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Top Mediterranean Trips & Tours in May 2026

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Coast of Santa Margherita Ligure, Italy
from $17,490
2for1
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French & Italian Rivieras with Corsica

Civitavecchia (Rome) - Nice - 8 Day Itinerary aboard Emerald Sakara
  • Explore Corsica’s Calvi
  • Taste Livorno’s seafood
  • Walk historic Porto Venere
  • Experience Monte Carlo culture
Starts / Ends
Civitavecchia / Nice
Activity Level
Variable
Sail on this 8-day Western Mediterranean cruise from Civitavecchia to Nice aboard Emerald Sakara. Explore Corsica’s Calvi, Tuscany’s Livorno and Marina di Carrara, the UNESCO-listed town of Porto Venere, the coastal gems of Santa Margherita Ligure and Portofino, and the glamorous cities of Monte Carlo and Nice.
Cruise Details
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The medieval fortress of Calvi
from $13,060
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Corsican shores, under Sail Aboard Le Ponant

Roundtrip Nice - 8 Day Itinerary aboard Le Ponant
  • Visit Balagne and Cap Corse
  • Visit Gulf of Ajaccio
  • Discover the Gulf of Sant’Amanza
  • Visit the Gulf of Roccapina
Starts / Ends
Nice / Nice
Activities
Scuba Diving, Snorkeling
Activity Level
Variable
Set sail on an 8-day cruise along the Corsican coastline aboard Le Ponant, departing from Nice. Explore the northern terrain of Balagne and Cap Corse with historic citadels and unspoiled villages. Experience the Gulf of Sant’Amanza. Visit the Gulf of Roccapina and Domaine de Murtoli before returning to Nice.
Cruise Details
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Ancient theater of Taormina Sicily Italy with Etna erupting volcano at sunset
from $15,061
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The Ancient Shores of Sicily and Malta

Roundtrip Malta - 10 Day Itinerary aboard Sea Cloud II
  • Explore stunning UNESCO-listed site
  • Step into the history of Sicily
  • Discover the charm of ancient Erice
  • Savor the authentic Sicily flavors
  • Explore historic Taormina and Sirac
Starts / Ends
Valletta / Valletta
Activity Level
Variable
Embark on a 10-day Ancient Shores of Sicily and Malta cruise, aboard Sea Cloud II. Explore ancient cities, UNESCO-listed temples, and landscapes shaped by the Romans, Greeks, and Carthaginians. Visit Agrigento’s Valley of the Temples, the Ggantija Temples, and Valletta, stroll medieval Erice, and tour The Godfather’s Castello degli Schiavi.
Cruise Details
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Old town harbor of Antalya
from $10,300
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Athens (Piraeus) to Split

12 Day Itinerary aboard Silver Dawn
  • Explore ancient Athens landmarks
  • Visit Hadrian’s Roman gate
  • Discover Rhodes medieval history
  • Tour Butrint’s ancient ruins
Starts / Ends
Athens / Split
Activities
Spa Relaxation
Activity Level
Variable
Sail through the Mediterranean on a 12-day cruise from Athens to Split aboard the Silver Dawn. Stroll through Rhodes’ medieval streets, discover Crete’s legendary lakeside charm, and soak in Santorini’s volcanic beauty and caldera views. In Albania, visit Sarande’s Blue Eye Spring and the ancient ruins of Butrint.
Cruise Details
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Discover distinctive Venetian architecture
from $4,299
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Venice & the Jewels of Veneto

Venice Roundtrip - 8 Day Itinerary aboard S.S. La Venezia
  • Experience St. Mark’s Basilica
  • Explore Ancient Torcello
  • Watch Murano Glassmaking
  • Discover Padua’s History
Starts / Ends
Venice / Venice
Activities
Urban Exploration, Hiking, Biking
Activity Level
Variable
Experience an 8-day roundtrip cruise from Venice aboard S.S. La Venezia. Discover the Doge’s Palace, Burano’s colorful houses, Chioggia’s markets, and the Po Delta’s tranquil waterways. Visit castles, art museums, artisan studios, and lively piazzas, while enjoying authentic cuisine and unforgettable views of the Venetian Lagoon.
Cruise Details
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The famous windmills of Mykonos
from $5,440
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Sparkling Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • See pristine waters of Milos
  • Explore Sifnos' vibrant culture
  • Enjoy swimming in Despotiko
  • Visit ancient ruins in Delos
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Embark on an 8-day cruise through the stunning Cyclades on the Gemaya, exploring charming islands like Milos, Sifnos, and Delos, rich in culture and natural beauty. Experience pristine beaches, delightful hiking, and vibrant local cuisine before concluding your adventure in Lavrion.
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The sunny coast of Sardinia
from $2,570
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Ligurian Sea

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper
  • Stroll Nice’s old town
  • Discover Lerici’s villages
  • Explore Portoferraio’s vineyards
  • Relax on Sant’Amanza’s beach
Starts / Ends
Nice / Nice
Activity Level
Variable
Embark on an 8-day cruise aboard the Royal Clipper, sailing from Nice to Monaco while discovering beautiful coastal towns and rich cultural landmarks. Enjoy vibrant local cuisine, stunning beaches, and history in France, Italy, and Monaco.
Cruise Details
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Beautiful view from Trogir fortress, Croatia
from $2,870
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Northern Gems

Trogir - Trogir - 8 Day Itinerary aboard Markan
  • Explore Trogir’s old town
  • Savor local wine near Skradin
  • See Cathedral of St. James
  • Visit Krka Waterfalls
Starts / Ends
Trogir / Trogir
Activities
Small Ship Sailing
Activity Level
Variable
Experience an 8-day round-trip cruise from Trogir aboard Markan, exploring the scenic northern Adriatic coast. Visit the UNESCO-listed town of Trogir, cruise toward Skradin with a swim stop, and enjoy a wine tasting with tapas at a local winery. Each day features a mix of culture, nature, and coastal charm.
Cruise Details
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Explore the historic island of Korcula
from $2,870
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One Way Wonders

Dubrovnik - Trogir - 8 Day Itinerary aboard Nautilus
  • Take a guided tour in Dubrovnik
  • Explore medieval ramparts in Ston
  • Visit Bisevo’s luminous Blue Cave
  • Explore Trogir’s old town
Starts / Ends
Dubrovnik / Trogir
Activity Level
Variable
Experience an 8-day cruise from Dubrovnik to Trogir on the Nautilus, exploring picturesque islands and UNESCO sites. Enjoy guided tours, wine tastings, and local cuisine aboard a small ship for a more authentic journey.
Cruise Details
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City of Dubrovnik
from $2,870
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Dalmatian Paradise

Roundtrip Trogir - 8 Day Itinerary aboard Nautilus
  • Stroll Hvar’s town square
  • Explore Bol’s coastal charm
  • Walk Dubrovnik’s old walls
  • Explore Trogir’s medieval core
Starts / Ends
Trogir / Trogir
Activity Level
Variable
Experience an 8-day cruise from Trogir on the Nautilus, 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
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View of Hvar harbor
from $2,870
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One Way Wonders

Trogir - Dubrovnik - 8 Day Itinerary aboard Ave Maria
  • Walk Hvar’s historic streets
  • Visit Bisevo’s luminous Blue Cave
  • Swim Zlatni Rat beach
  • Explore Trogir’s old town
Starts / Ends
Trogir / Dubrovnik
Activity Level
Variable
Set sail on an 8-day cruise from Trogir to Dubrovnik aboard the Ave Maria, blending relaxation with exploration. Discover Southern Dalmatia's islands through guided tours, wine tastings, and gourmet experiences while enjoying personalized service and breathtaking coastal scenery.
Cruise Details
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Relax on the beaches of Croatia's Dalmatian coast
from $4,184
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Highlights of Croatia

Split to Dubrovnik - 10 Day Itinerary
  • Visit Ancient ruins in Spilt
  • Visit Diocletian's Palace
  • Enjoy the coastline of Split
  • Explore the streets of Hvar
  • Visit Hvar, a historic port town
  • See Dubrovnik's historical sites
  • Taste fresh oysters in Ston
Starts / Ends
Split / Dubrovnik
Activity Level
Relaxed
Discover fascinating Croatia on this 10-day tour for 2025. Explore the stunning Dalmatian Riviera, wander Hvar's alleyways, beautiful beaches, and lost villages, immerse yourself in the "Pearl of the Adriatic," Dubrovnik's rich history and mesmerizing scenery, savor local wines, and marvel at Split’s old city walls and Diocletian’s Palace.
Tour Details
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The Pile Gate, main entrance of the Old City of Dubrovnik
from $2,870
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One Way Wonders

Dubrovnik - Trogir - 8 Day Itinerary aboard Avangard
  • Stroll Dubrovnik’s alleys
  • Sample oysters in Ston
  • Explore Trogir’s old town
  • Visit Bisevo’s luminous Blue Cave
Starts / Ends
Dubrovnik / Trogir
Activity Level
Variable
Experience an 8-day cruise from Dubrovnik to Trogir on the Avangard, exploring picturesque islands and UNESCO sites. Enjoy guided tours, wine tastings, and local cuisine aboard a small ship for a more authentic journey.
Cruise Details
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Dominican monastery in Bol on Brac Island
from $2,630
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One Way Wonders

Trogir - Dubrovnik - 8 Day Itinerary aboard Maritimo
  • Explore Dubrovnik’s medieval core
  • Admire Slano’s coastal serenity
  • Visit Mljet’s salt lakes
  • Discover Korcula’s Gothic charm
Starts / Ends
Trogir / Dubrovnik
Activities
Kayaking
Activity Level
Variable
Embark on an 8-day cruise from Trogir to Dubrovnik aboard the Maritimo, exploring UNESCO towns and stunning islands like Hvar and Korcula. Enjoy local cuisine, guided tours, and optional excursions such as oyster tastings and Blue Cave visits.
Cruise Details
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Korcula Island
from $2,270
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Dalmatian Paradise

Roundtrip Trogir - 8 Day Itinerary aboard Maritimo
  • Explore Trogir’s medieval streets
  • Stroll Korcula’s walled town
  • Visit Mljet’s salt lakes
  • Wander Bol’s waterfront promenade
Starts / Ends
Trogir / Trogir
Activities
Village Visits, Archaeological Site Visits, Wine Tasting, Local Market Visits
Activity Level
Variable
Set sail on an 8-day cruise from Trogir along Croatia's stunning Dalmatian coast aboard the Maritimo, exploring historic islands like Brac, Hvar, and Korcula. Enjoy swim stops, guided tours of UNESCO towns, and authentic local cuisine for a perfect blend of culture and relaxation.
Cruise Details
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St.Blaise Church, Dubrovnik
from $1,615
EXPLORE

Southern Pearls

Dubrovnik - Split - 8 Day Itinerary aboard Seagull
  • Explore Mljet’s tranquil salt lakes
  • Discover Korcula’s walled old town
  • Relax on Scedro’s quiet shores
  • Tour Pucisca’s stone workshop
Starts / Ends
Dubrovnik / Split
Activity Level
Variable
Set sail on an 8-day cruise along Croatia's Adriatic coast aboard the Seagull, visiting highlights like Dubrovnik, Split, and the Blue Cave. Enjoy guided tours, relaxing swims, and a Captain's dinner, perfect for those wanting to explore culture and stunning scenery.
Cruise Details
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Gorgeous water and mountains surrounding Split
from $1,622
EXPLORE

Split

4 Day Itinerary
  • See the coastline of Split
  • Visit the Diocletian's Palace
  • Discover Krka National park
  • Explore the historic town of Split
Starts / Ends
Split / Split
Activity Level
Relaxed
This incredible 4-day tour for 2025 explore the magnificent 1700-year-old city of Split. Rich in cultural life and surrounded by breathtaking nature, this vibrant city is home to UNESCO-listed Diocletian's Palace and other architectural icons. Explore its old town, go for a hike in Krka National Park, and learn about its olive oil culture.
Tour Details
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City of Dubrovnik
from $1,142
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Dubrovnik

4 Day Itinerary
  • Visit Dubrovnik's historical places
  • Admire the views of Old Town
  • Visit an Oyster Farm in Ston
  • Taste the Croatian cuisine
  • Enjoy wine-tasting class
Starts / Ends
Dubrovnik / Dubrovnik
Activity Level
Relaxed
This 4-day tour for 2025 allows visitors to step into the fascinating world of Dubrovnik. Wander the cobbled streets of its UNESCO-listed Old Town. Ascend Europe's most impressive medieval walls for panoramic views. Wander through charming alleyways, visit an oyster farm, indulge in local delicacies, and taste the country’s renowned wines.
Tour Details
0
37-54 of 91 Results

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