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Top Mediterranean Trips & Tours in May 2025

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Discover Mediterranean in May 2025 on one of these 51 tours hand-selected by the travel experts at Adventure Life. Explore the best of Dubrovnik, Split, Korcula, Hvar, and Bol during May 2025 as you enjoy cruises, small ship cruises, village visits, archaeological site visits, and urban exploration. Prices for trips in May 2025 range from $1,250 to $38,380 for a vacation of 7 to 16 days. Choose any of the below 51 itineraries in May 2025 and customize it when you contact one of Adventure Life's expert Mediterranean trip planners.
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Greek Monastery on a Rock and Sunny Summer Evening
$4,055
EXPLORE

Highlights of Classical Greece

7 Day Itinerary
  • Visit Athens, the capital of Greece
  • See iconic landmark in Athens
  • Visit Archaeological site of Mycena
  • See the charming town of Nafplion
  • See iconic site in Olympia
  • Explore Delphi, naval of the world
  • See the rock formation in Meteora
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Local Market Visits, Urban Exploration, Village Visits
Activity Level:
Relaxed
Embark on a journey through the ancient world on a 7-day classical Greece adventure from Athens. Discover the rich cultural heritage of Athens as you visit its famous landmarks, including the Acropolis and Parthenon. Explore the picturesque town of Nafplion, the first capital of Greece, and marvel …
Tour Details
0
Explore the beautiful walkways of Santorini
$3,330
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Greece Island Hopping

9 Day Itinerary
  • Visit Athens, the capital of Greece
  • See iconic landmark in Athens
  • Visit the charming town of Naoussa
  • Relax in Paros' beautiful beaches
  • Capture the famous Santorini sunset
  • Sample local wines in Santorini
  • Enjoy the beauty of Santorini
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Village Visits, Wine Tasting
Activity Level:
Relaxed
Escape to Greece on this 9-day Island Hopping Adventure that will take you to Athens, Paros, and Santorini. Start your journey in Athens, where you'll explore the architectural wonders of the ancient world, including the Acropolis and the Parthenon. Taste some of the finest Greek cuisines at …
Tour Details
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Stop in beautiful Parga
$12,990
EXPLORE

Mediterranean Enchantments

8 Day Itinerary aboard Emerald Azzurra
  • Visit the site of Delphi
  • Explore the Albanian Riviera
  • Marvel at the town of Kotor
  • Explore ports in 4 countries
Starts / Ends:
Piraeus / Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Variable
This 8-day itinerary aboard the Emerald Azzurra is a great way to be enchanted with the Eastern Mediterranean. Explore the wealth of beauty that Greece has to offer, starting from the port of Piraeus in Athens, sail along the Corinth Canal to Itea and explore the archaeological site of Delphi, …
Cruise Details
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Traditional architecture in Greece.
$2,500
GroupSave
EXPLORE

Jewels of the Cyclades

8 Day Itinerary aboard Galileo
  • Dine at traditional Greek Tavernas
  • Enjoy a swim-stop at Poliegos
  • Explore Delos's archaeological site
  • Walk through Syros
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Variable
Take an 8-day cruise on the Galileo, which leaves and returns to Athens, to see the Aegean Islands, known for their white-washed villages and ports, bright skies, and crystal seas. During your trip, you can visit popular destinations like Santorini and Mykonos, as well as lesser-known islands such …
Cruise Details
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Salona ruins with city of Split in background
$1,910
EXPLORE

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:
Variable
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 …
Cruise Details
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See the ancient world come alive in Athens
$1,899
EXPLORE

Athens City Explorer

4 Day Itinerary
  • See iconic landmark in Athens
  • Visit Athens, the capital of Greece
  • Take a leisurely walk in Plaka
  • Visit Archaeological site of Mycena
  • See the charming town of Nafplion
  • See the lovely sea front of Athens
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Urban Exploration, Village Visits
Activity Level:
Relaxed
Experience the best of Athens with the 4-day Athens City Explorer tour. With the help of an experienced guide, this immersive and comprehensive tour will take you on a captivating journey through the rich history, culture, and landmarks of the ancient city of Athens. Encounter a vast collection of …
Tour Details
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The whitewashed cliffs of Santorini
$3,350
GroupSave
EXPLORE

Classical Greece

8 Day Itinerary aboard Harmony G
  • Explore the beautiful Cyclades
  • Visit the peaceful town of Chora
  • Tour the old quarter of Nafplion
  • Experience archaeological sites
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Snorkeling
Activity Level:
Variable
Board the Harmony G for a week-long round-trip cruise. On this 8-day cruise from and back to Athens, see Greece at its best: the beautiful white-washed Cycladic Islands of Santorini and Mykonos; Crete, the largest and southernmost Greek island; and the Peloponnese, with its historical treasures in …
Cruise Details
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City of Split on the waterfront
$1,845
EXPLORE

Dubrovnik to Split

8 Day Itinerary aboard M/S Ambassador
  • See the Biševo Blue Cave
  • Explore the Island of Vis
  • Walk around Mljet National Park
  • Visit the city of Dubrovnik
  • Wander around Korčula
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Variable
Join M/S Ambassador on its 8-day cruise from Dubrovnik to Split and vice versa. This itinerary takes you to the most interesting sights of Dubrovnik, such as the City Walls and the historical center. Enjoy walking around Mljet National Park and seeing the Great and Small Lake and the Islet of St. …
Cruise Details
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View of Hvar harbor
$2,070
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Split to Dubrovnik

8 Day Itinerary aboard M/S Ambassador
  • See the Biševo Blue Cave
  • Explore the Island of Vis
  • Walk around Mljet National Park
  • Visit the city of Dubrovnik
  • Wander around Korčula
Starts / Ends:
Split / Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Variable
Join M/S Ambassador on its 8-day cruise from Split to Dubrovnik. This itinerary takes you to the most exciting sights of Dubrovnik, such as the City Walls and the historical center. Enjoy walking around Mljet National Park and seeing the Great and Small Lakes and the Islet of St. Mary with its …
Cruise Details
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The sunny coast of Sardinia
$2,030
Savings
EXPLORE

Ligurian Sea

8 Day Itinerary aboard Star Flyer
  • Experience a new age of sail
  • Discover Portoferraio's heritage
  • Visit Palombaggia beach
  • Explore medieval Alghero
Starts / Ends:
Cannes / Cannes
Activities:
Biking, Hiking, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Step aboard Star Flyer and discover a new age of sail, where the traditions of the past merge with the amenitiies of the present day. Experience friendly and gracious service and a delightful menu of international foods from the far corners of the earth. Fall asleep to the gentle rhythms of the …
Cruise Details
0
Korcula, Croatia
$1,770
EXPLORE

Split to Dubrovnik

8 Day Itinerary aboard M/S Mama Marija
  • Explore Split
  • Discover Vis
  • Experience Bisevo
  • Walk through Korcula
Starts / Ends:
Split / Dubrovnik
Activities:
Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Variable
Starting in Split, this incredible 8-day voyage takes you on an exploration of coastal Croatia and its many hidden treasures. M/S Mama Marija sails across the beautiful turquoise Adriatic Sea, weaving its way between necklaces of islands dotting the Dalmatian coast. Explore the wild beauty and …
Cruise Details
0
Dubrovnik, Croatia
$1,665
EXPLORE

Dubrovnik to Split

8 Day Itinerary aboard M/S Summer
  • See the city of Dubrovnik
  • Sail across Hvar Island
  • Explore Mljet National Park
  • Discover Vis' preserved nature
Activities:
Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Variable
Take this opportunity to join MS Summer on this 8-day cruise from Dubrovnik to Split. Visit Biševo Island and experience the enchanting Blue Cave that the island is most famous for. Visit the UNESCO World Heritage sites in Dubrovnik, or take the cable car to the top of Mount Srđ. While …
Cruise Details
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View of Hvar harbor
$12,990
EXPLORE

Croatian Coast and the Best of Adriatic

Venice - Dubrovnik - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Rovinj
  • Experience the attractions of Zadar
  • Discover Sibenik
  • Marvel at Hvar Town
Starts / Ends:
Venice / Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Variable
Begin your 8-day cruise of discovery in Venice, the gateway to Croatia. Cruise aboard the Emerald Azzurra and explore some of the Adriatic's most iconic destinations, including Rovinj, Zadar, Sibenik, Hvar, Split, Korcula, and Dubrovnik. Take a tour of Rovinj and visit the hilltop church of St. …
Cruise Details
0
Explore historic Bonifacio atop the cliffs of Corsica
$7,690
EXPLORE

Mediterranean Island Voyage: Sicily, Sardinia, Corsica, and Elba – with Smithsonian Journeys

Valletta - Nice - 8 Day Itinerary aboard Le Bougainville
  • Discover Mediterranean islands
  • Experience ancient ruins
  • Admire Byzantine-Arab mosaics
  • Explore medieval towns
  • Discover local cuisine
Starts / Ends:
Valletta / Nice
Activities:
Archaeological Site Visits, Land & Sea Exploration, Small Ship Cruises, Village Visits
Activity Level:
Variable
Embark on this 8-day Mediterranean Island Voyage with Smithsonian Journeys from Valletta to Nice on Le Bougainvillewhere you can engage in discussions with two Smithsonian Journeys Experts onboard.Explore five Mediterranean islands on one itinerary, starting from Malta and moving on to Sicily, …
Cruise Details
0
Sunset over Palermo
$3,799
EXPLORE

Sicilian Sunsets & Amalfi Delights

Malta - Naples - 8 Day Itinerary aboard Variety Voyager
  • Explore Port Empedocle
  • Discover Trapani
  • Explore Sorrento
  • Explore Palermo
Starts / Ends:
Valletta / Naples
Activities:
Archaeological Site Visits, Small Ship Cruises, Wine Tasting
Activity Level:
Variable
Embark on an 8-day cruise aboard the Variety Voyager from Malta's charming capital, Valletta, through Sicily and Southern Italy. Visit Agrigento's UNESCO-listed Temple Valley, explore the medieval streets of Erice, and delve into Palermo's Mafia history while savoring Sicilian cuisine. …
Cruise Details
0
Explore ruins in Taormina within view of volcanic Mount Etna
$3,699
EXPLORE

La Dolce Vita

Naples - Malta - 8 Day Itinerary aboard Variety Voyager
  • Discover Syracuse
  • Explore Taormina
  • Experience Lipari Island
  • Discover Capri Island
Starts / Ends:
Naples / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Wine Tasting
Activity Level:
Variable
Embark on an 8-day cruise from Naples to Malta aboard the Variety Voyager. Begin your journey in charming Naples, the birthplace of pizza, before heading to the stylish island of Capri, a favorite among celebrities and jet-setters. In Sicily, explore the enchanting town of Taormina, with its narrow …
Cruise Details
0
Blue hour over the city in the shadow of Mount Etna
$3,699
EXPLORE

Mediterranean Serenade

Roundtrip Malta - 8 Day Itinerary aboard Variety Voyager
  • Discover Gozo Island
  • Witness Stromboli
  • Enjoy Catania
  • Explore Valetta
Starts / Ends:
Valletta / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Wine Tasting
Activity Level:
Variable
Embark on an 8-day cruise aboard the Variety Voyager through the enchanting destinations of Valletta, Gozo Island, Syracuse, Lipari, and Catania. Explore the ancient Ggantija temples in Gozo Island, dating back 5500 years. Discover Syracuse's "White City." Sail around the volcanic …
Cruise Details
0
Gondola on Canal Grande at Sunset, Venice
$3,990
EXPLORE

Venetian Horizons

Venice Roudtrip - 8 Day Itinerary aboard M/Y Callisto
  • Visit Venice's Grand Canal
  • Enjoy fresh seafood delicacies
  • Explore Plitvice Lakes in Croatia
  • Join a truffle hunting experience
Starts / Ends:
Venice / Venice
Activities:
Archaeological Site Visits, Local Market Visits, Small Ship Cruises, Village Visits
Activity Level:
Variable
Set sail on an 8-day Adriatic cruise aboard M/Y Callisto that begins in the city of Venice and winds its way through the coastal towns of Slovenia and Croatia before culminating in the historic city of Ravenna. This eight-day cruise offers a blend of guided tours and free time, allowing you to …
Cruise Details
0
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