Virgin Voyages

(10 offers included)
Departing on Jan 15, 2026 on the Brilliant Lady
Nights: 8
Dates: Jan 15, 2026 through Jan 23, 2026
Itinerary:
Miami, Florida, Sailing, Grand Turk, Puerto Plata, San Juan, St. Croix, Sailing, Miami, Florida
This 8-night voyage sails from Miami to Grand Turk, the Dominican Republic, Puerto Rico, and St. Croix, before returning to Miami. You'll also have a couple sea days to really explore the ship.
Departing on Feb 10, 2026 on the Valiant Lady
Nights: 11
Dates: Feb 10, 2026 through Feb 21, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Cartagena, Sailing, Willemstad, Oranjestad, Sailing, St. John's, St. Croix, Philipsburg, San Juan
This exciting 11-night round trip from San Juan kicks off with two days at sea, before touching down in Cartagena, Colombia. From there it's a mix of sea days and full days spent in the Caribbean's top spots.
Departing on Feb 21, 2026 on the Resilient Lady
Nights: 7
Dates: Feb 21, 2026 through Feb 28, 2026
Itinerary:
Miami, Florida, Sailing, Ocho Rios, Sailing, George Town, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night Western Caribbean adventure sets sail from Miami and spends a day at sea on your way to a nature lover's haven: Ocho Rios, Jamaica. From there you'll spend a day sailing to George Town, Grand Cayman, a colorful capital city offering outdoor adventure, beautiful views and excitement at every turn.
from
$763.00
(USD)
Per Person
Inside
$763.00
Cat: IZ
$109.00/Night
Outside
$833.00
Cat: VZ
$119.00/Night
Balcony
$903.00
Cat: TZ
$129.00/Night
Suite
$3,143.00
Cat: RZ
$449.00/Night
Departing on Feb 15, 2027 on the Scarlet Lady
Nights: 5
Dates: Feb 15, 2027 through Feb 20, 2027
Ship: Scarlet Lady
This 5-night Caribbean getaway departs from the beaches of Miami, offering a full day of onboard luxury and five-star entertainment over to Ocho Rios, a waterfall-ladened oasis on the white sand shores of Jamaica. From there, spend a day savoring the Michelin chef-curated menus onboard headed to the Beach Club at Bimini, before returning to Miami.
from
$795.00
(USD)
Per Person
Inside
$795.00
Cat: IZ
$159.00/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,095.00
Cat: TZ
$219.00/Night
Suite
$2,575.00
Cat: SS
$515.00/Night
Departing on Feb 14, 2027 on the Resilient Lady
Nights: 7
Dates: Feb 14, 2027 through Feb 21, 2027
Itinerary:
Miami, Florida, Sailing, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
This sunny sojourn departs Miami and provides two days of onboard luxury before arriving in the heart of the Greater Antilles, San Juan, Puerto Rico, where you'll experience bountiful beaches and electric city vibes. The following day you'll arrive at the breathtaking silver coasts of Puerto Plata, Dominican Republic then sail a day to our private Beach Club at Bimini before returning to Miami.
from
$1,112.00
(USD)
Per Person
Inside
$1,112.00
Cat: IN
$158.86/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,463.00
Cat: TZ
$209.00/Night
Suite
$3,423.00
Cat: RZ
$489.00/Night
Departing on Oct 31, 2026 on the Scarlet Lady
Nights: 5
Dates: Oct 31, 2026 through Nov 05, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami, Florida
This 5-night excursion departs Miami and allows for a day of self-care, spooky surprises and on-board luxury while sailing to one of the most popular destinations for beach-goers and water-adventurer's alike: Cozumel. From there spend a day recuperating with a cocktail on the sun deck headed to our private beach club on the picturesque island of Bimini before returning the following day to Miami.
from
$867.00
(USD)
Per Person
Inside
$867.00
Cat: IN
$173.40/Night
Outside
$1,033.00
Cat: VW
$206.60/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,925.00
Cat: SS
$585.00/Night
Departing on Jan 29, 2027 on the Valiant Lady
Nights: 8
Dates: Jan 29, 2027 through Feb 06, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Oranjestad, Willemstad, Kralendijk, Sailing, Fort-de-France, Philipsburg, St. Maarten, San Juan
This 8-night San Juan voyage spends a day sailing to your first stop, Oranjestad, Aruba - the happiest island in all of the Caribbean. Next, wake up in Willemstad, Curaçao, where European influences blend seamlessly with white-sand beaches. Continue to Kralendijk, Bonaire, followed by a day of luxury sailing to Martinique, then St. Maarten, before returning to San Juan.
from
$1,112.00
(USD)
Per Person
Inside
$1,112.00
Cat: IZ
$139.00/Night
Outside
$1,352.00
Cat: VZ
$169.00/Night
Balcony
$1,592.00
Cat: TZ
$199.00/Night
Suite
$4,720.00
Cat: RZ
$590.00/Night
Departing on Feb 11, 2027 on the Scarlet Lady
Nights: 4
Dates: Feb 11, 2027 through Feb 15, 2027
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Key West, Florida, Sailing, Beach Club at Bimini, Miami, Florida
This 4-night Key West & Bimini: Valentine's Voyage departs from Miami and spends a day at sea sailing to the southernmost point in the continental United States, Key West. After enjoying a day immersed in the uniquely relaxing Key West culture you'll spend a day at sea before awaking in Bimini to spend the day at our private Beach Club or to explore before returning to Miami the next morning.
from
$676.00
(USD)
Per Person
Inside
$676.00
Cat: IZ
$169.00/Night
Outside
$756.00
Cat: VZ
$189.00/Night
Balcony
$916.00
Cat: TZ
$229.00/Night
Suite
$2,100.00
Cat: SS
$525.00/Night
Departing on Nov 28, 2026 on the Valiant Lady
Nights: 7
Dates: Nov 28, 2026 through Dec 05, 2026
Ship: Valiant Lady
Itinerary:
San Juan, St. Thomas, Sailing, Tortola, Basseterre, St. John's, Philipsburg, St. Maarten, San Juan
This 7-night pre-holiday sailing departs San Juan, docking the next day on the colorful shores with picturesque waters of St. Thomas, US Virgin Islands. Next sail over to Tortola, followed by the bustling beach town of Basseterre, St. Kitts and Nevis. Next arrive in the epicenter of paradise, St. John's, Antigua, then over to St. Maarten, before returning to San Juan.
from
$973.00
(USD)
Per Person
Inside
$973.00
Cat: IZ
$139.00/Night
Outside
$1,113.00
Cat: VZ
$159.00/Night
Balcony
$1,323.00
Cat: TZ
$189.00/Night
Suite
$4,130.00
Cat: RZ
$590.00/Night
Departing on Mar 07, 2026 on the Resilient Lady
Nights: 7
Dates: Mar 07, 2026 through Mar 14, 2026
Itinerary:
Miami, Florida, Sailing, George Town, Sailing, Ocho Rios, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night Eastern Caribbean getaway departs from Miami and spends a day sailing to your first stop, George Town, Grand Cayman. Spend the day here swimming with stingrays, soaking up the culture (and the sun), and witnessing ocean wildlife through a glass bottom boat.
from
$833.00
(USD)
Per Person
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$973.00
Cat: VZ
$139.00/Night
Balcony
$1,183.00
Cat: TZ
$169.00/Night
Suite
$3,143.00
Cat: RZ
$449.00/Night