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Explore 415 cruise vacations
Showing Loading cruise vacations: All Destinations, September 2025 - November 2025
2 Sailors , 1 Cabin
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Showing 22 cruise vacations that match your search
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Fire & Sunset Soirées
- Miami, Florida
- Key West, Florida
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor

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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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 second Sailor
Insider cabins from
$3,510$5,200
per Cabin
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Departing on:

True Crime Voyage
- Miami, Florida
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,290$1,774
per Cabin
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Departing on:

Greek Island Glow
- Athens (Piraeus)
- Santorini, Greece
- Rhodes, Greece
- Bodrum, Turkey
- Mykonos, Greece
- Athens (Piraeus)
70% off second Sailor
Insider cabins from
$3,766$5,468
per Cabin
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Departing on:

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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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8 nights
Brilliant Lady
70% off second Sailor
Insider cabins from
$2,384$3,436
per Cabin
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Departing on:

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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Departing on:

Dominican Daze: Halloween Edition
- Miami, Florida
- Puerto Plata, Dominican Republic
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,390$1,926
per Cabin
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Departing on:

Valiant's Haunted Halloween Soirée
- Miami, Florida
- Key West, Florida
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,672$2,348
per Cabin
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Departing on:

★
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
Insider cabins from
$1,526$2,014
per Cabin
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Departing on:

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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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7 nights
Brilliant Lady
70% off second Sailor
Insider cabins from
$1,806$2,526
per Cabin
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Departing on:

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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Departing on:

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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
Insider cabins from
$2,800$4,146
per Cabin
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Departing on:

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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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Departing on:

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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
Insider cabins from
$1,666$2,414
per Cabin
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Departing on:

Riviera Maya
- Miami, Florida
- Cozumel, Mexico
- The Beach Club at Bimini, Bahamas
- Miami, Florida
70% off second Sailor
Insider cabins from
$1,390$1,858
per Cabin
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Departing on:

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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
Insider cabins from
$2,560$3,736
per Cabin
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8 nights
Brilliant Lady
70% off second Sailor
Insider cabins from
$2,560$3,736
per Cabin
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Departing on:

★
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
Insider cabins from
$2,310$3,300
per Cabin
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Departing on:

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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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Departing on:

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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
$2,700$3,936
per Cabin
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9 nights
Brilliant Lady
70% off second Sailor
Insider cabins from
$2,700$3,936
per Cabin
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Departing on:

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
Insider cabins from
$1,860$2,730
per Cabin
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Departing on:

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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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