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Explore 414 cruise vacations
Showing Loading cruise vacations: All Destinations, September 2025 - October 2026
Showing 225 cruise vacations that match your search
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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 second Sailor
Sea Terrace cabins from
$5,258$7,660
per Cabin
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Riviera Maya
- Miami, Florida
- Cozumel, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
Insider cabins from
$1,390$1,858
per Cabin
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70% off second Sailor
Insider cabins from
$1,390$1,858
per Cabin
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Autumn Leaves: New York to Quebec
- New York City, New York
- Boston, Massachusetts
- Eastport, Maine
- Saint John, New Brunswick
- Halifax, Nova Scotia
- Québec City, Québec
Mega RockStar Quarters suites from
$15,580
per Cabin
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70% off second Sailor
Mega RockStar Quarters suites from
$15,580
per Cabin
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Departing on:
Tue, Sep 23 - Fri, Oct 03
from (US$)$15,580Brilliant Lady's Inaugural SeasonOnly suites remaining

Dominican Daze
- Miami, Florida
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
Insider cabins from
$1,390$1,888
per Cabin
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70% off second Sailor
Insider cabins from
$1,390$1,888
per Cabin
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Starry Nights in Greece & Croatia
- Athens (Piraeus)
- Santorini, Greece
- Bodrum, Turkey
- Mykonos, Greece
- Dubrovnik, Croatia
- Kotor, Montenegro
- Corfu, Greece
- Athens (Piraeus)
70% off second Sailor
Sea View cabins from
$4,900$7,164
per Cabin
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Mayan Sol
- Miami, Florida
- Costa Maya, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,290$1,714
per Cabin
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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 second Sailor
Sea Terrace cabins from
$6,030$9,078
per Cabin
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True Crime Voyage
- Miami, Florida
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$1,490$2,082
per Cabin
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Greek Island Glow
- Athens (Piraeus)
- Santorini, Greece
- Rhodes, Greece
- Bodrum, Turkey
- Mykonos, Greece
- Athens (Piraeus)
70% off second Sailor
Insider cabins from
$3,136$4,546
per Cabin
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Scarlet's Haunted Halloween Soirée
- Barcelona
- Palma de Mallorca, Spain
- Casablanca, Morocco
- Funchal, Madeira, Portugal
- Santa Cruz de Tenerife, Spain
- Miami, Florida
70% off second Sailor
RockStar Quarters suites from
$9,270
per Cabin
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Departing on:
Thu, Oct 16 - Fri, Oct 31
from (US$)$9,270Only suites remaining

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UP TO $600 OFF
Brilliant Lady Miami MerMaiden
- Miami, Florida
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
- The Beach Club at Bimini, Bahamas
- Miami, Florida
Insider cabins from
$2,384$3,436
per Cabin
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70% off second Sailor
Insider cabins from
$2,384$3,436
per Cabin
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Mykonos Moons to Spanish Sunrises
- Athens (Piraeus)
- Mykonos, Greece
- Catania, Sicily, Italy
- Palma de Mallorca, Spain
- Valencia, Spain
- Barcelona
70% off second Sailor
Sea Terrace cabins from
$3,920$5,766
per Cabin
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Riviera Maya: Halloween Edition
- Miami, Florida
- Cozumel, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,290$1,704
per Cabin
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Dominican Daze: Halloween Edition
- Miami, Florida
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$1,692$2,388
per Cabin
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Resilient's Haunted Halloween Soirée
- Barcelona
- Valencia, Spain
- Casablanca, Morocco
- Las Palmas de Gran Canaria, Spain
- Miami, Florida
70% off second Sailor
Sea Terrace cabins from
$4,760$7,168
per Cabin
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Valiant's Haunted Halloween Soirée
- Miami, Florida
- Key West, Florida
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$1,592$2,226
per Cabin
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UP TO $600 OFF
Scarlet's Haunted Halloween Soirée
- Miami, Florida
- Roatán, Honduras
- Costa Maya, Mexico
- Cozumel, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$1,806$2,444
per Cabin
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UP TO $600 OFF
Western Caribbean: From Miami to Bimini
- Miami, Florida
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- The Beach Club at Bimini, Bahamas
- Miami, Florida
Insider cabins from
$1,806$2,526
per Cabin
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70% off second Sailor
Insider cabins from
$1,806$2,526
per Cabin
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One-way to SJ: DR, St. Maarten & BVI
- Miami, Florida
- Puerto Plata, Dominican Republic
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
- San Juan, Puerto Rico
70% off second Sailor
Insider cabins from
$1,308$1,832
per Cabin
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UP TO $600 OFF
Colorful Curaçao to the Charming Caymans
- Miami, Florida
- Oranjestad, Aruba
- Willemstad, Curaçao
- Cartagena, Colombia
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- Miami, Florida
Sea View cabins from
$3,338$4,868
per Cabin
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70% off second Sailor
Sea View cabins from
$3,338$4,868
per Cabin
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UP TO $600 OFF
Saint (Isles) & Seas of the Caribbean
- San Juan, Puerto Rico
- Tortola, British Virgin Islands
- Bridgetown, Barbados
- Castries, St. Lucia
- St. John's, Antigua
- Philipsburg, St. Maarten
- San Juan, Puerto Rico
70% off second Sailor
Sea Terrace cabins from
$3,068$4,558
per Cabin
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Western Caribbean Charm
- Miami, Florida
- Costa Maya, Mexico
- Roatán, Honduras
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$1,548$2,076
per Cabin
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Fire & Sunset Soirées
- Miami, Florida
- Key West, Florida
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,192$1,626
per Cabin
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UP TO $600 OFF
San Juan Sunrises & Dominican Dreams
- Miami, Florida
- San Juan, Puerto Rico
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,666$2,318
per Cabin
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UP TO $600 OFF
Sunny Miles of Tropical Isles
- San Juan, Puerto Rico
- Philipsburg, St. Maarten
- Bridgetown, Barbados
- Castries, St. Lucia
- Fort-de-France, Martinique
- Basseterre, St. Kitts and Nevis
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$1,806$2,628
per Cabin
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UP TO $600 OFF
Sunny San Juan & Isles of Beach Miles
- Miami, Florida
- Puerto Plata, Dominican Republic
- San Juan, Puerto Rico
- Philipsburg, St. Maarten
- St. Croix, U.S. Virgin Islands
- Miami, Florida
Sea View cabins from
$2,064$2,972
per Cabin
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70% off second Sailor
Sea View cabins from
$2,064$2,972
per Cabin
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Miami, Grand Turk (& back)
- Miami, Florida
- Grand Turk, Turks and Caicos
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,490$2,022
per Cabin
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UP TO $600 OFF
Cayman Coves & Jamaican Waterfalls
- Miami, Florida
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$1,806$2,526
per Cabin
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UP TO $600 OFF
Thanksgiving in the Lesser Antilles
- San Juan, Puerto Rico
- Tortola, British Virgin Islands
- Basseterre, St. Kitts and Nevis
- St. John's, Antigua
- Castries, St. Lucia
- Charlotte Amalie, St. Thomas
- San Juan, Puerto Rico
70% off second Sailor
Insider cabins from
$1,666$2,400
per Cabin
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UP TO $600 OFF
Antigua Waves & Grand Turk Caves
- Miami, Florida
- Grand Turk, Turks and Caicos
- St. John's, Antigua
- Basseterre, St. Kitts and Nevis
- San Juan, Puerto Rico
- Miami, Florida
Insider cabins from
$2,144$3,078
per Cabin
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70% off second Sailor
Insider cabins from
$2,144$3,078
per Cabin
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San Juan to Barbados & the St. Isles
- San Juan, Puerto Rico
- Philipsburg, St. Maarten
- Basseterre, St. Kitts and Nevis
- Roseau, Dominica
- Bridgetown, Barbados
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$1,548$2,250
per Cabin
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UP TO $600 OFF
San Juan, Samaná & Bimini
- Miami, Florida
- San Juan, Puerto Rico
- Samaná, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,666$2,330
per Cabin
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UP TO $600 OFF
Nicky Jam x Virgin Voyages
- San Juan, Puerto Rico
- Willemstad, Curaçao
- Oranjestad, Aruba
- Roseau, Dominica
- St. John's, Antigua
- Philipsburg, St. Maarten
- San Juan, Puerto Rico
70% off second Sailor
Insider cabins from
$1,904$2,766
per Cabin
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UP TO $600 OFF
Aruban Sunsets & Calm Cayman Days
- Miami, Florida
- Oranjestad, Aruba
- Cartagena, Colombia
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- Miami, Florida
Insider cabins from
$2,620$3,786
per Cabin
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70% off second Sailor
Insider cabins from
$2,620$3,786
per Cabin
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UP TO $600 OFF
Cayman Coves & Jamaican Waterfalls
- Miami, Florida
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$1,806$2,526
per Cabin
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UP TO $600 OFF
St. Lucia, St. Maarten, Barbados & More
- San Juan, Puerto Rico
- Basseterre, St. Kitts and Nevis
- Castries, St. Lucia
- Roseau, Dominica
- Bridgetown, Barbados
- Philipsburg, St. Maarten
- San Juan, Puerto Rico
70% off second Sailor
Insider cabins from
$1,666$2,416
per Cabin
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UP TO $600 OFF
Brilliant Caribbean Holidays
- Miami, Florida
- Grand Turk, Turks and Caicos
- Puerto Plata, Dominican Republic
- San Juan, Puerto Rico
- Samaná, Dominican Republic
- Miami, Florida
Insider cabins from
$2,224$3,222
per Cabin
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70% off second Sailor
Insider cabins from
$2,224$3,222
per Cabin
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UP TO $600 OFF
Resilient Caribbean Holidays
- Miami, Florida
- San Juan, Puerto Rico
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$2,506$3,612
per Cabin
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UP TO $600 OFF
Valiant Caribbean Holidays
- San Juan, Puerto Rico
- Philipsburg, St. Maarten
- Basseterre, St. Kitts and Nevis
- St. John's, Antigua
- Castries, St. Lucia
- Tortola, British Virgin Islands
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$2,508$3,698
per Cabin
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Scarlet Caribbean Holidays
- Miami, Florida
- Nassau, Bahamas
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea Terrace cabins from
$2,280$3,298
per Cabin
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UP TO $600 OFF
Brilliant New Year's Ahoy!
- Miami, Florida
- Grand Turk, Turks and Caicos
- Philipsburg, St. Maarten
- Basseterre, St. Kitts and Nevis
- San Juan, Puerto Rico
- Miami, Florida
Insider cabins from
$4,304$6,434
per Cabin
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70% off second Sailor
Insider cabins from
$4,304$6,434
per Cabin
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Departing on:

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UP TO $600 OFF
Resilient New Year's Ahoy!
- Miami, Florida
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea Terrace cabins from
$4,466$6,618
per Cabin
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UP TO $600 OFF
Valiant New Year’s Ahoy!
- San Juan, Puerto Rico
- Philipsburg, St. Maarten
- Basseterre, St. Kitts and Nevis
- Castries, St. Lucia
- Bridgetown, Barbados
- St. Croix, U.S. Virgin Islands
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$3,768$5,658
per Cabin
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Scarlet New Year's Ahoy!
- Miami, Florida
- Cozumel, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$3,390$4,934
per Cabin
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UP TO $600 OFF
Aruban Sights & Antiguan Nights
- San Juan, Puerto Rico
- Oranjestad, Aruba
- Willemstad, Curaçao
- St. John's, Antigua
- Philipsburg, St. Maarten
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$2,366$3,496
per Cabin
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UP TO $600 OFF
Cozumel, Grand Cayman & Bimini
- Miami, Florida
- George Town, Grand Cayman
- Cozumel, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$2,226$3,116
per Cabin
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UP TO $600 OFF
Aruba, Bonaire, Colombia, Jamaica & More
- Miami, Florida
- Oranjestad, Aruba
- Kralendijk, Bonaire
- Cartagena, Colombia
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- Miami, Florida
Sea View cabins from
$3,498$5,130
per Cabin
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70% off second Sailor
Sea View cabins from
$3,498$5,130
per Cabin
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UP TO $600 OFF
Cayman Isles & Jamaican Miles
- Miami, Florida
- George Town, Grand Cayman
- Ocho Rios, Jamaica
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$2,088$2,964
per Cabin
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UP TO $600 OFF
Virgin Island Views & Saint Isle Blues
- San Juan, Puerto Rico
- Tortola, British Virgin Islands
- Bridgetown, Barbados
- Kingstown, St. Vincent
- Basseterre, St. Kitts and Nevis
- St. Croix, U.S. Virgin Islands
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$2,086$3,078
per Cabin
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UP TO $600 OFF
St. Kitts, Barbados, Martinique & More
- San Juan, Puerto Rico
- Basseterre, St. Kitts and Nevis
- Bridgetown, Barbados
- Fort-de-France, Martinique
- St. John's, Antigua
- Philipsburg, St. Maarten
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$2,086$3,066
per Cabin
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UP TO $600 OFF
Barbados, Antigua, BVI & More
- San Juan, Puerto Rico
- Tortola, British Virgin Islands
- Bridgetown, Barbados
- Fort-de-France, Martinique
- St. John's, Antigua
- Philipsburg, St. Maarten
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$2,088$3,062
per Cabin
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Grand Turk, Puerto Plata & Bimini
- Miami, Florida
- The Beach Club at Bimini, Bahamas
- Puerto Plata, Dominican Republic
- Grand Turk, Turks and Caicos
- Miami, Florida
70% off second Sailor
Insider cabins from
$2,160$3,096
per Cabin
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UP TO $600 OFF
Antigua & the St. Isles
- San Juan, Puerto Rico
- Philipsburg, St. Maarten
- Basseterre, St. Kitts and Nevis
- St. John's, Antigua
- Castries, St. Lucia
- Charlotte Amalie, St. Thomas
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$2,730$4,034
per Cabin
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UP TO $600 OFF
San Juan Sunrises & Dominican Dreams
- Miami, Florida
- Puerto Plata, Dominican Republic
- San Juan, Puerto Rico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$1,948$2,766
per Cabin
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UP TO $600 OFF
Magnetic Miami to Gorgeous George Town
- Miami, Florida
- Willemstad, Curaçao
- Oranjestad, Aruba
- Cartagena, Colombia
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- Miami, Florida
Sea View cabins from
$3,278$4,788
per Cabin
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70% off second Sailor
Sea View cabins from
$3,278$4,788
per Cabin
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UP TO $600 OFF
St. Lucia, Barbados & More
- San Juan, Puerto Rico
- Philipsburg, St. Maarten
- Basseterre, St. Kitts and Nevis
- Castries, St. Lucia
- Bridgetown, Barbados
- Charlotte Amalie, St. Thomas
- San Juan, Puerto Rico
70% off second Sailor
Sea Terrace cabins from
$2,646$3,908
per Cabin
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UP TO $600 OFF
Brilliant Valentine's Voyage
- Miami, Florida
- Puerto Plata, Dominican Republic
- San Juan, Puerto Rico
- Philipsburg, St. Maarten
- St. Croix, U.S. Virgin Islands
- Miami, Florida
Insider cabins from
$2,544$3,718
per Cabin
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70% off second Sailor
Insider cabins from
$2,544$3,718
per Cabin
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Scarlet Valentine's Voyage
- Miami, Florida
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$1,890$2,702
per Cabin
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UP TO $600 OFF
Resilient Valentine's Voyage
- Miami, Florida
- Ocho Rios, Jamaica
- George Town, Grand Cayman
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Sea View cabins from
$2,506$3,608
per Cabin
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Valiant Valentine's Voyage
- San Juan, Puerto Rico
- Oranjestad, Aruba
- Willemstad, Curaçao
- St. Croix, U.S. Virgin Islands
- Philipsburg, St. Maarten
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$2,226$3,284
per Cabin
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UP TO $600 OFF
Antigua, Martinique, & Barbados & More
- San Juan, Puerto Rico
- Philipsburg, St. Maarten
- Bridgetown, Barbados
- Fort-de-France, Martinique
- St. John's, Antigua
- Tortola, British Virgin Islands
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$2,228$3,278
per Cabin
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UP TO $600 OFF
Quaint Castries to Elegant Antigua
- San Juan, Puerto Rico
- Basseterre, St. Kitts and Nevis
- Castries, St. Lucia
- Fort-de-France, Martinique
- St. John's, Antigua
- Tortola, British Virgin Islands
- San Juan, Puerto Rico
70% off second Sailor
Sea View cabins from
$2,800$4,168
per Cabin
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UP TO $600 OFF
Red Hot Sailing Club Voyage
- Miami, Florida
- Puerto Plata, Dominican Republic
- St. John's, Antigua
- Basseterre, St. Kitts and Nevis
- The Beach Club at Bimini, Bahamas
- Miami, Florida
Insider cabins from
$2,502$3,612
per Cabin
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70% off second Sailor
Insider cabins from
$2,502$3,612
per Cabin
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Costa Mayan Caves & Honduran Waves
- Miami, Florida
- Roatán, Honduras
- Costa Maya, Mexico
- Cozumel, Mexico
- Miami, Florida
70% off second Sailor
Sea View cabins from
$2,268$3,224
per Cabin
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UP TO $600 OFF
Sunsets in the Lesser Antilles
- San Juan, Puerto Rico
- Oranjestad, Aruba
- Willemstad, Curaçao
- Fort-de-France, Martinique
- Basseterre, St. Kitts and Nevis
- San Juan, Puerto Rico
70% off second Sailor
Sea Terrace cabins from
$3,066$4,586
per Cabin
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UP TO $600 OFF
Puerto Rican Nights & St. Croix Delights
- Miami, Florida
- Puerto Plata, Dominican Republic
- San Juan, Puerto Rico
- St. Croix, U.S. Virgin Islands
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$2,960$4,316
per Cabin
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Panama Canal & Pacific Wonders
- Miami, Florida
- Cartagena, Colombia
- Colón, Panama
- Panama Canal (Cruising), Panama
- Puntarenas, Costa Rica
- Puerto Quetzal, Guatemala
- Cabo San Lucas, Mexico
- Los Angeles, California
Insider cabins from
$6,368$9,088
per Cabin
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70% off second Sailor
Insider cabins from
$6,368$9,088
per Cabin
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Tortola, Charleston, Newport & More
- San Juan, Puerto Rico
- Tortola, British Virgin Islands
- Puerto Plata, Dominican Republic
- Charleston, South Carolina
- Newport, Rhode Island
- New York City, New York
70% off second Sailor
Insider cabins from
$1,964$2,800
per Cabin
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The Big Apple to Bermuda
- New York City, New York
- Royal Naval Dockyard, Bermuda
- New York City, New York
70% off second Sailor
Insider cabins from
$1,490$2,018
per Cabin
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Brilliant Lady LA MerMaiden
- Los Angeles, California
- Santa Barbara, California
- San Diego, California
- Ensenada, Mexico
- Los Angeles, California
Sea View cabins from
$1,990$2,824
per Cabin
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70% off second Sailor
Sea View cabins from
$1,990$2,824
per Cabin
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Departing on:

Virgin Voyages Comedy Fest New York
- New York City, New York
- Royal Naval Dockyard, Bermuda
- New York City, New York
70% off second Sailor
Insider cabins from
$1,590$2,172
per Cabin
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California (and Mexico) Dreamin'
- Los Angeles, California
- Cabo San Lucas, Mexico
- Mazatlàn, Mexico
- Los Angeles, California
Sea View cabins from
$2,508$3,632
per Cabin
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70% off second Sailor
Sea View cabins from
$2,508$3,632
per Cabin
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Departing on:

Bermuda Beauty to East Coast Elegance
- New York City, New York
- Royal Naval Dockyard, Bermuda
- Nassau, Bahamas
- Charleston, South Carolina
- New York City, New York
70% off second Sailor
Insider cabins from
$1,962$2,672
per Cabin
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New York Transatlantic to Spain
- New York City, New York
- Ponta Delgada, Azores
- Funchal, Madeira, Portugal
- Tangier, Morocco
- Málaga, Spain
- Palma de Mallorca, Spain
- Barcelona
70% off second Sailor
RockStar Quarters suites from
$14,140
per Cabin
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Departing on:
Sat, Apr 25 - Sat, May 09
from (US$)$14,140Only suites remaining

Hollywood Sunsets & Mexican Horizons
- Los Angeles, California
- Cabo San Lucas, Mexico
- Mazatlàn, Mexico
- Puerto Vallarta, Mexico
- Los Angeles, California
Insider cabins from
$1,946$2,730
per Cabin
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70% off second Sailor
Insider cabins from
$1,946$2,730
per Cabin
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Departing on:

Transatlantic to Spain & Morocco
- Miami, Florida
- Las Palmas de Gran Canaria, Spain
- Casablanca, Morocco
- Alicante, Spain
- Barcelona
70% off second Sailor
Insider cabins from
$3,500$5,218
per Cabin
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LA Lights & Vancouver Vistas
- Los Angeles, California
- Catalina Island, California
- San Francisco, California
- Astoria, Oregon
- Victoria, British Columbia
- Vancouver, British Columbia
Insider cabins from
$2,224$3,128
per Cabin
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70% off second Sailor
Insider cabins from
$2,224$3,128
per Cabin
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Departing on:

Rome, Mykonos & the Amalfi Coast
- Barcelona
- Rome (Civitavecchia), Italy
- Amalfi Coast (Salerno), Italy
- Catania, Sicily, Italy
- Mykonos, Greece
- Athens (Piraeus)
70% off second Sailor
Insider cabins from
$3,500$5,136
per Cabin
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Alaska Awe from Vancouver to Seattle
- Vancouver, British Columbia
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Sitka, Alaska
- Hubbard Glacier (Cruising), Alaska
- Skagway, Alaska
- Juneau, Alaska
- Icy Strait Point, Alaska
- Seattle, Washington
Insider cabins from
$3,580$5,200
per Cabin
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70% off second Sailor
Insider cabins from
$3,580$5,200
per Cabin
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Departing on:

Brilliant Lady Seattle MerMaiden
- Seattle, Washington
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Sitka, Alaska
- Tracy Arm Fjord (Cruising), Alaska
- Prince Rupert, British Columbia
- Seattle, Washington
Insider cabins from
$2,508$3,544
per Cabin
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70% off second Sailor
Insider cabins from
$2,508$3,544
per Cabin
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Departing on:

Corfu, Dubrovnik & More
- Athens (Piraeus)
- Kotor, Montenegro
- Dubrovnik, Croatia
- Corfu, Greece
- Mykonos, Greece
- Athens (Piraeus)
70% off second Sailor
Insider cabins from
$3,360$4,924
per Cabin
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Amalfi Coast, Cannes & Ibiza
- Rome (Civitavecchia)
- Amalfi Coast (Salerno), Italy
- Cannes, France
- Ibiza, Spain
- Barcelona
70% off second Sailor
Insider cabins from
$3,300$4,900
per Cabin
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Departing on:

Seattle, Juneau & Canadian Coasts
- Seattle, Washington
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Juneau, Alaska
- Tracy Arm Fjord (Cruising), Alaska
- Prince Rupert, British Columbia
- Seattle, Washington
Sea View cabins from
$3,066$4,390
per Cabin
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70% off second Sailor
Sea View cabins from
$3,066$4,390
per Cabin
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Departing on:

Spanish Isles, Rome & Cannes
- Barcelona
- Palma de Mallorca, Spain
- Rome (Civitavecchia), Italy
- Cannes, France
- Ibiza, Spain
- Barcelona
70% off second Sailor
Insider cabins from
$3,150$4,628
per Cabin
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Departing on:

Alaskan Glacier Blues & Coastal Views
- Seattle, Washington
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Sitka, Alaska
- Tracy Arm Fjord (Cruising), Alaska
- Prince Rupert, British Columbia
- Seattle, Washington
Insider cabins from
$2,646$3,758
per Cabin
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70% off second Sailor
Insider cabins from
$2,646$3,758
per Cabin
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Departing on:

Coastal Gems: Italy, France & Spain
- Barcelona
- Provence (Toulon), France
- Tuscany/Cinque Terre (Marina di Carrara), Italy
- Ajaccio, Corsica, France
- Ibiza, Spain
- Barcelona
70% off second Sailor
Sea Terrace cabins from
$2,786$4,074
per Cabin
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Cayman Isles & Bimini Beach Miles
- Miami, Florida
- George Town, Grand Cayman
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,890$2,638
per Cabin
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Inside Passage Alaska & Canadian Coasts
- Seattle, Washington
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Sitka, Alaska
- Hubbard Glacier (Cruising), Alaska
- Skagway, Alaska
- Icy Strait Point, Alaska
- Haines, Alaska
- Prince Rupert, British Columbia
- Victoria, British Columbia
- Seattle, Washington
Insider cabins from
$5,256$7,654
per Cabin
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70% off second Sailor
Insider cabins from
$5,256$7,654
per Cabin
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Departing on:

Spanish Serenity to French Daydreams
- Barcelona
- Palma de Mallorca, Spain
- Valencia, Spain
- Cannes, France
- Ibiza, Spain
- Barcelona
70% off second Sailor
Sea View cabins from
$3,066$4,500
per Cabin
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Departing on:

Italian Vistas to Spanish Sunsets
- Barcelona
- Rome (Civitavecchia), Italy
- Tuscany/Cinque Terre (La Spezia), Italy
- Cannes, France
- Ibiza, Spain
- Barcelona
70% off second Sailor
Insider cabins from
$3,080$4,530
per Cabin
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Departing on:

Alaskan Inside Passage & Canadian Coasts
- Seattle, Washington
- Inside Passage (Cruising), Alaska
- Ketchikan, Alaska
- Icy Strait Point, Alaska
- Hubbard Glacier (Cruising), Alaska
- Sitka, Alaska
- Victoria, British Columbia
- Seattle, Washington
Insider cabins from
$3,942$5,728
per Cabin
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70% off second Sailor
Insider cabins from
$3,942$5,728
per Cabin
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Departing on:

Istanbul Delights & Santorini Dreams
- Athens (Piraeus)
- Istanbul, Turkey
- Ephesus (Kuşadasi), Turkey
- Mykonos, Greece
- Rhodes, Greece
- Santorini, Greece
- Chania (Souda Bay), Crete, Greece
- Athens (Piraeus)
70% off second Sailor
Sea Terrace cabins from
$4,818$7,030
per Cabin
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Departing on:

Riviera Charms, Rome & Corsica
- Barcelona
- Nice (Villefranche), France
- Rome (Civitavecchia), Italy
- Ajaccio, Corsica, France
- Ibiza, Spain
- Barcelona
70% off second Sailor
Sea View cabins from
$3,192$4,686
per Cabin
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Departing on:

French Riviera, Italy, Rome & Ibiza
- Barcelona
- Rome (Civitavecchia), Italy
- Florence/Pisa (Livorno), Italy
- Cannes, France
- Ibiza, Spain
- Barcelona
70% off second Sailor
Sea View cabins from
$3,570$5,264
per Cabin
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Departing on:

French Riviera, Rome, Amalfi & Sicily
- Barcelona
- Provence (Marseille), France
- Nice (Villefranche), France
- Rome (Civitavecchia), Italy
- Amalfi Coast (Salerno), Italy
- Catania, Sicily, Italy
- Palermo, Sicily, Italy
- Barcelona
70% off second Sailor
Sea View cabins from
$4,480$6,642
per Cabin
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Departing on:

Tuscany, Corsica & Ibiza
- Barcelona
- Provence (Toulon), France
- Florence/Pisa (Livorno), Italy
- Ajaccio, Corsica, France
- Ibiza, Spain
- Barcelona
70% off second Sailor
Sea View cabins from
$2,436$3,530
per Cabin
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Departing on:

Rome, Florence, Corsica & Ibiza
- Barcelona
- Palma de Mallorca, Spain
- Cannes, France
- Rome (Civitavecchia), Italy
- Florence/Pisa (Livorno), Italy
- Ajaccio, Corsica, France
- Ibiza, Spain
- Barcelona
70% off second Sailor
Insider cabins from
$3,222$4,712
per Cabin
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Departing on:

Moroccan Marvels & Mediterranean Wonders
- Barcelona
- Tangier, Morocco
- Lisbon, Portugal
- La Coruña, Spain
- Bilbao, Spain
- Bordeaux (Le Verdon), France
- Portsmouth
70% off second Sailor
Insider cabins from
$3,900$5,744
per Cabin
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Departing on:

Spanish, French & Italian Classics
- Barcelona
- Palma de Mallorca, Spain
- Provence (Marseille), France
- Cannes, France
- Ajaccio, Corsica, France
- Tuscany/Cinque Terre (La Spezia), Italy
- Barcelona
70% off second Sailor
Insider cabins from
$3,072$4,496
per Cabin
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Departing on:

Eclipse in the Land of Fire and Ice
- Portsmouth
- Dublin, Ireland
- Glasgow (Greenock), Scotland
- Liverpool, United Kingdom
- Belfast, Northern Ireland
- Siglufjörður, Iceland
- Ísafjörður, Iceland
- Reykjavik, Iceland
- Edinburgh, Scotland
- Portsmouth
70% off second Sailor
Insider cabins from
$8,700$12,790
per Cabin
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Departing on:

Total Eclipse of the (Med)
- Barcelona
- Palma de Mallorca, Spain
- Ibiza, Spain
- Cannes, France
- Ajaccio, Corsica, France
- Tuscany/Cinque Terre (La Spezia), Italy
- Amalfi Coast (Salerno), Italy
- Catania, Sicily, Italy
- Rome (Civitavecchia)
70% off second Sailor
Insider cabins from
$7,200$10,844
per Cabin
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Departing on:

Virgin Voyages Comedy Fest from the UK
- Portsmouth
- Bruges/Zeebruge (Brussels), Belgium
- Amsterdam, Netherlands
- Hamburg, Germany
- Portsmouth
70% off second Sailor
Sea View cabins from
$3,360$4,872
per Cabin
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Departing on:

Sicily, Naples, Cannes & More
- Rome (Civitavecchia)
- Catania, Sicily, Italy
- Pompeii/Capri (Naples), Italy
- Ajaccio, Corsica, France
- Cannes, France
- Florence/Pisa (Livorno), Italy
- Rome (Civitavecchia)
70% off second Sailor
Insider cabins from
$3,044$4,510
per Cabin
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English Elegance to Idyllic Iceland
- Portsmouth
- Amsterdam, Netherlands
- Edinburgh, Scotland
- Invergordon, Scotland
- Akureyri, Iceland
- Ísafjörður, Iceland
- Reykjavik
70% off second Sailor
Insider cabins from
$3,780$5,322
per Cabin
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Departing on:

Rome, Florence, Mykonos & More
- Rome (Civitavecchia)
- Florence/Pisa (Livorno), Italy
- Amalfi Coast (Salerno), Italy
- Catania, Sicily, Italy
- Chania (Souda Bay), Crete, Greece
- Santorini, Greece
- Mykonos, Greece
- Athens (Piraeus)
70% off second Sailor
Insider cabins from
$5,100$7,596
per Cabin
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Departing on:

Seattle to Alaska & British Columbia
- Seattle, Washington
- Sitka, Alaska
- Icy Strait Point, Alaska
- Skagway, Alaska
- Tracy Arm Fjord (Cruising), Alaska
- Ketchikan, Alaska
- Vancouver, British Columbia
Insider cabins from
$2,704$3,816
per Cabin
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70% off second Sailor
Insider cabins from
$2,704$3,816
per Cabin
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Departing on:

Iceland, Greenland, Canada & NYC
- Reykjavik
- Ísafjörður, Iceland
- Prince Christian Sound (Cruising), Greenland
- Qaqortoq, Greenland
- Nuuk, Greenland
- St. John's, Newfoundland
- Halifax, Nova Scotia
- New York City, New York
70% off second Sailor
Insider cabins from
$4,810$7,008
per Cabin
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Departing on:

Vancouver Down the Cali Coast
- Vancouver, British Columbia
- Astoria, Oregon
- San Francisco, California
- Santa Barbara, California
- Catalina Island, California
- San Diego, California
- Los Angeles, California
70% off second Sailor
Sea View cabins from
$2,704$3,854
per Cabin
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Departing on:

Fall Foliage in Canada & New England
- New York City, New York
- Boston, Massachusetts
- Portland, Maine
- Saint John, New Brunswick
- Halifax, Nova Scotia
- New York City, New York
70% off second Sailor
Insider cabins from
$2,544$3,548
per Cabin
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Departing on:

Mykonos Moons and Italian Sunrises
- Athens (Piraeus)
- Mykonos, Greece
- Catania, Sicily, Italy
- Amalfi Coast (Salerno), Italy
- Rome (Civitavecchia), Italy
- Barcelona
70% off second Sailor
Insider cabins from
$3,430$5,032
per Cabin
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Departing on:

New York to Bermuda (& Back)
- New York City, New York
- Royal Naval Dockyard, Bermuda
- New York City, New York
70% off second Sailor
Insider cabins from
$2,028$2,836
per Cabin
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Departing on:

Spanish Isles & Transatlantic Miles
- Barcelona
- Casablanca, Morocco
- Las Palmas de Gran Canaria, Spain
- Santa Cruz de Tenerife, Spain
- Miami, Florida
70% off second Sailor
Insider cabins from
$3,222$4,806
per Cabin
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Departing on:

NY to San Juan: Bermuda & Caribbean
- New York City, New York
- Royal Naval Dockyard, Bermuda
- The Beach Club at Bimini, Bahamas
- St. Croix, U.S. Virgin Islands
- Philipsburg, St. Maarten
- Tortola, British Virgin Islands
- San Juan, Puerto Rico
70% off second Sailor
Insider cabins from
$2,856$4,016
per Cabin
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SoCal & Ensenada: Halloween Edition
- Los Angeles, California
- Catalina Island, California
- San Diego, California
- Ensenada, Mexico
- Los Angeles, California
70% off second Sailor
Sea View cabins from
$1,490$2,040
per Cabin
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Departing on:

Miami to Grand Turk: Halloween Edition
- Miami, Florida
- Grand Turk, Turks and Caicos
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$2,040$2,904
per Cabin
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Departing on:

Mexico & Bimini: Halloween Edition
- Miami, Florida
- Cozumel, Mexico
- Costa Maya, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,908$2,660
per Cabin
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Departing on:

Picturesque Panama Canal Collective
- Los Angeles, California
- Cabo San Lucas, Mexico
- Puerto Quetzal, Guatemala
- Puntarenas, Costa Rica
- Panama City, Panama
- Panama Canal (Cruising), Panama
- Cartagena, Colombia
- Miami, Florida
70% off second Sailor
Sea View cabins from
$5,746$8,006
per Cabin
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Departing on:

Scarlet's Haunted Halloween Soirée
- Miami, Florida
- Cozumel, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,590$2,176
per Cabin
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Valiant's Haunted Halloween Soirée
- San Juan, Puerto Rico
- Willemstad, Curaçao
- Oranjestad, Aruba
- Fort-de-France, Martinique
- Basseterre, St. Kitts and Nevis
- San Juan, Puerto Rico
70% off second Sailor
Insider cabins from
$1,946$2,844
per Cabin
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