Currency, current value
$USD

Explore 402 cruise vacations

Showing Loading cruise vacations: All Destinations, February 2026 - March 2026
Showing 38 cruise vacations that match your search
Showing 38 cruise vacations that match your search
Sort price type, current value Price per cabin
Sort options, current value Sails first

Grand Turk, Puerto Plata & Bimini

  • Miami, Florida
  • The Beach Club at Bimini, Bahamas
  • Puerto Plata, Dominican Republic
  • Grand Turk, Turks and Caicos
  • Miami, Florida
Insider cabins from
per Cabin
Loading
6 nights
Brilliant Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

Dominican Daze

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
5 nights
Scarlet Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades

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
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

San Juan Sunrises & Dominican Dreams

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • San Juan, Puerto Rico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades

Magnetic Miami to Gorgeous George Town

  • Miami, Florida
  • Willemstad, Curaçao
  • Oranjestad, Aruba
  • Cartagena, Colombia
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • Miami, Florida
Insider cabins from
per Cabin
Loading
11 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

Fire & Sunset Soirées

  • Miami, Florida
  • Key West, Florida
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
4 nights
Scarlet Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades

Cayman Coves & Jamaican Waterfalls

  • Miami, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

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
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

Riviera Maya

  • Miami, Florida
  • Cozumel, Mexico
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
5 nights
Scarlet Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades

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
Sea View cabins from
per Cabin
Loading
8 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:

Scarlet Valentine's Voyage

  • Miami, Florida
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
5 nights
Scarlet Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

Resilient Valentine's Voyage

  • Miami, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

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
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

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
per Cabin
Loading
9 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

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
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

Cayman Coves & Jamaican Waterfalls

  • Miami, Florida
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

Miami, Grand Turk (& back)

  • Miami, Florida
  • Grand Turk, Turks and Caicos
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
5 nights
Scarlet Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades

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
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

Aruban Sunsets & Calm Cayman Days

  • Miami, Florida
  • Oranjestad, Aruba
  • Cartagena, Colombia
  • Ocho Rios, Jamaica
  • George Town, Grand Cayman
  • Miami, Florida
Insider cabins from
per Cabin
Loading
11 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

Cayman Isles & Jamaican Miles

  • Miami, Florida
  • George Town, Grand Cayman
  • Ocho Rios, Jamaica
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

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
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

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
per Cabin
Loading
9 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

Costa Mayan Caves & Honduran Waves

  • Miami, Florida
  • Roatán, Honduras
  • Costa Maya, Mexico
  • Cozumel, Mexico
  • Miami, Florida
Insider cabins from
per Cabin
Loading
6 nights
Resilient Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

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
Insider cabins from
per Cabin
Loading
7 nights
Valiant Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

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
Insider cabins from
per Cabin
Loading
8 nights
Resilient Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

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
per Cabin
Loading
16 nights
Brilliant Lady
Brilliant Lady's Inaugural Season
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

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
Sea View cabins from
per Cabin
Loading
7 nights
Valiant Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Sea View cabins from
per Cabin
Loading
Departing on:

San Juan Sunrises & Dominican Dreams

  • Miami, Florida
  • San Juan, Puerto Rico
  • Puerto Plata, Dominican Republic
  • The Beach Club at Bimini, Bahamas
  • Miami, Florida
Insider cabins from
per Cabin
Loading
7 nights
Resilient Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on:

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
Insider cabins from
per Cabin
Loading
9 nights
Valiant Lady
+ free drinks
70% off 2nd Sailor + Balcony upgrades
Insider cabins from
per Cabin
Loading
Departing on: