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May cruises

644 results

May is one of the most sought‑after months for European cruising, combining long days, warmer temperatures and the full launch of summer itineraries. Our collection of cruise deals in May spans 2027 and 2028, featuring classic cruises from Southampton to the Mediterranean, the Norwegian Fjords, and the British Isles. With flowers in bloom and coastal towns coming to life, it is an ideal time for both sightseeing and scenic sailing.

Because May sits just before peak‑season pricing, many cruises in May offer an appealing balance between cost and experience. Families can take advantage of the May half-term, with cruises on larger ships packed with entertainment, while couples might favour smaller luxury vessels or river cruises. With itineraries that range from week‑long escapes to extended adventures, our cruises in May 2027–2028 help you compare departure ports, cruise lines and inclusions so you can secure the May holiday that best suits your plans.

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SAVE UP TO 50% WITH US

Epic Pacific Passage

  • calendar7 May '27
  • moon 19 nights
  • anchor Seven Seas Explorer
  • ship-cardDep: Tokyo
  • location-pinArr: Vancouver, British Columbia
Tokyo / Hitachinaka / Sendai / Miyako, Iwate / Aomori / Kushiro / Cruising the Pacific Ocean / Cruising the Pacific Ocean / Cruising the Pacific Ocean / View full itinerary
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Save up to 50% with us

Save up to 50% when you secure your suite with us (selected categories only) - contact our Regent experts today.

Fusina to Nice

  • calendar7 May '27
  • moon 10 nights
  • anchor Silver Shadow
  • ship-cardDep: Fusina
  • location-pinArr: Nice
Fusina / Pula / Sibenik / Dubrovnik / Split / Taormina / Valletta / Livorno / Nice / View full itinerary
FREE ALL-INCLUSIVE OFFER

Dreams of Tahiti Air + Hotel Package from LAX

  • calendar8 May '27
  • moon 9 nights
  • anchor Wind Star
  • ship-cardDep: Los Angeles, California
  • location-pinArr: Papeete, Tahiti
Los Angeles, California / Papeete, Tahiti / Papeete, Tahiti / Papeete, Tahiti / Raiatea / Raiatea / Motu Mahaea, Society Islands / Bora-Bora / Bora-Bora / View full itinerary
sparks

Free All-Inclusive Offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line. Secure your suite or stateroom with a £150pp deposit (applies to voyages departing more than 90 days after the date of booking)

Secrets of the Antilles: An Exclusive Caribbean Expedition cruise

  • calendar8 May '27
  • moon 6 nights
  • anchor SH Vega
  • ship-cardDep: Bridgetown
  • location-pinArr: Philipsburg
Bridgetown / Mayreau Island / Soufrière / Saint Pierre / Deshaies / Gustavia / Philipsburg / View full itinerary
FREE ALL-INCLUSIVE OFFER

Kyoto & the Zen of Japan Cruise Tour

  • calendar8 May '27
  • moon 12 nights
  • anchor Star Seeker
  • ship-cardDep: Osaka
  • location-pinArr: Tokyo
Osaka / Kyoto / Osaka / Osaka / Takamatsu / Takamatsu / Tomonoura / Hiroshima / Karatsu / View full itinerary
sparks

Free All-Inclusive Offer

Drinks, gratuities, and WiFi included plus up to exclusive savings on selected sailings - only with The Cruise Line. Secure your suite or stateroom with a £150pp deposit (applies to voyages departing more than 90 days after the date of booking)

Corsica & French Riviera

  • calendar8 May '27
  • moon 7 nights
  • anchor Royal Clipper
  • ship-cardDep: Nice
  • location-pinArr: Nice
Nice / Portofino / Propriano, Corsica / Alghero / Calvi, Corsica / Sanary-sur-Mer / Saint-Tropez / Nice / View full itinerary

Icons of the Italian Coast

  • calendar8 May '27
  • moon 7 nights
  • anchor Star Clipper
  • ship-cardDep: Civitavecchia
  • location-pinArr: Civitavecchia
Civitavecchia / Lipari / Stromboli / Taormina / Agropoli / Sorrento / Ponza Island / Civitavecchia / View full itinerary

Greek Island Odyssey

  • calendar8 May '27
  • moon 7 nights
  • anchor Star Flyer
  • ship-cardDep: Piraeus
  • location-pinArr: Piraeus
Piraeus / Pighadia / Rhodes / Kusadasi / Pátmos / Gavrio / Piraeus / View full itinerary

7-Day Inside Passage (with Glacier Bay National Park)

  • calendar8 May '27
  • moon 7 nights
  • anchor Royal Princess
  • ship-cardDep: Seattle, Washington
  • location-pinArr: Seattle, Washington
Seattle, Washington / Juneau, Alaska / Skagway, Alaska / Glacier Bay National Park, Alaska / Ketchikan, Alaska / Victoria, British Columbia / Seattle, Washington / View full itinerary

10-Day Japan Explorer

  • calendar8 May '27
  • moon 10 nights
  • anchor Diamond Princess
  • ship-cardDep: Yokohama
  • location-pinArr: Yokohama
Yokohama / Toba / Kobe / Kochi / Hiroshima / Cruising by the Kanmon Straits / Seogwipo / Nagasaki / Omaezaki / View full itinerary

20-Day Grand Circle Japan

  • calendar8 May '27
  • moon 20 nights
  • anchor Diamond Princess
  • ship-cardDep: Yokohama
  • location-pinArr: Yokohama
Yokohama / Toba / Kobe / Kochi / Hiroshima / Cruising by the Kanmon Straits / Seogwipo / Nagasaki / Omaezaki / View full itinerary

7-Day Alaska Explorer

  • calendar8 May '27
  • moon 7 nights
  • anchor Eurodam
  • ship-cardDep: Seattle, Washington
  • location-pinArr: Seattle, Washington
Seattle, Washington / Juneau, Alaska / Glacier Bay National Park, Alaska / Icy Strait Point / Sitka, Alaska / Ketchikan, Alaska / Victoria, British Columbia / Seattle, Washington / View full itinerary

7-Day Alaska Inside Passage

  • calendar8 May '27
  • moon 7 nights
  • anchor Koningsdam
  • ship-cardDep: Vancouver, British Columbia
  • location-pinArr: Vancouver, British Columbia
Vancouver, British Columbia / Scenic Cruising / Tracy Arm, Alaska / Juneau, Alaska / Skagway, Alaska / Glacier Bay National Park, Alaska / Ketchikan, Alaska / Scenic Cruising / Vancouver, British Columbia / View full itinerary

7-Day Voyage of the Glaciers (Northbound)

  • calendar8 May '27
  • moon 7 nights
  • anchor Crown Princess
  • ship-cardDep: Vancouver, British Columbia
  • location-pinArr: Whittier
Vancouver, British Columbia / Ketchikan, Alaska / Juneau, Alaska / Skagway, Alaska / Glacier Bay National Park, Alaska / College Fjord, Alaska / Whittier / View full itinerary

14-Day Voyage of the Glaciers Grand Adventure

  • calendar8 May '27
  • moon 14 nights
  • anchor Crown Princess
  • ship-cardDep: Vancouver, British Columbia
  • location-pinArr: Vancouver, British Columbia
Vancouver, British Columbia / Ketchikan, Alaska / Juneau, Alaska / Skagway, Alaska / Glacier Bay National Park, Alaska / College Fjord, Alaska / Whittier / Hubbard Glacier / Glacier Bay National Park, Alaska / View full itinerary

7-Day Norwegian Fjords

  • calendar8 May '27
  • moon 7 nights
  • anchor Sky Princess
  • ship-cardDep: Southampton
  • location-pinArr: Southampton
Southampton / Haugesund / Ålesund / Skjolden / Stavanger / Southampton / View full itinerary

14-Day Norwegian Fjords & Scandinavia

  • calendar8 May '27
  • moon 14 nights
  • anchor Sky Princess
  • ship-cardDep: Southampton
  • location-pinArr: Southampton
Southampton / Haugesund / Ålesund / Skjolden / Stavanger / Southampton / Kristiansand / Oslo / Copenhagen / View full itinerary

Iberian Grandeur

  • calendar8 May '27
  • moon 7 nights
  • anchor Seven Seas Grandeur
  • ship-cardDep: Lisbon
  • location-pinArr: Barcelona
Lisbon / Portimão / Cádiz / Tangier / Málaga / Cruising the Mediterranean Sea / Palma de Mallorca / Barcelona / View full itinerary

Lisbon To Liguria

  • calendar8 May '27
  • moon 17 nights
  • anchor Seven Seas Grandeur
  • ship-cardDep: Lisbon
  • location-pinArr: Civitavecchia
Lisbon / Portimão / Cádiz / Tangier / Málaga / Cruising the Mediterranean Sea / Palma de Mallorca / Barcelona / Palamós / View full itinerary
BONUS SAVINGS

8 Night Aruba, Bonaire & Curacao Cruise

  • calendar8 May '27
  • moon 8 nights
  • anchor Celebrity Beyond
  • ship-cardDep: Miami, Florida
  • location-pinArr: Miami, Florida
Miami, Florida / Oranjestad / Willemstad / Kralendijk / Miami, Florida / View full itinerary
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Bonus savings

Book this voyage for at least 60% off the second guest's cruise fare plus enjoy bonus savings (up to £900 per room on select Europe sailings and up to £200 for select Caribbean sailings).

8-Day Alaska Inside Passage

  • calendar8 May '27
  • moon 8 nights
  • anchor Nieuw Amsterdam
  • ship-cardDep: Vancouver, British Columbia
  • location-pinArr: Vancouver, British Columbia
Vancouver, British Columbia / Scenic Cruising / Juneau, Alaska / Skagway, Alaska / Scenic Cruising / Wrangell, Alaska / Ketchikan, Alaska / Scenic Cruising / Vancouver, British Columbia / View full itinerary

7-Day Norwegian Fjords & Sognefjord

  • calendar8 May '27
  • moon 7 nights
  • anchor Zuiderdam
  • ship-cardDep: Amsterdam
  • location-pinArr: Amsterdam
Amsterdam / Scenic Cruising / Oslo / Kristiansand / Stavanger / Scenic Cruising / Skjolden / Amsterdam / View full itinerary

14-Day Norwegian Fjords & Nordfjord

  • calendar8 May '27
  • moon 14 nights
  • anchor Zuiderdam
  • ship-cardDep: Amsterdam
  • location-pinArr: Amsterdam
Amsterdam / Scenic Cruising / Oslo / Kristiansand / Stavanger / Scenic Cruising / Skjolden / Amsterdam / Scenic Cruising / View full itinerary

San Cristóbal to San Cristóbal

  • calendar8 May '27
  • moon 7 nights
  • anchor Silver Origin
  • ship-cardDep: San Cristóbal Island, Galápagos
  • location-pinArr: San Cristóbal Island, Galápagos
San Cristóbal Island, Galápagos / Roca León Dormido / El Barranco, Genovesa Island, Galápagos / Darwin Bay, Genovesa Island, Galápagos / North Seymour Island, Galapagos / Sullivan Bay, Santiago Island, Galápagos / Mangle Point, Fernandina Island, Galápagos / Punta Moreno, Isabella Island, Galapagos / Los Gemelos, Santa Cruz Island, Galápagos / View full itinerary
ONBOARD CREDIT OFFER

16-Day Remote Indonesia & Papua New Guinea

  • calendar8 May '27
  • moon 16 nights
  • anchor Seabourn Pursuit
  • ship-cardDep: Lautoka
  • location-pinArr: Darwin, Northern Territory
Lautoka / Nabukeru, Yasawa / Ambrym / Pentecost Island / Espiritu Santo / Alotau / Darwin, Northern Territory / Darwin, Northern Territory / View full itinerary
sparks

ONBOARD CREDIT OFFER

Book this voyage for $500 per suite onboard credit on Ocean View or Veranda Suites, or $1,000 on Penthouse Suites and above. Secure your suite with us to save up to 20%

The Iberian Peninsula and Fortified cities of the Atlantic

  • calendar8 May '27
  • moon 10 nights
  • anchor L'Austral
  • ship-cardDep: Lisbon
  • location-pinArr: Honfleur
Lisbon / Leixões / Vigo / Santander / Bordeaux / Bordeaux / Saint-Malo / Guernsey / Honfleur / View full itinerary
FREE DRINKS PACKAGE

Mediterranean & Adriatic Sojourn

  • calendar8 May '27
  • moon 21 nights
  • anchor Viking Mars
  • ship-cardDep: Piraeus
  • location-pinArr: Barcelona
Piraeus / Katakolon / Corfu / Kotor / Dubrovnik / Split / Venice / Venice / Venice / View full itinerary
sparks

FREE Drinks Package

Book a voyage departing between 2027 and 2029 and receive a FREE drinks package. Ends 31st July 2026

FREE DRINKS PACKAGE

Italy, the Adriatic & Greece

  • calendar8 May '27
  • moon 14 nights
  • anchor Viking Mars
  • ship-cardDep: Piraeus
  • location-pinArr: Civitavecchia
Piraeus / Katakolon / Corfu / Kotor / Dubrovnik / Split / Venice / Venice / Venice / View full itinerary
sparks

FREE Drinks Package

Book a voyage departing between 2027 and 2029 and receive a FREE drinks package. Ends 31st July 2026

FREE DRINKS PACKAGE

Venice, the Adriatic & Greece

  • calendar8 May '27
  • moon 7 nights
  • anchor Viking Mars
  • ship-cardDep: Piraeus
  • location-pinArr: Venice
Piraeus / Katakolon / Corfu / Kotor / Dubrovnik / Split / Venice / Venice / View full itinerary
sparks

FREE Drinks Package

Book a voyage departing between 2027 and 2029 and receive a FREE drinks package. Ends 31st July 2026

Indian Ocean Inspiration

  • calendar8 May '27
  • moon 18 nights
  • anchor Oceania Nautica
  • ship-cardDep: Singapore
  • location-pinArr: Dubai
Singapore / Port Klang / Georgetown, Penang / Langkawi Island / Phuket / Galle / Colombo / Cochin / Mangalore / View full itinerary
Showing 121-150 of 644 results

FAQs

Are you thinking of a cruise holiday in May? Here’s our frequently asked questions: