Small Ship Cruises, Village Visits
Activity Level:
Relaxed
Embark on MV La Belle de L'Adriatique and join this 8-day cruise through the countries in the Adriatic Sea! Between Croatia and Montenegro via Greece and Albania, between beautiful cities and archaeological remains, wild beauty and unusual landscapes. Discover Dubrovnik, the pearl of the …
Cruise Details
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Golden hour in Venice's famed Piazza San Marco
$2,926
EXPLORE

From Renaissance-infused Mantua to the Canals of Venice

7 Day Itinerary aboard MS Michelangelo
  • Discover Emilia-Romagna
  • Enjoy tasting authentic Parmesan
  • Explore the romantic Verona
  • Admire Vicenza's architecture
Starts / Ends:
Venice / Venice
Activities:
River Cruises, Village Visits
Activity Level:
Relaxed
From Mantua to Venice, enjoy a unique cruise through the heart of three Italian regions. Your trip starts with the region of Emilia-Romagna and its traditional cuisine: do not miss out on a tour of Parma and Cremona complete with a tasting of authentic cheese and ham! Lombardy welcomes you next …
Cruise Details
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Get to know vibrant Barcelona
$1,890
EXPLORE

Barcelona to Cannes

8 Day Itinerary aboard Star Clipper
  • Visit Barcelona
  • Explore Bonifacio
  • Discover Balearic Islands
  • Enjoy Palais du Prince
Starts / Ends:
Barcelona / Cannes
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Explore breathtaking places from Barcelona, Spain, to Cannes, France, during an 8-day voyage on the Star Clipper. Embarking from the second-largest city of Spain to the Glittering Cannes of France. Enjoy the stunning views of the island of Corsica from the old fortress town of Bonifacio, built on …
Cruise Details
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St Tropez, France
$1,890
EXPLORE

Rome to Cannes

8 Day Itinerary aboard Star Clipper
  • Tour a vineyard in Portoferraio
  • Explore Napoleon's birthplace
  • Discover Stintino's beaches
  • 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 Clipper 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
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