Explore over 340 cruise vacations

Filters
Showing 202cruise vacations: 
 
2 Sailors , 1 Cabin
Showing 202 cruise vacations that match your search
Picture of the cruise
Mayan Sol
Miami, FloridaCosta MayaBeach Club at BiminiMiami, Florida
from
Price$1,490
per Cabin
5 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Dominican Daze
Miami, FloridaPuerto PlataBeach Club at BiminiMiami, Florida
from
Price$1,488
per Cabin
5 nights
Valiant Lady & Scarlet Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the promotion

DON'T MISS OUT - SAVE NOW, SAIL LATER

70% off 2nd Sailor + up to $500 off

Always Included Luxury: Wi-Fi, tips & gratuities, all dining, entertainment, and more.

Picture of the cruise
Costa Maya & Cozumel Charm
Miami, FloridaCosta MayaCozumel (Playa del Carmen)Miami, Florida
from
Price$1,800
per Cabin
5 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Fire & Sunset Soirées
Miami, FloridaKey West, FloridaBeach Club at BiminiMiami, Florida
from
Price$1,352
per Cabin
4 nights
Valiant Lady & Scarlet Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Grand Turk, Puerto Plata & Bimini
Miami, FloridaGrand TurkPuerto PlataBeach Club at BiminiMiami, Florida
from
Price$2,834
per Cabin
6 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Riviera Maya
Miami, FloridaCozumel (Playa del Carmen)Beach Club at BiminiMiami, Florida
from
Price$1,486
per Cabin
5 nights
Valiant Lady & Scarlet Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
One-Way San Juan Sojourn
Miami, FloridaGrand TurkPuerto PlataBasseterreSan Juan
from
Price$2,096
per Cabin
6 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Eastern Caribbean Antilles
Miami, FloridaPuerto PlataSan JuanSt. CroixBeach Club at BiminiMiami, Florida
from
Price$2,804
per Cabin
8 nights
Scarlet Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Saint (Isles) & Seas of the Caribbean
San JuanTortolaBridgetownCastriesSt. John'sPhilipsburgSan Juan
from
Price$2,610
per Cabin
7 nights
Resilient Lady & Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Valiant Caribbean Holidays
Miami, FloridaNassauPuerto PlataBeach Club at BiminiMiami, Florida
from
Price$1,924
per Cabin
6 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Resilient Caribbean Holidays
San JuanPhilipsburgBridgetownCastriesFort-de-FranceBasseterreSan Juan
from
Price$2,896
per Cabin
7 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Resilient New Year's Ahoy
San JuanTortolaBridgetownCastriesSt. John'sPhilipsburgSan Juan
from
Price$2,912
per Cabin
7 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Sunsets in the Lesser Antilles
San JuanOranjestadWillemstadFort-de-FranceBasseterreSan Juan
from
Price$2,840
per Cabin
7 nights
Resilient Lady & Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Western Caribbean Charm
Miami, FloridaRoatánCosta MayaBeach Club at BiminiMiami, Florida
from
Price$2,044
per Cabin
6 nights
Scarlet Lady & Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
San Juan, St. Vincent, Barbados & More
San JuanTortolaBasseterreSt. John'sFort-de-FranceBridgetownCastriesKingstownSan Juan
from
Price$3,780
per Cabin
10 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Idyllic Caribbean Isles & Colombia
San JuanCartagenaWillemstadOranjestadCastriesSt. John'sPhilipsburgSan Juan
from
Price$4,092
per Cabin
11 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
San Juan, Barbados & Beyond
San JuanPhilipsburgCastriesBridgetownFort-de-FranceBasseterreSan Juan
from
Price$3,168
per Cabin
7 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Puerto Rican Daze & Caribbean Nights
San JuanTortolaSt. John'sBasseterreFort-de-FranceCastriesBridgetownKingstownSan Juan
from
Price$3,504
per Cabin
10 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Colombia & Caribbean Islands
San JuanCartagenaOranjestadWillemstadRoseauSt. John'sPhilipsburgSan Juan
from
Price$4,146
per Cabin
11 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Sunny Daze in Puerto Plata & Nassau
Miami, FloridaPuerto PlataNassauMiami, Florida
from
Price$2,204
per Cabin
5 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Grand Cayman, Costa Maya & More
Miami, FloridaGeorge TownCosta MayaBeach Club at BiminiMiami, Florida
from
Price$3,598
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Grand Turk, Puerto Plata & More
Miami, FloridaPuerto PlataGrand TurkBeach Club at BiminiMiami, Florida
from
Price$3,760
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Brilliant Lady Miami MerMaiden
Miami, FloridaPhilipsburgTortolaBeach Club at BiminiMiami, Florida
from
Price$5,486
per Cabin
8 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Honduras, Mexico & Bahamas
Miami, FloridaRoatánCosta MayaCozumel (Playa del Carmen)Beach Club at BiminiMiami, Florida
from
Price$3,562
per Cabin
7 nights
Scarlet Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Western Caribbean: From Miami to Bimini
Miami, FloridaOcho RiosGeorge TownBeach Club at BiminiMiami, Florida
from
Price$3,218
per Cabin
7 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
One-way to SJ: DR, St. Maarten & BVI
Miami, FloridaPuerto PlataPhilipsburgTortolaSan Juan
from
Price$2,348
per Cabin
6 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Colorful Curacao to the Charming Caymans
Miami, FloridaOranjestadWillemstadCartagenaOcho RiosGeorge TownMiami, Florida
from
Price$4,646
per Cabin
12 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
San Juan Sunrises & Dominican Dreams
Miami, FloridaSan JuanPuerto PlataBeach Club at BiminiMiami, Florida
from
Price$2,830
per Cabin
7 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Sunny Miles of Tropical Isles
San JuanPhilipsburgBridgetownCastriesFort-de-FranceBasseterreSan Juan
from
Price$2,696
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
From Miami to St. Croix
Miami, FloridaPuerto PlataSan JuanPhilipsburgSt. CroixMiami, Florida
from
Price$3,026
per Cabin
8 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Miami, Grand Turk (& back)
Miami, FloridaGrand TurkBeach Club at BiminiMiami, Florida
from
Price$2,302
per Cabin
5 nights
Scarlet Lady & Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Cayman Coves & Jamaican Waterfalls
Miami, FloridaOcho RiosGeorge TownBeach Club at BiminiMiami, Florida
from
Price$2,698
per Cabin
7 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Sun-Soaked Seas & Saint Isles
San JuanTortolaBasseterreSt. John'sFort-de-FranceBridgetownCastriesPhilipsburgSan Juan
from
Price$4,098
per Cabin
10 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Miami to San Juan
Miami, FloridaGrand TurkSt. John'sBasseterreSan JuanMiami, Florida
from
Price$3,578
per Cabin
9 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
San Juan, Samaná & Bimini
Miami, FloridaSan JuanSamanáBeach Club at BiminiMiami, Florida
from
Price$2,228
per Cabin
7 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Cartagena & Caribbean Faves
San JuanCartagenaWillemstadOranjestadFort-de-FranceSt. John'sPhilipsburgSan Juan
from
Price$4,284
per Cabin
11 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Aruban Sunsets & Calm Cayman Days
Miami, FloridaOranjestadCartagenaOcho RiosGeorge TownMiami, Florida
from
Price$4,372
per Cabin
11 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
St. Lucia, St. Maarten, Barbados & More
San JuanBasseterreCastriesRoseauBridgetownPhilipsburgSan Juan
from
Price$2,692
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Brilliant Caribbean Holidays
Miami, FloridaGrand TurkPuerto PlataSan JuanSamanáMiami, Florida
from
Price$3,834
per Cabin
8 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Resilient Caribbean Holidays
Miami, FloridaSan JuanPuerto PlataBeach Club at BiminiMiami, Florida
from
Price$3,122
per Cabin
7 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Valiant Caribbean Holidays
San JuanPhilipsburgBasseterreSt. John'sCastriesTortolaSan Juan
from
Price$3,202
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Scarlet Caribbean Holidays
Miami, FloridaNassauBeach Club at BiminiMiami, Florida
from
Price$2,304
per Cabin
4 nights
Scarlet Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Brilliant New Year's Ahoy!
Miami, FloridaGrand TurkSt. John'sBasseterreSan JuanMiami, Florida
from
Price$5,494
per Cabin
9 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Resilient New Year's Ahoy!
Miami, FloridaOcho RiosGeorge TownBeach Club at BiminiMiami, Florida
from
Price$3,868
per Cabin
7 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Valiant New Year’s Ahoy!
San JuanPhilipsburgBasseterreCastriesBridgetownSt. CroixSan Juan
from
Price$3,992
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Scarlet New Year's Ahoy!
Miami, FloridaCozumel (Playa del Carmen)Beach Club at BiminiMiami, Florida
from
Price$3,270
per Cabin
5 nights
Scarlet Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Aruban Sights & Antiguan Nights
San JuanOranjestadWillemstadSt. John'sPhilipsburgSan Juan
from
Price$2,734
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Cozumel, Grand Cayman & Bimini
Miami, FloridaGeorge TownCozumel (Playa del Carmen)Beach Club at BiminiMiami, Florida
from
Price$2,718
per Cabin
7 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Miami to the Cayman Islands
Miami, FloridaOranjestadKralendijkCartagenaOcho RiosGeorge TownMiami, Florida
from
Price$4,236
per Cabin
11 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Cayman Isles & Jamaican Miles
Miami, FloridaGeorge TownOcho RiosBeach Club at BiminiMiami, Florida
from
Price$2,764
per Cabin
7 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Virgin Island Views & Saint Isle Blues
San JuanTortolaBridgetownKingstownBasseterreSt. CroixSan Juan
from
Price$2,712
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Grand Turk Tranquility & St. Croix Charm
Miami, FloridaGrand TurkPuerto PlataSan JuanSt. CroixMiami, Florida
from
Price$3,412
per Cabin
8 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
St. Kitts, Barbados, Martinique & More
San JuanBasseterreBridgetownFort-de-FranceSt. John'sPhilipsburgSan Juan
from
Price$2,932
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Barbados, Antigua, BVI & More
San JuanTortolaBridgetownFort-de-FranceSt. John'sPhilipsburgSan Juan
from
Price$2,744
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Quintessential Caribbean Highlights
San JuanPhilipsburgBasseterreSt. John'sFort-de-FranceCastriesKingstownBridgetownSan Juan
from
Price$3,912
per Cabin
10 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Magnetic Miami to Gorgeous George Town
Miami, FloridaWillemstadOranjestadCartagenaOcho RiosGeorge TownMiami, Florida
from
Price$4,308
per Cabin
11 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Cartagena, Aruba, Antigua & More
San JuanCartagenaWillemstadOranjestadSt. John'sSt. CroixPhilipsburgSan Juan
from
Price$4,468
per Cabin
11 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Antigua, Martinique, & Barbados & More
San JuanPhilipsburgBridgetownFort-de-FranceSt. John'sTortolaSan Juan
from
Price$2,874
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Quaint Castries to Elegant Antigua
San JuanBasseterreCastriesFort-de-FranceSt. John'sTortolaSan Juan
from
Price$2,856
per Cabin
7 nights
Valiant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Gorgeous Antigua, St. Kitts & Bimini
Miami, FloridaPuerto PlataSt. John'sBasseterreBeach Club at BiminiMiami, Florida
from
Price$3,788
per Cabin
9 nights
Brilliant Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Costa Mayan Caves & Honduran Waves
Miami, FloridaCosta MayaRoatánCozumel (Playa del Carmen)Miami, Florida
from
Price$2,410
per Cabin
6 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings
Picture of the cruise
Puerto Rican Nights & St. Croix Delights
Miami, FloridaPuerto PlataSan JuanSt. CroixBeach Club at BiminiMiami, Florida
from
Price$3,136
per Cabin
8 nights
Resilient Lady
+ 70% off 2nd Sailor
Up to $500 off 2025-2026 sailings