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Top Mediterranean Trips & Tours in May 2025

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Discover Mediterranean in May 2025 on one of these 85 tours hand-selected by the travel experts at Adventure Life. Explore the best of Dubrovnik, Split, Hvar, Korcula, and Mljet Island during May 2025 as you enjoy cruises, village visits, small ship cruises, archaeological site visits, and wine tasting. Prices for trips in May 2025 range from $1,250 to $112,500 for a vacation of 7 to 16 days. Choose any of the below 85 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
$4,287
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
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Explore the beautiful walkways of Santorini
$3,989
EXPLORE

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
0
Relax on the beaches of Croatia's Dalmatian coast
$4,185
EXPLORE

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
Activities:
Archaeological Site Visits, Hiking, Kayaking, Local Market Visits, Village Visits, Wine Tasting
Activity Level:
Relaxed
Explore the historical sites, beautiful beaches and stunning coastlines of Croatia on this 10-day Highlights of Croatia tour. Immerse yourself in the local culture, discover the beauty of the pristine Adriatic Sea and the stunning Dalmatian Riviera. Visit the island of Hvar, one of Croatia's …
Tour Details
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Stop in beautiful Parga
$12,390
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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Discover distinctive Venetian architecture
$6,345
EXPLORE

Classic Italy

Venice to Rome - 10 Day Itinerary
  • Ride the gondola in Venetian canals
  • Discover the Sistine Chapel
  • Explore the Vatican Museums
  • Marvel at the architecture in Siena
  • Savor authentic Tuscan cuisine
  • Enjoy the Tuscan countryside
Starts / Ends:
Venice / Rose Garden Palace
Activities:
Archaeological Site Visits, Cooking Classes, Local Market Visits, Village Visits, Wine Tasting
Activity Level:
Relaxed
Embark on a journey through the timeless beauty of Italy with this 10-day classic tour. Get ready to be awestruck by the splendor of Venice and Florence before heading to the eternal city of Rome. Discover the magic of Venice as you glide through the grand canals on a traditional gondola ride while …
Tour Details
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Relax in beautiful Split
$6,801
EXPLORE

Classic Croatian Adventure

Zagreb to Dubrovnik - 14 Day Itinerary
  • Visit Zagreb with guide
  • See lakes and stunning waterfalls
  • Sail the coastline of Split
  • Visit the Diocletian's Palace
  • Visit Dubrovnik's historical places
  • Visit an Oyster Farm in Ston
  • Visit Hvar, a popular island escape
Starts / Ends:
Zagreb / Dubrovnik
Activities:
Archaeological Site Visits, Cooking Classes, Kayaking, Land & Sea Exploration, Local Market Visits, Snorkeling, Village Visits, Wine Tasting
Activity Level:
Relaxed
Visit Croatia on this 14-day Croatia tour to learn about the history and culture, admire the pristine blue waters of the Adriatic Sea and stunning archipelagos. Stroll past the city's historical sites, find hidden gems, and take in Zagreb's vibrant culture. The next stop is Plitvice Lakes …
Tour Details
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Colorful villages line the shores of the Italian riviera
$4,336
EXPLORE

Aeolian Archipelago

Lipari to Salina - 8 Day Itinerary
  • Discover Lipari and Salina
  • Visit a local winery
  • Enjoy a scenic hike in Vulcano
  • Swim in Cala Junco nature reserve
  • Take a walking tour in Stromboli
  • Relax on the beaches of Salina
Starts / Ends:
Milazzo / Milazzo
Activities:
Archaeological Site Visits, Hiking, Village Visits, Wine Tasting
Activity Level:
Relaxed
The Aeolian Islands are a fascinating volcanic archipelago in the Tyrrhenian Sea north of Sicily and are listed on the UNESCO World Heritage Site. On this 8-day tour, explore the beautiful towns of Lipari, Vulcano, Panarea, Stromboli, Filicudi, and Salina. Experience nature and culture, and see the …
Tour Details
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Church in the center of Marpissa, Paros, Greece
$2,500
EBD
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
0
See the famed Rialto bridge in Venice
$2,496
EXPLORE

Venice Extension

4 Day Itinerary
  • Tour Venice's Grand Canal by boat
  • See monuments and famous churches
  • Visit Mazzorbo's vineyards
  • Create your own carnival mask
  • Explore famous squares and canals
Starts / Ends:
Venice / Splendid Venice - Starhotels Collezione
Activities:
Village Visits, Wine Tasting
Activity Level:
Relaxed
Discover the rich culture of Venice, its history, and UNESCO World Heritage Sites on this 4-day Venetian tour. Enjoy a boat tour on Venice's Grand Canal to explore the city's bustling waterfront and famous historical sites, including St. Mark's Square, Giudecca, San Giorgio Maggiore, …
Tour Details
0
Salona ruins with city of Split in background
$1,740
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 Marija and admire the most spectacular coastline Europe has to offer as you explore tiny islands, secluded coves, and swim …
Cruise Details
0
Visit charming Sicily
$3,000
Savings
EXPLORE

Treasures of Sicily

Italy Small Group Tour - 9 Day Itinerary
  • Visit the Island of Sicily
  • Discover the Valley of the Temples
  • Visit Taormina's ancient ruins
  • See the Mount Etna in Sicily
  • Explore the coastal town of Cefalu
  • Visit Syracuse's Archeological Park
  • Discover the Zingaro Nature Reserve
Starts / Ends:
Viagrande / Taormina
Activities:
Archaeological Site Visits, Hiking, Village Visits, Wine Tasting
Activity Level:
Relaxed
Explore the Treasures of Sicily on this 9-day small group tour from Viagrande to Taormina, a collection of extraordinary wonders found on the beautiful Italian island of Sicily. Sicily is home to well-preserved Greek temples showcasing the island's ancient past. The Valley of the Temples in …
Tour Details
0
Explore Italy's colorful Amalfi coast
$2,248
Savings
EXPLORE

Highlights of the Amalfi Coast

Italy Small Group Tour - 8 Day Itinerary
  • Admire the Amalfi Coastline
  • Explore Positano on foot
  • Visit Herculaneum and Pompeii
  • Ride a boat to the island of Capri
  • Walk the Path of the Gods
  • Explore the village of Ravello
Starts / Ends:
Naples / Naples
Activities:
Archaeological Site Visits, Hiking, Village Visits, Wine Tasting
Activity Level:
Easy Active
On this 8-day small group tour, explore the breathtakingly beautiful region of Italy, the Amalfi Coast, located along the southern coast of the Sorrentine Peninsula. See the dramatic cliffs, picturesque villages, and crystal-clear waters. Visit the charming town of Positano, known for its colorful …
Tour Details
0
Explore ruins in Taormina within view of volcanic Mount Etna
$3,699
Savings
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
Wander through the maze of colorful buildings on Santorini
$4,915
EXPLORE

Aegean Escape

8 Day Itinerary aboard Gemaya
  • Visit Kythnos' famous baths
  • Explore the dreamy island of Sifnos
  • Explore Sarakiniko beach
  • Enjoy Santorini
  • See the sandy beaches of Magganari
Starts / Ends:
Lavrion / Lavrion
Activities:
Archaeological Site Visits, Kayaking, Local Market Visits, Small Ship Cruises, Snorkeling, Stand Up Paddle Boarding, Village Visits
Activity Level:
Variable
Explore the Aegean Sea's pristine Blue waters while cruising on the boutique yacht, Gemaya. This 8-day round-trip Greece cruise takes you around the Cyclades, to the famous Santorini and Milos islands, but most importantly, to lesser-known islands that are untouched, unspoiled, and …
Cruise Details
0
Enjoy the beautiful blue waters of the Mediterranean
$4,915
EXPLORE

Saronic Gems

8 Day Itinerary aboard Gemaya
  • Visit ancient ruins in Epidaurus
  • Explore Poros beautiful beaches
  • Enjoy swimming in Porto Cheli
  • Visit many museum in Nafplion
  • Explore the island of Spetses
  • Discover Hydra's ancient ruins
Starts / Ends:
Lavrion / Lavrion
Activities:
Archaeological Site Visits, Kayaking, Local Market Visits, Small Ship Cruises, Snorkeling, Village Visits
Activity Level:
Variable
Discover the Saronic Islands of Greece on this 8-day journey aboard the Gemaya, a group of charming islands with pristine beaches, and experience Greek beauty and rich cultural history. Setting sail from Lavrion, your adventure begins with a visit to Epidaurus, renowned for its ancient theater and …
Cruise Details
0
Gondola on Canal Grande at Sunset, Venice
$3,290
Savings
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
The whitewashed cliffs of Santorini
$3,350
EBD
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
0
Relax in beautiful Split
$2,470
EXPLORE

Dubrovnik and Dalmatian Coast

Croatia Small Group Tour - 8 Day Itinerary
  • Visit Dubrovnik's historical places
  • Visit an Oyster Farm in Ston
  • Visit Ancient ruins in Spilt
  • Enjoy the coastline of Split
Starts / Ends:
Split / Dubrovnik
Activities:
Archaeological Site Visits, Hiking, Village Visits, Wildlife Viewing, Wine Tasting
Activity Level:
Easy Active
Spend your week on this 8-day Croatia small group tour to discover the Adriatic islands and the historic cities of Split, Trogir, and Dubrovnik to learn about the history and culture and admire the pristine blue waters of the Adriatic Sea and stunning archipelagos. Explore the historic old town of …
Tour Details
0
1-18 of 85 Results
TrustScore 4.8 | 382 reviews
TrustScore 4.8 of 5
total score
Based on 382 reviews on
review score
1 month ago
This will be the third trip I have arranged with Adventure Life and I find their customer service and helpfulness to be excellent. Sandra has been very knowledgeable in describing the details of the planned trip as well as the signing up process for the trip. I have and will continue to recommend Adventure Life as the best tour vendor I have had the pleasure to work with. Thank you for your continued excellence.
Linda Haugh
review score
2 months ago
I was given all the information that I asked for and my questions were answered quickly. Very pleasant and knowledgeable agent.
Miriam Weininger
review score
3 months ago
Agent was timely and informative
Amy Jordan
review score
5 months ago
The rep Mary was excellent Got back to me rightaway w any info requested Process was easy so far Thank you
Maryellen Pantaleo
review score
6 months ago
I was on a trip to the UK while arranging another trip for next year. Was able to work with email and a short call to secure our spot on a tall ship cruise. Good company to work with so far.
Steve Beal

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