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Valiant New Years Ahoy Image
Virgin Voyages Logo
Valiant New Year's Ahoy!
Departing on Dec 27, 2025 on the Valiant Lady
Nights: 7
Dates: Dec 27, 2025 through Jan 03, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, Basseterre, Castries, Bridgetown, Sailing, St. Croix, San Juan
This 7-night sunny adventure departs from San Juan before docking the next day in Phillipsburg, St. Maarten followed by Basseterre, St. Kitts - home to some of the world's best beaches and dreamiest vacay-vibes.
from
$1,884.00
(USD)
Per Person
More Details Contact Us
Inside
$1,884.00
Cat: IZ
$269.14/Night
Outside
$2,094.00
Cat: VZ
$299.14/Night
Balcony
$2,304.00
Cat: TZ
$329.14/Night
Suite
$5,775.00
Cat: SS
$825.00/Night
Offer Image
Pleasant Holidays Logo
Divine Cave Experience Hotel Rating: No Rating
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Santorini
Staying at the Divine Cave Experience allows you to feel submerged in luxury and serenity. The heavenly hotel features 10 cave suites that have been designed to elevate the senses, and all of them have miraculous views of the Aegean and the world-famous Caldera.
from
$716.67
(USD)
Per Person
More Details Contact Us
Tortola
Virgin Voyages Logo
Saint Isles & The Greater Antilles
Departing on Feb 20, 2027 on the Valiant Lady
Nights: 7
Dates: Feb 20, 2027 through Feb 27, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Castries, Bridgetown, Roseau, Philipsburg, San Juan
This 7-night sojourn departs from San Juan and arrives the next day in Tortola on the British Virgin Islands. After a day at sea you'll arrive amongst the waterfalls and lagoons of Castries, St. Lucia followed by the beguiling beaches of Bridgetown, Barbados. Next, arrive on the shores of Roseau, Dominica then Phillipsburg, on the beloved Dutch side of St. Maarten before returning to San Juan.
from
$1,184.00
(USD)
Per Person
More Details Contact Us
Inside
$1,184.00
Cat: IZ
$169.14/Night
Outside
$1,394.00
Cat: VZ
$199.14/Night
Balcony
$1,604.00
Cat: TZ
$229.14/Night
Suite
$4,060.00
Cat: SS
$580.00/Night
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Virgin Voyages Logo
Istanbul, Santorini & More
Departing on Jun 29, 2025 on the Resilient Lady
Nights: 11
Dates: Jun 29, 2025 through Jul 10, 2025
Itinerary:
Piraeus (Athens), Sailing, Istanbul, Sailing, Kusadasi (Ephesus), Mykonos, Rhodes, Santorini, Chania, Crete, Sailing...
This 11-night bucket-list trip of a lifetime leaves from Athens, spends a day at sea on the way to absolutely iconic Istanbul for 2-days of endless exploration before spending another day at sea on the way to Kusadasi followed by Mykonos and Rhodes before arriving in the sultry sand of Santorini.
from
$1,970.00
(USD)
Per Person
More Details Contact Us
Inside
N/A
Outside
$1,970.00
Cat: VZ
$179.09/Night
Balcony
$2,190.00
Cat: TZ
$199.09/Night
Suite
$5,186.00
Cat: RZ
$471.45/Night
Amenity Departure Dates
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Pleasant Holidays Logo
Calabash Cove Resort & Spa Hotel Rating: 4 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Gros Islet
This hotel offers unparalleled luxury on the beautiful island of Saint Lucia. Guests will be greeted with breathtaking views of the Caribbean Sea from all angles, as well as capital city Castries to the South and nearby Martinique to the North.
from
$669.67
(USD)
Per Person
More Details Contact Us
Bimini 1
Virgin Voyages Logo
Key West & Bimini: Valentine's Voyage
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
$716.00
(USD)
Per Person
+ $242.00 taxes/fees
More Details Contact Us
Inside
$716.00
Cat: IZ
$179.00/Night
Outside
$796.00
Cat: VZ
$199.00/Night
Balcony
$916.00
Cat: TZ
$229.00/Night
Suite
$2,160.00
Cat: SS
$540.00/Night
Offer Image
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Secrets Riviera Cancun Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Puerto Morelos
Secrets® Riviera Cancun Resort & Spa is an all-suite luxury resort nestled between the Caribbean Sea and the Lagoon of Bahia Petempich.
from
$481.67
(USD)
Per Person
More Details Contact Us
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Margaritaville Island Reserve, by Karisma, Riviera Maya Hotel Rating: 4 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Puerto Morelos
Margaritaville Island Reserve, by Karisma, Riviera Maya is an adults-only getaway. This all-inclusive resort features 355 rooms and suites to fit every need.
from
$312.00
(USD)
Per Person
More Details Contact Us
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Fall Colors: Coastal Northeast & Canada
Departing on Sep 15, 2025 on the Brilliant Lady
Nights: 8
Dates: Sep 15, 2025 through Sep 23, 2025
Itinerary:
New York City, New York, Sailing, Boston, Massachusetts, Eastport, Maine, Saint John, New Brunswick, Sailing, Halifax, Nova Scotia, Sailing, New York City, New York
This 8-night NYC round trip journey sails up the Atlantic coast, stopping in Boston where you'll discover more than just a historic tea party. The city boasts iconic museums and landmarks, plus tasty treats in its North End.
from
$1,672.00
(USD)
Per Person
More Details Contact Us
Inside
$1,672.00
Cat: IZ
$209.00/Night
Outside
$1,752.00
Cat: VZ
$219.00/Night
Balcony
$2,152.00
Cat: TZ
$269.00/Night
Suite
$4,600.00
Cat: SS
$575.00/Night
Offer Image
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Punta Cana Princess All Suites Resort & Spa Hotel Rating: 3.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Punta Cana
This all-suite resort boasts an excellent location alongside the pristine sands and clear blue waters of Bavaro Beach.
from
$232.00
(USD)
Per Person
More Details Contact Us
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Riviera Maya
Departing on Apr 20, 2025 on the Valiant Lady
Nights: 5
Dates: Apr 20, 2025 through Apr 25, 2025
Ship: Valiant Lady
Itinerary:
Miami, Cozumel, Bimini Islands, Miami
The Riviera Maya is a dreamer’s gateway to Cozumel, Playa del Carmen and Tulum. Arriving from Miami and departing late with an additional day and night spent at The Beach Club at Bimini, you’ll have plenty of time to see each port from every sun and moonlit angle.
from
$895.00
(USD)
Per Person
More Details Contact Us
Inside
$895.00
Cat: IZ
$179.00/Night
Outside
N/A
Balcony
$1,145.00
Cat: TZ
$229.00/Night
Suite
$4,345.00
Cat: MZ
$869.00/Night
Amenity Departure Dates
75% Off 2nd Sailor + Up to $500 in Instant Savings
Caribbean Breeze Haunted Seas
Virgin Voyages Logo
Miami to Grand Turk: Halloween Edition
Departing on Oct 25, 2026 on the Scarlet Lady
Nights: 6
Dates: Oct 25, 2026 through Oct 31, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, Grand Turk, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
This 6-night sojourn starts in Miami and spends a day sailing to the beach-ladened city of Grand Turk, followed by a day of outdoor adventure, self-care, or utter relaxation on the beaches of Puerto Plata. Spend one more day at sea sailing to Bimini, home of our famous Beach Club at Bimini, where you can sunbathe, swim in the enormous pool, and sip perfect cocktails before returning to Miami.
from
$954.00
(USD)
Per Person
More Details Contact Us
Inside
$954.00
Cat: IZ
$159.00/Night
Outside
$1,074.00
Cat: VZ
$179.00/Night
Balcony
$1,254.00
Cat: TZ
$209.00/Night
Suite
$3,240.00
Cat: SS
$540.00/Night
Bimini Beach Club
Virgin Voyages Logo
Fire and Sunset Soirées
Departing on Aug 20, 2025 on the Valiant Lady
Nights: 4
Dates: Aug 20, 2025 through Aug 24, 2025
Ship: Valiant Lady
Itinerary:
Miami, Key West, Bimini Islands, Miami
Cruise from vibrant Miami to Nassau for a day spent splashing around in the cerulean waters or exploring the lively downtown scene. Afterwards, you'll head to our private Beach Club experience in Bimini, Bahamas.
from
$801.00
(USD)
Per Person
More Details Contact Us
Inside
$801.00
Cat: IN
$200.25/Night
Outside
$841.00
Cat: VW
$210.25/Night
Balcony
$916.00
Cat: TZ
$229.00/Night
Suite
$2,480.00
Cat: SS
$620.00/Night
Amenity Departure Dates
Honduras Mexico Bahamas
Virgin Voyages Logo
Honduras, Mexico & Bahamas
Departing on Oct 31, 2025 on the Scarlet Lady
Nights: 7
Dates: Oct 31, 2025 through Nov 07, 2025
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Roatan, Costa Maya, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami
This 7-night sun-soaked sojourn sets sail from Miami kicking off with a day at sea before docking in Roatan - an idyllic start to a beach holiday escape.
from
$1,225.00
(USD)
Per Person
More Details Contact Us
Inside
$1,225.00
Cat: IN
$175.00/Night
Outside
$1,435.00
Cat: VW
$205.00/Night
Balcony
$1,576.00
Cat: TL
$225.14/Night
Suite
$3,255.00
Cat: SS
$465.00/Night
Offer Image
Pleasant Holidays Logo
Breathless Cabo San Lucas Resort & Spa Hotel Rating: 4 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Cabo San Lucas
The Breathless® Cabo San Lucas Resort & Spa is wonderfully different from other Cabo resorts. In addition to its ideal location on beautiful Medano Beach, one of the only safely swimmable beaches in the area, guests can experience the pleasures of Unlimited-Luxury® - where everything is included.
from
$527.00
(USD)
Per Person
More Details Contact Us
Spanish Isles Rome Cannes
Virgin Voyages Logo
Spanish Isles, Rome & Cannes
Departing on May 31, 2026 on the Valiant Lady
Nights: 7
Dates: May 31, 2026 through Jun 07, 2026
Ship: Valiant Lady
Itinerary:
Barcelona, Palma de Mallorca, Sailing, Civitavecchia (Rome), Cannes, Ibiza, Barcelona
The allure of the Med will pull you in from the moment you sail away from - and return to - Barcelona. In Palma de Mallorca, uncork Iberia's best flavors on a trip to the Mallorcan countryside, explore the eternal landmarks of Rome (via Civitavecchia), immerse yourself in peak coastal chic in glamorous Cannes, and indulge in Ibiza's famed nightlife during an unforgettable overnight stay.
from
$1,253.00
(USD)
Per Person
More Details Contact Us
Inside
$1,505.00
Cat: IN
$215.00/Night
Outside
$1,253.00
Cat: VZ
$179.00/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$4,375.00
Cat: SS
$625.00/Night
Offer Image
Pleasant Holidays Logo
Secrets Tulum Resort and Beach Club Hotel Rating: 4.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Tulum
Enjoy luxury at its finest at the adults-only property, Secrets Tulum Resort and Beach club. Featuring nature-inspired designs by the award-winning architect, Michael Edmonds, unwind and unplug at this majestic haven.
from
$506.00
(USD)
Per Person
More Details Contact Us
Dominican Daze 1
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Dominican Daze
Departing on Nov 25, 2026 on the Brilliant Lady
Nights: 5
Dates: Nov 25, 2026 through Nov 30, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
Dominican Daze sails to the snow-white shores of the Dominican Republic from Miami, for plenty of time to lay by the beach and explore the city streets. Add a full day and night spent at the exclusive Beach Club in Bimini, Bahamas.
from
$946.00
(USD)
Per Person
+ $182.00 taxes/fees
More Details Contact Us
Inside
$946.00
Cat: IZ
$189.20/Night
Outside
$1,046.00
Cat: VZ
$209.20/Night
Balcony
$1,196.00
Cat: TZ
$239.20/Night
Suite
$2,700.00
Cat: SS
$540.00/Night
Bimini 1
Virgin Voyages Logo
San Juan, Samana & Bimini
Departing on Jan 17, 2026 on the Resilient Lady
Nights: 7
Dates: Jan 17, 2026 through Jan 24, 2026
Itinerary:
Miami, Florida, Sailing, San Juan, Samaná, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night sun-drenched Miami sojourn spends two days sailing to your first destination, the beachy respite of San Juan. Next, call in Samaná, a small coastal city that's the gateway to the beauty of the Dominican Republic and all it has to offer, including 5-star golfing, stunning beaches, eclectic shopping and so much more. Lastly, spend a day sailing to Bimini before returning to Miami.
from
$973.00
(USD)
Per Person
More Details Contact Us
Inside
$973.00
Cat: IZ
$139.00/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$3,500.00
Cat: SS
$500.00/Night
Offer Image
Virgin Voyages Logo
Hollywood Sunsets & Mexican Horizons
Departing on Sep 19, 2026 on the Brilliant Lady
Nights: 7
Dates: Sep 19, 2026 through Sep 26, 2026
Itinerary:
Los Angeles, Cabo San Lucas, Mazatlan, Puerto Vallarta, Los Angeles
This 7-night journey departs from Los Angeles, starting with a full day of self-care and soaking up the sun while sailing to Cabo San Lucas. The next day you'll arrive in Mazatlan followed by Puerto Vallarta, a regular on many "World's Best" lists due to its splendid beaches and world-renowned food and drink scene. After, you'll have two more days to relax on the ship before returning to LA.
from
$1,044.00
(USD)
Per Person
More Details Contact Us
Inside
$1,044.00
Cat: IZ
$149.14/Night
Outside
$1,254.00
Cat: VZ
$179.14/Night
Balcony
$1,464.00
Cat: TZ
$209.14/Night
Suite
$3,528.00
Cat: SS
$504.00/Night
Offer Image
Pleasant Holidays Logo
Grand Velas Boutique Hotel Los Cabos Hotel Rating: 5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
San Jose del Cabo
The Grand Velas Boutique Hotel Los Cabos is a luxury all-inclusive, adults only experience. Located within the prestigious Tourist Corridor of Los Cabos, this property is close to several outdoor and water activities, as well as its neighboring sister property, The Grand Velas Los Cabos, to which guests will also have access.
from
$1,452.67
(USD)
Per Person
More Details Contact Us
San Juan Sunrises Dominican Dreams
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San Juan Sunrises & Dominican Dreams
Departing on Nov 15, 2025 on the Resilient Lady
Nights: 7
Dates: Nov 15, 2025 through Nov 22, 2025
Itinerary:
Miami, Florida, Sailing, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night Eastern Caribbean adventure departs from Miami and spends two days sailing to sunny San Juan, Puerto Rico. Here you can immerse yourself in the enchanting culture, white sand beaches and lush rainforests before arriving the next day in Puerto Plata.
from
$973.00
(USD)
Per Person
More Details Contact Us
Inside
$973.00
Cat: IZ
$139.00/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$3,360.00
Cat: SS
$480.00/Night
Barcelona to France Italy Greece Valletta
Virgin Voyages Logo
Barcelona to France, Italy & Greece
Departing on Apr 26, 2025 on the Resilient Lady
Nights: 8
Dates: Apr 26, 2025 through May 04, 2025
Itinerary:
Barcelona, Sailing, Cannes, Civitavecchia (Rome), Sailing, Valletta, Sailing, Mykonos, Piraeus (Athens)
This 8-night journey departs from brilliant Barcelona and spends a day at sea headed to the epitome of a classic European city, Cannes. The next day arrive in Civitavecchia, the gateway to Rome.
from
$2,328.00
(USD)
Per Person
More Details Contact Us
Inside
N/A
Outside
N/A
Balcony
$2,328.00
Cat: TR
$291.00/Night
Suite
$3,895.00
Cat: RZ
$486.88/Night
75% Off 2nd Sailor + Up to $500 in Instant Savings
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The Club Barbados Resort & Spa Hotel Rating: 3.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
St. James
The adults-only resort, ideally located oceanfront on Barbados' west coast, is the perfect vacation getaway.
from
$453.33
(USD)
Per Person
More Details Contact Us
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Riu Republica Hotel Rating: 4 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Punta Cana
Located on a heavenly beach, the adults-only Riu Republica boasts more than 1,300 rooms distributed in three buildings, all of them with the best amenities.
from
$235.67
(USD)
Per Person
More Details Contact Us
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Costa Mayan Caves & Honduran Waves
Departing on Mar 14, 2026 on the Resilient Lady
Nights: 6
Dates: Mar 14, 2026 through Mar 20, 2026
Itinerary:
Miami, Sailing, Costa Maya, Roatán, Cozumel (Playa del Carmen), Sailing, Miami, Florida
This 6-night Caribbean getaway departs from Miami and spends a day sailing to your first stop, Costa Maya, followed by Roatan - a tropical Honduran island featuring the second largest great barrier reef system in the world, and sprawling rainforests begging to be explored. From there, you'll sail to Cozumel before spending another day of luxury on board returning to Miami.
from
$1,014.00
(USD)
Per Person
More Details Contact Us
Inside
$1,014.00
Cat: IZ
$169.00/Night
Outside
$1,194.00
Cat: VZ
$199.00/Night
Balcony
$1,374.00
Cat: TZ
$229.00/Night
Suite
$3,288.00
Cat: SS
$548.00/Night
Offer Image
Pleasant Holidays Logo
Sandals South Coast Hotel Rating: No Rating
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Jamaica
Situated amidst a 500-acre nature preserve is this pristine landscape with two beaches spanning over two miles! This miraculously undiscovered spot features an Italian piazza with three distinct European villages- French, Italian and Dutch- that have been created solely for your pleasure with fine dining, duty free shops and formal gardens.
from
$801.00
(USD)
Per Person
More Details Contact Us
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Le Blanc Spa Resort Los Cabos Hotel Rating: 5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
San Jose del Cabo
Nestled among the sun-kissed beaches of the Baja Peninsula, Le Blanc Spa Resort Los Cabos beckons you with the perfect balance of natural beauty and pampering service.
from
$979.67
(USD)
Per Person
More Details Contact Us
Valiant New Years Ahoy Image
Virgin Voyages Logo
Scarlet New Year's Ahoy!
Departing on Dec 28, 2025 on the Scarlet Lady
Nights: 5
Dates: Dec 28, 2025 through Jan 02, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami
Ring in the new year cruising the Caribbean on a 5-night sailing to Cozumel (Playa del Carmen) and Tulum. Arriving early and departing late from Mexico - and with a day and sunset spent at The Beach Club at Bimini - you'll have plenty of time to ramp up the adventure and wind down to chill while seeing each port from every sun and moonlit angle.
from
$1,445.00
(USD)
Per Person
More Details Contact Us
Inside
$1,445.00
Cat: IZ
$289.00/Night
Outside
$1,745.00
Cat: VZ
$349.00/Night
Balcony
$1,945.00
Cat: TZ
$389.00/Night
Suite
$3,400.00
Cat: SS
$680.00/Night
Dominican Daze 1
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Dominican Daze: Halloween Edition
Departing on Oct 24, 2025 on the Valiant Lady
Nights: 5
Dates: Oct 24, 2025 through Oct 29, 2025
Ship: Valiant Lady
Itinerary:
Miami, Sailing, Puerto Plata, Sailing, Beach Club at Bimini, Miami
Dominican Daze sails to the snow-white shores of the Dominican Republic from Miami, for plenty of time to lay by the beach and explore the city streets. Add a full day and night spent at the exclusive Beach Club in Bimini, Bahamas.
from
$1,051.00
(USD)
Per Person
More Details Contact Us
Inside
N/A
Outside
$1,051.00
Cat: VW
$210.20/Night
Balcony
$1,175.00
Cat: TL
$235.00/Night
Suite
$2,750.00
Cat: SS
$550.00/Night
French Daze Ibiza Nights
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Barcelona to Rome & More
Departing on May 25, 2025 on the Scarlet Lady
Nights: 7
Dates: May 25, 2025 through Jun 01, 2025
Ship: Scarlet Lady
Itinerary:
Barcelona, Sailing, Civitavecchia (Rome), Marina di Carrara, Ajaccio, Corsica, Ibiza, Barcelona
This 7-night sojourn starts in Barcelona and makes its first stop in one of the Mediterranean's most romantic cities, Rome, followed by Marina di Carrara. Next, you'll stop in idyllic Ajaccio, Corsica before seeing everything Ibiza has to offer by day - and night.
from
$2,178.00
(USD)
Per Person
More Details Contact Us
Inside
N/A
Outside
N/A
Balcony
$2,178.00
Cat: TC
$311.14/Night
Suite
$3,857.00
Cat: SB
$551.00/Night
Scarlet Lady External 2
Virgin Voyages Logo
Riviera Maya
Departing on Jan 11, 2026 on the Scarlet Lady
Nights: 5
Dates: Jan 11, 2026 through Jan 16, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Cozumel, Bimini Islands, Miami
The Riviera Maya is a dreamer’s gateway to Cozumel, Playa del Carmen and Tulum. Arriving from Miami and departing late with an additional day and night spent at The Beach Club at Bimini, you’ll have plenty of time to see each port from every sun and moonlit angle.
from
$795.00
(USD)
Per Person
More Details Contact Us
Inside
$795.00
Cat: IZ
$159.00/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,114.00
Cat: RZ
$422.80/Night
Amenity Departure Dates
Eastern Caribbean Antilles
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Eastern Caribbean Antilles
Departing on Apr 19, 2025 on the Scarlet Lady
Nights: 8
Dates: Apr 19, 2025 through Apr 27, 2025
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Puerto Plata, San Juan, St. Croix, Sailing, Beach Club at Bimini, Miami
Embark on a spectacular eight-night voyage through the Caribbean featuring a day in Puerto Plata, a late-night stay in San Juan, and a visit to St. Croix. After 3 days of indulging in the (very) good life on board, you'll sail to The Beach Club at Bimini to revel in our private beach club experience.
from
$1,273.00
(USD)
Per Person
More Details Contact Us
Inside
$1,273.00
Cat: IZ
$159.13/Night
Outside
N/A
Balcony
$1,888.00
Cat: TL
$236.00/Night
Suite
$8,920.00
Cat: SG
$1,115.00/Night
75% Off 2nd Sailor + Up to $500 in Instant Savings
Offer Image
Pleasant Holidays Logo
Secrets Vallarta Bay Resort Puerto Vallarta Hotel Rating: 4 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Puerto Vallarta
Secrets® Vallarta Bay Resort Puerto Vallarta is situated on the golden-sand beaches of Banderas Bay, just minutes from famous El Malecón boardwalk.
from
$620.00
(USD)
Per Person
More Details Contact Us
New Year''s Ahoy 3
Virgin Voyages Logo
Saint (Isles) & Seas of the Caribbean
Departing on Mar 21, 2026 on the Valiant Lady
Nights: 7
Dates: Mar 21, 2026 through Mar 28, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Castries, St. John's, Philipsburg, San Juan
Set out from San Juan on this epic 7-night voyage to some of the Caribbean's most beautiful islands. Start in Road Town, the capital of Tortola in the British Virgin Islands, where you can visit local rum distilleries, or relax at Cane Garden Bay Beach. Then complete your whirlwind Caribbean tour by heading to Barbados, St. Lucia, Antigua, and St. Maarten.
from
$1,114.00
(USD)
Per Person
More Details Contact Us
Inside
$1,114.00
Cat: IZ
$159.14/Night
Outside
$1,324.00
Cat: VZ
$189.14/Night
Balcony
$1,534.00
Cat: TZ
$219.14/Night
Suite
$3,745.00
Cat: SS
$535.00/Night
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Catalonia Royal La Romana Adults Only Hotel Rating: 4.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Dominicus
Enjoy tranquil vibes and luxurious accommodations at the all-inclusive Catalonia Royal La Romana Adults Only hotel.
from
$399.67
(USD)
Per Person
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Casa Chameleon at Las Catalinas Hotel Rating: 5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Guanacaste
Perched high on a hilltop above the town of Las Catalinas on Costa Rica's pristine Guanacaste peninsula, Casa Chameleon at Las Catalinas promises an idyllic getaway.
from
$812.67
(USD)
Per Person
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Starry Nights in Greece & Croatia
Departing on Jul 10, 2025 on the Resilient Lady
Nights: 10
Dates: Jul 10, 2025 through Jul 20, 2025
Itinerary:
Piraeus, Santorini, Bodrum, Mykonos, Dubrovnik, Kotor, Corfu, Piraeus
Our 10-night sailing from Athens is the dreamiest voyage for any explorer - whether snapping photos in breathtaking Santorini, snorkeling the blue-green waters of Dubrovnik, cocktail-ladened merriment at a world-renowned beach club in Mykonos, or experiencing beguiling Bodrum.
from
$1,991.00
(USD)
Per Person
More Details Contact Us
Inside
$2,101.00
Cat: IN
$210.10/Night
Outside
$2,151.00
Cat: VW
$215.10/Night
Balcony
$1,991.00
Cat: TZ
$199.10/Night
Suite
$6,000.00
Cat: SS
$600.00/Night
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Riu Palace Jamaica Hotel Rating: 4 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Montego Bay
If you're looking for relaxation and tranquility, you'll find them at the Hotel Riu Palace Jamaica.
from
$581.67
(USD)
Per Person
More Details Contact Us
Bimini 1
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Scarlet Caribbean Holidays
Departing on Dec 21, 2026 on the Scarlet Lady
Nights: 5
Dates: Dec 21, 2026 through Dec 26, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, Cozumel (Playa Del Carmen), Sailing, Beach Club at Bimini, Miami, Florida
This 5-night Holiday excursion departs from Miami and spends a day sailing to the most quintessential location for a "holiday in the sun," Cozumel, Mexico. After basking on the white-sand beaches and exploring the miles-long Meso-American barrier reef, you'll spend a day of self-care on board sailing to our private Beach Club at Bimini before returning to your final destination of Miami.
from
$996.00
(USD)
Per Person
More Details Contact Us
Inside
$996.00
Cat: IZ
$199.20/Night
Outside
$1,096.00
Cat: VZ
$219.20/Night
Balcony
$1,246.00
Cat: TZ
$249.20/Night
Suite
$3,375.00
Cat: SS
$675.00/Night
Scarlet Lady External 1
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Dominican Daze
Departing on Jan 30, 2026 on the Scarlet Lady
Nights: 5
Dates: Jan 30, 2026 through Feb 04, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Puerto Plata, Bimini Islands, Miami
Dominican Daze sails to the snow-white shores of the Dominican Republic from Miami, for plenty of time to lay by the beach and explore the city streets. Add a full day and night spent at the exclusive Beach Club in Bimini, Bahamas.
from
$795.00
(USD)
Per Person
More Details Contact Us
Inside
$795.00
Cat: IZ
$159.00/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,184.00
Cat: RZ
$436.80/Night
Bimini 1
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Scarlet New Year's Ahoy!
Departing on Dec 30, 2026 on the Scarlet Lady
Nights: 5
Dates: Dec 30, 2026 through Jan 04, 2027
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, Cozumel (Playa Del Carmen), Sailing, Beach Club at Bimini, Miami, Florida
Ring in the new year cruising the Caribbean on a 5-night sailing to Cozumel (Playa del Carmen) and Tulum. Arriving early and departing late from Mexico - and with a day and sunset spent at The Beach Club at Bimini - you'll have plenty of time to ramp up the adventure and wind down to chill while seeing each port from every sun and moonlit angle.
from
$1,546.00
(USD)
Per Person
More Details Contact Us
Inside
$1,546.00
Cat: IZ
$309.20/Night
Outside
$1,646.00
Cat: VZ
$329.20/Night
Balcony
$1,746.00
Cat: TZ
$349.20/Night
Suite
$3,375.00
Cat: SS
$675.00/Night
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Palmaia - The House of AiA Hotel Rating: 5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Playa Del Carmen
Situated at the end of the most beautiful beach in the Riviera Maya, The House of AïA brings us Palmaïa, an exclusive beach enclave focused on connecting us to nature, ourselves, and the sanctity of life.
from
$1,013.00
(USD)
Per Person
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Holidaze and Nights 1
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Resilient New Year's Ahoy!
Departing on Dec 27, 2025 on the Resilient Lady
Nights: 7
Dates: Dec 27, 2025 through Jan 03, 2026
Itinerary:
Miami, Florida, Sailing, Ocho Rios, Sailing, George Town, Sailing, Beach Club at Bimini, Miami, Florida
Ring in the New Year on this epic 7-night voyage from San Juan to some of the Caribbean's most beautiful islands. Start in Road Town, the capital of Tortola in the British Virgin Islands, where you can visit local rum distilleries, or relax at Cane Garden Bay Beach.
from
$1,883.00
(USD)
Per Person
More Details Contact Us
Inside
$1,883.00
Cat: IZ
$269.00/Night
Outside
$2,275.00
Cat: VW
$325.00/Night
Balcony
$2,303.00
Cat: TZ
$329.00/Night
Suite
$5,810.00
Cat: SB
$830.00/Night
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Secrets Cap Cana Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Punta Cana
This gorgeous resort in Cap Cana is just steps from the sugar-sand Juanillo Beach and crystal blue waters.
from
$614.33
(USD)
Per Person
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Palafitos Overwater Bungalows at El Dorado Maroma Hotel Rating: 4.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Playa Del Carmen
Discover Mexico's first overwater bungalows on the best beach in Riviera Maya. Palafitos Overwater Bungalows at El Dorado Maroma are a cluster of 30 exclusive, private bungalows sitting right over the turquoise waters of Maroma Beach.
from
$1,840.00
(USD)
Per Person
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Riu Palace Baja California Hotel Rating: 4 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Cabo San Lucas
The Hotel Riu Palace Baja California is an exquisite adults-only resort in Cabo San Lucas, offering 24-hour all-inclusive service.
from
$396.33
(USD)
Per Person
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San Juan Sunrises Dominican Dreams
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Barbados, Dominica & St. Isle Spring
Departing on Mar 19, 2027 on the Valiant Lady
Nights: 8
Dates: Mar 19, 2027 through Mar 27, 2027
Ship: Valiant Lady
Itinerary:
San Juan, St. Thomas, Sailing, Bridgetown, Kingstown, Roseau, Philipsburg, Sailing, San Juan
This 8-night escape departs from San Juan, arriving the next day at the colorful shores of St. Thomas, U.S. Virgin Islands. After a day at sea, continue to Bridgetown, Barbados, where turquoise waters and endless adventures await. Wake up the next morning in St. Vincent, followed by Roseau, Dominica - known for its lush rainforests - then St. Maarten, before sailing back to San Juan.
from
$1,433.00
(USD)
Per Person
More Details Contact Us
Inside
$1,433.00
Cat: IZ
$179.13/Night
Outside
$1,673.00
Cat: VZ
$209.13/Night
Balcony
$1,913.00
Cat: TZ
$239.13/Night
Suite
$4,640.00
Cat: SS
$580.00/Night
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Secrets Tides Punta Cana Hotel Rating: 4 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Punta Cana
Secrets Tides Punta Cana is a signature Unlimited-Luxury® experience located in Uvero Alto, Punta Cana, the northeast coast of the Dominican Republic.
from
$544.67
(USD)
Per Person
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Secrets Wild Orchid Montego Bay Hotel Rating: 4.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Montego Bay
Set on a peninsula with over a mile of private beach, the vibrant AAA Four Diamond Secrets® Wild Orchid Montego Bay offers an unforgettable vacation experience.
from
$579.00
(USD)
Per Person
More Details Contact Us