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70% off 2nd Sailor + up to $500 in savings
Showing 173 cruise vacations that match your search
Mayan Sol
Miami, Florida • Costa Maya • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
Dominican Daze
Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
SAVE NOW, SAIL LATER
70% off 2nd Sailor + up to $500 off
Always Included Luxury: Wi-Fi, tips & gratuities, all dining, entertainment, and more.
The Modern Med to Ancient Aegean
Barcelona • Cannes • Ajaccio, Corsica • Cagliari, Sardinia • Catania, Sicily • Valletta • Santorini • Chania, Crete • Mykonos • Piraeus (Athens)
Up to $500 off 2025-2026 sailings
from
Price$5,402
per Cabin
Fire & Sunset Soirées: Halloween Edition
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$1,856
per Cabin
Riviera Maya: Halloween Edition
Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$1,792
per Cabin
A Scarlet Fright Voyage
Piraeus (Athens) • Mykonos • Catania, Sicily • Civitavecchia (Rome) • La Spezia • Ajaccio, Corsica • Cannes • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$3,616
per Cabin
Dominican Daze: Halloween Edition
Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$1,692
per Cabin
Transatlantic Tricks & Treats
Barcelona • Casablanca • Gran Canaria • Santa Cruz de Tenerife • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$3,700
per Cabin
A Caribbean Breeze & Haunted Seas
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$1,952
per Cabin
Barcelona to Civitavecchia
Barcelona • Palma de Mallorca • Toulon • La Spezia • Ajaccio, Corsica • Cagliari, Sardinia • Civitavecchia (Rome) • Civitavecchia (Rome)
Up to $500 off 2025-2026 sailings
from
Price$4,998
per Cabin
Costa Maya & Cozumel Charm
Miami, Florida • Costa Maya • Cozumel (Playa del Carmen) • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$1,800
per Cabin
Fire & Sunset Soirées
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
Grand Turk, Puerto Plata & Bimini
Miami, Florida • Grand Turk • Puerto Plata • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$2,710
per Cabin
Riviera Maya
Miami, Florida • Cozumel (Playa del Carmen) • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
The Virgin Voyages Weekend w/ Sam Feldt
Miami, Florida • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$756
per Cabin
From Rome to Miami
Civitavecchia (Rome) • Barcelona • Málaga • Funchal, Madeira • Santa Cruz de Tenerife • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$3,326
per Cabin
One-Way San Juan Sojourn
Miami, Florida • Grand Turk • Puerto Plata • Basseterre • San Juan
Up to $500 off 2025-2026 sailings
from
Price$2,096
per Cabin
Dominican Daze: Holiday Edition
Miami, Florida • Puerto Plata • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$1,588
per Cabin
San Juan to St. Lucia: Holiday Edition
San Juan • Tortola • Philipsburg • Bridgetown • Fort-de-France • Castries • Basseterre • San Juan
Up to $500 off 2025-2026 sailings
from
Price$3,014
per Cabin
Fire & Sunset Soirées: Holiday Edition
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$1,356
per Cabin
Eastern Caribbean Antilles
Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
Saint (Isles) & Seas of the Caribbean
San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan
Up to $500 off 2025-2026 sailings
Valiant Caribbean Holidays
Miami, Florida • Nassau • Puerto Plata • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$2,262
per Cabin
Resilient Caribbean Holidays
San Juan • Philipsburg • Bridgetown • Castries • Fort-de-France • Basseterre • San Juan
Up to $500 off 2025-2026 sailings
from
Price$2,644
per Cabin
Scarlet Caribbean Holidays
Miami, Florida • Costa Maya • Roatán • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$2,510
per Cabin
Resilient New Year's Ahoy
San Juan • Tortola • Bridgetown • Castries • St. John's • Philipsburg • San Juan
Up to $500 off 2025-2026 sailings
from
Price$3,622
per Cabin
Scarlet New Year's Ahoy!
Miami, Florida • Puerto Plata • San Juan • St. Croix • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$4,630
per Cabin
Valiant New Year's Ahoy!
Miami, Florida • Key West, Florida • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$2,870
per Cabin
Sunsets in the Lesser Antilles
San Juan • Oranjestad • Willemstad • Fort-de-France • Basseterre • San Juan
Up to $500 off 2025-2026 sailings
Western Caribbean Charm
Miami, Florida • Roatán • Costa Maya • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$2,044
per Cabin
* Port changes in place on select sailings — see full cruise details
San Juan, St. Vincent, Barbados & More
San Juan • Tortola • Basseterre • St. John's • Fort-de-France • Bridgetown • Castries • Kingstown • San Juan
Up to $500 off 2025-2026 sailings
from
Price$3,780
per Cabin
Idyllic Caribbean Isles & Colombia
San Juan • Cartagena • Willemstad • Oranjestad • Castries • St. John's • Philipsburg • San Juan
Up to $500 off 2025-2026 sailings
from
Price$4,092
per Cabin
San Juan, Barbados & Beyond
San Juan • Philipsburg • Castries • Bridgetown • Fort-de-France • Basseterre • San Juan
Up to $500 off 2025-2026 sailings
from
Price$3,168
per Cabin
Puerto Rican Daze & Caribbean Nights
San Juan • Tortola • St. John's • Basseterre • Fort-de-France • Castries • Bridgetown • Kingstown • San Juan
Up to $500 off 2025-2026 sailings
from
Price$3,504
per Cabin
Colombia & Caribbean Islands
San Juan • Cartagena • Oranjestad • Willemstad • Roseau • St. John's • Philipsburg • San Juan
Up to $500 off 2025-2026 sailings
from
Price$4,146
per Cabin
Sunny Daze in Puerto Plata & Nassau
Miami, Florida • Puerto Plata • Nassau • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$2,204
per Cabin
San Juan to Spanish Island Nights
San Juan • Santa Cruz de Tenerife • Casablanca • Palma de Mallorca • Valencia • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$2,548
per Cabin
Barcelona to France, Italy & Greece
Barcelona • Cannes • Civitavecchia (Rome) • Valletta • Mykonos • Piraeus (Athens)
Up to $500 off 2025-2026 sailings
from
Price$3,208
per Cabin
Miami to Casablanca & Barcelona
Miami, Florida • Santa Cruz de Tenerife • Gran Canaria • Casablanca • Valencia • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$3,058
per Cabin
Dubrovnik Days & Mykonos Nights
Piraeus (Athens) • Split • Dubrovnik • Kotor • Mykonos • Piraeus (Athens)
Up to $500 off 2025-2026 sailings
from
Price$3,234
per Cabin
Greek Island Glow
Piraeus (Athens) • Santorini • Rhodes • Bodrum • Mykonos • Piraeus (Athens)
Up to $500 off 2025-2026 sailings
Barcelona to Palma, Ibiza & More
Barcelona • Cannes • Ajaccio, Corsica • Palma de Mallorca • Ibiza • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$3,330
per Cabin
Istanbul, Santorini & More
Piraeus (Athens) • Istanbul • Kusadasi (Ephesus) • Mykonos • Rhodes • Santorini • Chania, Crete • Piraeus (Athens)
Up to $500 off 2025-2026 sailings
Barcelona to Rome & More
Barcelona • Civitavecchia (Rome) • Marina di Carrara • Ajaccio, Corsica • Ibiza • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$3,116
per Cabin
Starry Nights in Greece & Croatia
Piraeus (Athens) • Santorini • Bodrum • Mykonos • Dubrovnik • Kotor • Corfu • Piraeus (Athens)
Up to $500 off 2025-2026 sailings
Barcelona, Palma, Rome & (Many) More
Barcelona • Cannes • Palma de Mallorca • Ibiza • Ajaccio, Corsica • La Spezia • Civitavecchia (Rome) • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$4,156
per Cabin
Southern Spain & Casablanca
Barcelona • Málaga • Cádiz • Casablanca • Valencia • Palma de Mallorca • Ibiza • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$4,310
per Cabin
Corfu, Dubrovnik & More
Piraeus (Athens) • Kotor • Dubrovnik • Corfu • Mykonos • Piraeus (Athens)
Up to $500 off 2025-2026 sailings
Barcelona to Cannes, Rome & More
Barcelona • Cannes • Marina di Carrara • Civitavecchia (Rome) • Ibiza • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$3,502
per Cabin
Florence, Rome, Palma & More
Barcelona • Palma de Mallorca • Cannes • Ajaccio, Corsica • Livorno (Florence/Pisa) • Civitavecchia (Rome)
Up to $500 off 2025-2026 sailings
from
Price$3,206
per Cabin
Spanish & Italian Hot Spots
Civitavecchia (Rome) • Naples • Sicily • Marina di Carrara • Ajaccio, Corsica • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$3,448
per Cabin
Grand Cayman, Costa Maya & More
Miami, Florida • George Town • Costa Maya • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$3,598
per Cabin
Grand Turk, Puerto Plata & More
Miami, Florida • Puerto Plata • Grand Turk • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$3,760
per Cabin
England to Iceland & Norway
Portsmouth • Amsterdam • Bergen • Lerwick • Akureyri • Ísafjörður • Reykjavik • Reykjavik
Up to $500 off 2025-2026 sailings
from
Price$5,368
per Cabin
Reykjavik to Amsterdam & Portsmouth
Reykjavik • Reykjavik • Ísafjörður • Akureyri • Lerwick • Amsterdam • Portsmouth
Up to $500 off 2025-2026 sailings
from
Price$4,810
per Cabin
Virgin Voyages Comedy Fest from Miami
Miami, Florida • Costa Maya • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$2,658
per Cabin
Portsmouth to Ireland, Scotland & More
Portsmouth • Amsterdam • Zeebrugge (Bruges) • Kirkwall • Stornoway, Isle of Lewis • Greenock • Belfast • Dublin • Portsmouth
Up to $500 off 2025-2026 sailings
from
Price$5,304
per Cabin
Virgin Voyages Comedy Fest from the UK
Portsmouth • La Coruña • Bilbao • Le Verdon (Bordeaux) • Portsmouth
Up to $500 off 2025-2026 sailings
from
Price$2,902
per Cabin
Brilliant Lady New York MerMaiden
New York City, New York • Kings Wharf • New York City, New York
Up to $500 off 2025-2026 sailings
from
Price$3,560
per Cabin
Portsmouth to Amsterdam & Bordeaux
Portsmouth • Amsterdam • Zeebrugge (Bruges) • Le Verdon (Bordeaux) • Portsmouth
Up to $500 off 2025-2026 sailings
from
Price$3,244
per Cabin
The Big Apple to Bermuda
New York City, New York • Kings Wharf • New York City, New York
Up to $500 off 2025-2026 sailings
from
Price$2,876
per Cabin
Portsmouth to Lisbon, Casablanca & Spain
Portsmouth • La Coruña • Lisbon • Casablanca • Málaga • Ibiza • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$4,844
per Cabin
Northeast Atlantic Adventure
New York City, New York • Boston, Massachusetts • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • New York City, New York
Up to $500 off 2025-2026 sailings
from
Price$3,926
per Cabin
Nautical Northeast: NYC to Quebec
New York City, New York • Boston, Massachusetts • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • Quebec City
Up to $500 off 2025-2026 sailings
from
Price$4,442
per Cabin
Barcelona to Cannes, Rome & Tuscany
Barcelona • Ibiza • Palma de Mallorca • Cannes • Ajaccio, Corsica • Cagliari, Sardinia • Livorno (Florence/Pisa) • Naples • Civitavecchia (Rome)
Up to $500 off 2025-2026 sailings
from
Price$4,878
per Cabin
Canada, Carolina, & Miami
Quebec City • Halifax, Nova Scotia • Saint John, New Brunswick • Eastport, Maine • Boston, Massachusetts • Charleston, South Carolina • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$4,494
per Cabin
Italy to France & Spain
Civitavecchia (Rome) • Cagliari, Sardinia • Marina di Carrara • Ajaccio, Corsica • Cannes • Valencia • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$3,388
per Cabin
Spain to Miami Transatlantic
Barcelona • Palma de Mallorca • Casablanca • Funchal, Madeira • Santa Cruz de Tenerife • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$3,630
per Cabin
Brilliant Lady Miami MerMaiden
Miami, Florida • Philipsburg • Tortola • Beach Club at Bimini • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$5,486
per Cabin
Mykonos Moons to Spanish Sunrises
Piraeus (Athens) • Mykonos • Catania, Sicily • Palma de Mallorca • Valencia • Barcelona
Up to $500 off 2025-2026 sailings
from
Price$3,522
per Cabin
Mediterranean, Morocco to Miami
Barcelona • Valencia • Casablanca • Gran Canaria • Miami, Florida
Up to $500 off 2025-2026 sailings
from
Price$3,122
per Cabin