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Explore 416 cruise vacations
Showing 40 cruise vacations: All Destinations, August 2025 - October 2025
Showing 40 cruise vacations that match your search
Showing 40 cruise vacations that match your search
Fire & Sunset Soirées
- Miami, Florida
- Key West, Florida
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Sea Terrace cabins from
per Cabin
or from $103/month.
Departing on:
Reykjavik to Amsterdam & Portsmouth
- Reykjavik
- Reykjavik, Iceland
- Ísafjörður, Iceland
- Akureyri, Iceland
- Lerwick/Shetland, Scotland
- Amsterdam, Netherlands
- Portsmouth
70% off 2nd Sailor
SWING INTO SAVINGS
Free balcony upgrade + more perks
Grab a complimentary balcony upgrade, 70% off your second Sailor’s voyage fare, & up to $300 onboard credit when you book.
Istanbul, Santorini & More
- Athens (Piraeus)
- Istanbul, Turkey
- Ephesus (Kuşadasi), Turkey
- Mykonos, Greece
- Rhodes, Greece
- Santorini, Greece
- Chania (Souda Bay), Crete, Greece
- Athens (Piraeus)
70% off 2nd Sailor
Sea View cabins from
per Cabin
or from $260/month.
Departing on:
Dominican Daze
- Miami, Florida
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
or from $103/month.
Departing on:
Portsmouth to Ireland, Scotland & More
- Portsmouth
- Amsterdam, Netherlands
- Bruges/Zeebruge (Brussels), Belgium
- Kirkwall, Scotland
- Stornoway, Isle of Lewis, Scotland
- Glasgow (Greenock), Scotland
- Belfast, Northern Ireland
- Dublin, Ireland
- Portsmouth
70% off 2nd Sailor
Sea View cabins from
per Cabin
or from $198/month.
Departing on:
Riviera Maya
- Miami, Florida
- Cozumel, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Sea Terrace cabins from
per Cabin
or from $112/month.
Departing on:
Virgin Voyages Comedy Fest from the UK
- Portsmouth
- La Coruña, Spain
- Bilbao, Spain
- Bordeaux (Le Verdon), France
- Portsmouth
70% off 2nd Sailor
Sea Terrace cabins from
per Cabin
or from $148/month.
Departing on:
Greek Island Glow
- Athens (Piraeus)
- Santorini, Greece
- Rhodes, Greece
- Bodrum, Turkey
- Mykonos, Greece
- Athens (Piraeus)
70% off 2nd Sailor
Sea Terrace cabins from
per Cabin
or from $175/month.
Departing on:
Brilliant Lady New York MerMaiden
- New York City, New York
- Royal Naval Dockyard, Bermuda
- New York City, New York
Insider cabins from
per Cabin
or from $97/month.i
5 nights
Brilliant Lady
70% off 2nd Sailor
Insider cabins from
per Cabin
or from $97/month.
Departing on:
Portsmouth to Amsterdam & Bordeaux
- Portsmouth
- Amsterdam, Netherlands
- Bruges/Zeebruge (Brussels), Belgium
- Bordeaux (Le Verdon), France
- Portsmouth
70% off 2nd Sailor
Sea Terrace cabins from
per Cabin
or from $140/month.
Departing on:
Corfu, Dubrovnik & More
- Athens (Piraeus)
- Kotor, Montenegro
- Dubrovnik, Croatia
- Corfu, Greece
- Mykonos, Greece
- Athens (Piraeus)
70% off 2nd Sailor
Sea Terrace cabins from
per Cabin
or from $195/month.
Departing on:
Mayan Sol
- Miami, Florida
- Costa Maya, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Sea View cabins from
per Cabin
or from $100/month.
Departing on:
The Big Apple to Bermuda
- New York City, New York
- Royal Naval Dockyard, Bermuda
- New York City, New York
Insider cabins from
per Cabin
or from $121/month.i
5 nights
Brilliant Lady
70% off 2nd Sailor
Insider cabins from
per Cabin
or from $121/month.
Departing on:
Portsmouth to Lisbon, Casablanca & Spain
- Portsmouth
- La Coruña, Spain
- Lisbon, Portugal
- Casablanca, Morocco
- Málaga, Spain
- Ibiza, Spain
- Barcelona
70% off 2nd Sailor
RockStar Quarters suites from
per Cabin
or from $492/month.
Departing on:
2025
Fri, Sep 12 - Thu, Sep 25
from (US$) Only suites remaining
Fall Colors: Coastal Northeast & Canada
- New York City, New York
- Boston, Massachusetts
- Eastport, Maine
- Saint John, New Brunswick
- Halifax, Nova Scotia
- New York City, New York
Insider cabins from
per Cabin
or from $126/month.i
8 nights
Brilliant Lady
70% off 2nd Sailor
Insider cabins from
per Cabin
or from $126/month.
Departing on:
Autumn Leaves: New York to Quebec
- New York City, New York
- Boston, Massachusetts
- Eastport, Maine
- Saint John, New Brunswick
- Halifax, Nova Scotia
- Quebec City, Quebec
Insider cabins from
per Cabin
or from $121/month.i
10 nights
Brilliant Lady
70% off 2nd Sailor
Insider cabins from
per Cabin
or from $121/month.
Departing on:
Barcelona to Cannes, Rome & Tuscany
- Barcelona
- Ibiza, Spain
- Palma de Mallorca, Spain
- Cannes, France
- Ajaccio, Corsica, France
- Cagliari, Sardinia, Italy
- Florence/Pisa (Livorno), Italy
- Pompeii/Capri (Naples), Italy
- Rome (Civitavecchia)
70% off 2nd Sailor
RockStar Quarters suites from
per Cabin
or from $528/month.
Departing on:
2025
Thu, Sep 25 - Tue, Oct 07
from (US$) Only suites remaining
★DEAL
Starry Nights in Greece & Croatia
- Athens (Piraeus)
- Santorini, Greece
- Bodrum, Turkey
- Mykonos, Greece
- Dubrovnik, Croatia
- Kotor, Montenegro
- Corfu, Greece
- Athens (Piraeus)
70% off 2nd Sailor
Sea View cabins from
per Cabin
or from $241/month.
Departing on:
Fall Leaves to Miami Scenes
- Quebec City, Quebec
- Halifax, Nova Scotia
- Saint John, New Brunswick
- Eastport, Maine
- Boston, Massachusetts
- Charleston, South Carolina
- Miami, Florida
Sea View cabins from
per Cabin
or from $120/month.i
13 nights
Brilliant Lady
70% off 2nd Sailor
Sea View cabins from
per Cabin
or from $120/month.
Departing on:
Italy to France & Spain
- Rome (Civitavecchia)
- Cagliari, Sardinia, Italy
- Tuscany/Cinque Terre (Marina di Carrara), Italy
- Ajaccio, Corsica, France
- Cannes, France
- Valencia, Spain
- Barcelona
70% off 2nd Sailor
Sea View cabins from
per Cabin
or from $209/month.
Departing on:
True Crime Voyage
- Miami, Florida
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Sea View cabins from
per Cabin
or from $94/month.
Departing on:
Scarlet's Haunted Halloween Soirée
- Barcelona
- Palma de Mallorca, Spain
- Casablanca, Morocco
- Funchal, Madeira, Portugal
- Santa Cruz de Tenerife, Spain
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
or from $138/month.
Departing on:
★DEAL
Brilliant Lady Miami MerMaiden
- Miami, Florida
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
- The Beach Club at Bimini, Bahamas
- Miami, Florida
Insider cabins from
per Cabin
or from $126/month.i
8 nights
Brilliant Lady
70% off 2nd Sailor
Insider cabins from
per Cabin
or from $126/month.
Departing on:
Mykonos Moons to Spanish Sunrises
- Athens (Piraeus)
- Mykonos, Greece
- Catania, Sicily, Italy
- Palma de Mallorca, Spain
- Valencia, Spain
- Barcelona
70% off 2nd Sailor
Insider cabins from
per Cabin
or from $162/month.
Departing on:
Riviera Maya: Halloween Edition
- Miami, Florida
- Cozumel, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Sea View cabins from
per Cabin
or from $100/month.
Departing on:
Dominican Daze: Halloween Edition
- Miami, Florida
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Sea Terrace cabins from
per Cabin
or from $97/month.
Departing on:
Resilient's Haunted Halloween Soirée
- Barcelona
- Valencia, Spain
- Casablanca, Morocco
- Las Palmas de Gran Canaria, Spain
- Miami, Florida
70% off 2nd Sailor
Insider cabins from
per Cabin
or from $137/month.
Departing on:
Valiant's Haunted Halloween Soirée
- Miami, Florida
- Key West, Florida
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Sea View cabins from
per Cabin
or from $108/month.
Departing on:
Scarlet's Haunted Halloween Soirée
- Miami, Florida
- Roatán, Honduras
- Costa Maya, Mexico
- Cozumel, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off 2nd Sailor
Sea View cabins from
per Cabin
or from $110/month.
Departing on: