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Valiant Carib Holidays Image
Virgin Voyages Logo
Idyllic Caribbean Isles & Colombia
Departing on Apr 01, 2025 on the Resilient Lady
Nights: 11
Dates: Apr 01, 2025 through Apr 12, 2025
Itinerary:
San Juan, Sailing, Cartagena, Sailing, Willemstad, Oranjestad, Sailing, Castries, St. John's, Philipsburg...
Sea some of the Caribbean's most stunning islands on this 11-night voyage. Departing from San Juan, you'll go all the way to Cartagena, Colombia, before curving back to Willemstad, Curaçao, a remarkable example of Dutch architecture in the Caribbean. Then head to Aruba, St. Lucia, Antigua, and St. Maarten, before returning to Puerto Rico.
from
$1,485.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,485.00
Cat: I4
$135.00/Night
Outside
$1,749.00
Cat: VZ
$159.00/Night
Balcony
$1,969.00
Cat: TZ
$179.00/Night
Suite
$5,601.00
Cat: SB
$509.18/Night
Holidaze and Nights 1
Virgin Voyages Logo
Antigua, Martinique, & Barbados & More
Departing on Feb 21, 2026 on the Valiant Lady
Nights: 7
Dates: Feb 21, 2026 through Feb 28, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, Sailing, Bridgetown, Fort-de-France, St. John's, Tortola, San Juan
This 7-night San Juan sojourn makes its first stop in Philipsburg, St. Maarten - a quaint island oasis offering white sand beaches, an eclectic foodie scene and endless places to reconnect with nature. From there you'll spend a day at sea headed to Barbados, followed by Martinique and the epitome of luxury in St. Johns, Antigua. Finally you'll explore Tortola, BVI, before returning to San Juan.
from
$1,043.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,043.00
Cat: IZ
$149.00/Night
Outside
$1,253.00
Cat: VZ
$179.00/Night
Balcony
$1,463.00
Cat: TZ
$209.00/Night
Suite
$3,710.00
Cat: SS
$530.00/Night
Cartagena
Virgin Voyages Logo
Magnetic Miami to Gorgeous George Town
Departing on Feb 01, 2026 on the Brilliant Lady
Nights: 11
Dates: Feb 01, 2026 through Feb 12, 2026
Itinerary:
Miami, Florida, Sailing, Willemstad, Oranjestad, Sailing, Cartagena, Sailing, Ocho Rios, George Town, Sailing...
Set sail on an 11-night voyage from Miami, with stops in Curaçao, Aruba, Colombia, Jamaica, and the Cayman Islands. Make the most of your time in South America by exploring Cartagena's colorful colonial architecture, walled 16th century Old Town, narrow stone walkways, and white sand beaches.
from
$1,420.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,420.00
Cat: IZ
$129.09/Night
Outside
$1,750.00
Cat: VZ
$159.09/Night
Balcony
$2,080.00
Cat: TZ
$189.09/Night
Suite
$4,675.00
Cat: SS
$425.00/Night
Amenity Departure Dates
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Pleasant Holidays Logo
Punta Cana Princess All Suites Resort & Spa Hotel Rating: 3.5 stars
Nights: 3
Dates: May 04, 2025 through May 07, 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
$221.33
(USD)
Per Person
More Details Contact Us
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Royalton CHIC Punta Cana, An Autograph Collection All-Inclusive R&C Hotel Rating: 4 stars
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Punta Cana
Royalton CHIC Punta Cana is the ultimate destination for social vacations, whether you're planning a getaway with friends, a bachelor/bachelorette party or a romantic escape with your special someone.
from
$320.33
(USD)
Per Person
More Details Contact Us
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Virgin Voyages Logo
Northeast Atlantic Adventure
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
$1,145.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,880.00
Cat: IN
$235.00/Night
Outside
$1,145.00
Cat: VZ
$143.13/Night
Balcony
$2,112.00
Cat: TZ
$264.00/Night
Suite
$4,600.00
Cat: SS
$575.00/Night
Miami Grand Turk and Back Boats
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Miami, Grand Turk (& back)
Departing on Oct 03, 2026 on the Resilient Lady
Nights: 5
Dates: Oct 03, 2026 through Oct 08, 2026
Itinerary:
Miami, Sailing, Grand Turk, Sailing, Beach Club at Bimini, Miami
Miami, Grand Turk (& back) sails to the snow-white shores of the Grand Turk for plenty of time to lay by the beach and explore the city streets. Add a full day spent at the exclusive Beach Club in Bimini, Bahamas.
from
$796.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$796.00
Cat: IZ
$159.20/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,725.00
Cat: SS
$545.00/Night
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
$1,043.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,043.00
Cat: IZ
$149.00/Night
Outside
$1,253.00
Cat: VZ
$179.00/Night
Balcony
$1,463.00
Cat: TZ
$209.00/Night
Suite
$3,360.00
Cat: SS
$480.00/Night
Holidaze and Nights 1
Virgin Voyages Logo
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
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,883.00
Cat: IZ
$269.00/Night
Outside
$2,093.00
Cat: VZ
$299.00/Night
Balcony
$2,303.00
Cat: TZ
$329.00/Night
Suite
$4,970.00
Cat: SS
$710.00/Night
Offer Image
Pleasant Holidays Logo
Hyatt Zilara Cap Cana Hotel Rating: 4.5 stars
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Punta Cana
Hyatt Zilara Cap Cana allows guests to indulge in the all-inclusive luxury and incredible amenities, such as an oceanfront infinity pool with swim-up bars, beachside restaurants with spectacular sunset views, a waterpark with a lazy river and slides, floating swim-up suites, 12 unique restaurants and 14 bars, a world-class fitness center and much more.
from
$928.00
(USD)
Per Person
More Details Contact Us
Bimini Beach Club
Virgin Voyages Logo
Cozumel, Grand Cayman & Bimini
Departing on Jan 03, 2026 on the Resilient Lady
Nights: 7
Dates: Jan 03, 2026 through Jan 10, 2026
Itinerary:
Miami, Florida, Sailing, George Town, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami, Florida
This 7-night Western Caribbean getaway sets sail from Miami and spends a day at sea on your way to George Town, Grand Cayman. From there you'll spend a day sailing to Cozumel, a colorful capital city offering outdoor adventure, beautiful views and excitement at every turn.
from
$974.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$974.00
Cat: IZ
$139.14/Night
Outside
$1,184.00
Cat: VZ
$169.14/Night
Balcony
$1,394.00
Cat: TZ
$199.14/Night
Suite
$3,325.00
Cat: SS
$475.00/Night
Amenity Departure Dates
Miami to Casablanca and Barcelona Map
Virgin Voyages Logo
Transatlantic to Spain & Morocco
Departing on Apr 26, 2026 on the Scarlet Lady
Nights: 14
Dates: Apr 26, 2026 through May 10, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Gran Canaria, Sailing, Casablanca, Sailing, Valencia, Barcelona
This 14-night transatlantic odyssey departs from Miami and spends eight days of luxury at sea sailing to your first destination, Gran Canaria to take in the views of the world-renowned Canary Islands.
from
$1,400.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,413.00
Cat: IN
$100.93/Night
Outside
$1,400.00
Cat: VZ
$100.00/Night
Balcony
$1,680.00
Cat: TR
$120.00/Night
Suite
$10,253.00
Cat: SS
$732.36/Night
Puerto Rican Daze and Caribbean Nights Fort de France
Virgin Voyages Logo
Puerto Rican Daze & Caribbean Nights
Departing on Mar 22, 2025 on the Resilient Lady
Nights: 10
Dates: Mar 22, 2025 through Apr 01, 2025
Itinerary:
San Juan, Tortola, St. John's, Sailing, Basseterre, Fort-de-France, Castries, Bridgetown, Kingstown, Sailing...
Cross seven Caribbean islands off your must-visit list on this 10-night Caribbean voyage. Leaving from San Juan, visit Tortola, Antigua, and St. Kitts and Nevis, before docking in Fort-de-France, where you'll enjoy some of the region's most stunning beaches and colonial architecture.
from
$1,740.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Amenity Departure Dates
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Marquis Los Cabos All Inclusive Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Los Cabos
Marquis Los Cabos emerges as an all-inclusive enclave where attention to detail and passion for service and excellence is a must, and the spirit of Mexico infuses every piece of the adults-only haven.
from
$598.33
(USD)
Per Person
More Details Contact Us
Bardabos
Virgin Voyages Logo
San Juan, Barbados & Beyond
Departing on Mar 01, 2025 on the Resilient Lady
Nights: 7
Dates: Mar 01, 2025 through Mar 08, 2025
Itinerary:
San Juan, Philipsburg, Sailing, Castries, Bridgetown, Fort-de-France, Basseterre, San Juan
Set sail for 7-nights on this voyage from San Juan, visiting five islands in the course of a week. After stopping in St. Maarten and St. Lucia, enjoy the lush gardens, stunning beaches, friendly culture, and even otherworldly caverns, of Barbados. Cap off the trip with stops in Martinique and St. Kitts and Nevis before returning to San Juan.
from
$1,471.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
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Canada, Carolina, & Miami
Departing on Oct 03, 2025 on the Brilliant Lady
Nights: 13
Dates: Oct 03, 2025 through Oct 16, 2025
Itinerary:
Quebec City, Sailing, Halifax, Nova Scotia, Sailing, Saint John, New Brunswick, Eastport, Maine, Sailing, Boston, Massachusetts, Sailing, Charlestown, South Carolina...
This 13-night north-to-south sojourn departs from Quebec and over to Halifax, Nova Scotia - the lobster capital of the world - for a day of outdoor adventures. Next, cross the breathtaking Bay of Fundy, and onward to Eastport, Maine. Soak up the blissful sea day in between stops to two of the U.S.’s most historic (and oldest) cities, Boston and Charleston, before ending on the shores of Miami.
from
$1,675.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,675.00
Cat: IZ
$128.85/Night
Outside
$1,805.00
Cat: VZ
$138.85/Night
Balcony
$1,935.00
Cat: TZ
$148.85/Night
Suite
$5,265.00
Cat: SS
$405.00/Night
Amenity Departure Dates
Cartagena and Caribbean Faves
Virgin Voyages Logo
Cartagena & Caribbean Faves
Departing on Dec 02, 2025 on the Valiant Lady
Nights: 11
Dates: Dec 02, 2025 through Dec 13, 2025
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Cartagena, Sailing, Willemstad, Oranjestad, Sailing, Fort-de-France, St. John's, Philipsburg...
This idyllic 11-night Caribbean round trip departs San Juan and features two sea days before arriving in Cartagena - Colombia's modern metropolis infused with beach-town charm. In between sea days, you'll sail to multiple islands including Curaçao, Aruba's postcard-worthy shores, Martinique, Antigua, and the tiny island bursting with beauty, St. Maarten.
from
$1,530.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,530.00
Cat: IZ
$139.09/Night
Outside
$1,860.00
Cat: VZ
$169.09/Night
Balcony
$2,190.00
Cat: TZ
$199.09/Night
Suite
$4,950.00
Cat: SS
$450.00/Night
Glorious Greek Isles to Spanish Sunsets
Virgin Voyages Logo
Mykonos Moons to Spanish Sunrises
Departing on Oct 19, 2025 on the Resilient Lady
Nights: 7
Dates: Oct 19, 2025 through Oct 26, 2025
Itinerary:
Piraeus (Athens), Mykonos, Sailing, Catania, Sicily, Sailing, Palma de Mallorca, Valencia, Barcelona
This 7-night Mediterranean voyage begins in Athens and docks the following day in mystical Mykonos. From there spend a day sailing to picturesque Catania, an ancient city on the Ionian Sea that radiates Sicilian vibes through and through.
from
$1,435.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,435.00
Cat: IN
$205.00/Night
Outside
$1,681.00
Cat: VW
$240.14/Night
Balcony
$1,820.00
Cat: TL
$260.00/Night
Suite
$4,375.00
Cat: SS
$625.00/Night
Dominican and PR Daze
Virgin Voyages Logo
Grand Turk, Puerto Plata & more
Departing on Jul 20, 2025 on the Valiant Lady
Nights: 7
Dates: Jul 20, 2025 through Jul 27, 2025
Ship: Valiant Lady
Itinerary:
Miami, Sailing, Puerto Plata, Grand Turk, Sailing, Beach Club at Bimini, Miami
This 7-night Eastern Caribbean respite starts in the magical city of Miami and spends two days sailing to Puerto Plata, where your adventure can run the gamut from exploring the various beach-side bars to exploring an excavated shipwreck.
from
$1,463.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,463.00
Cat: IZ
$209.00/Night
Outside
$1,855.00
Cat: VW
$265.00/Night
Balcony
$1,996.00
Cat: TL
$285.14/Night
Suite
$4,515.00
Cat: SS
$645.00/Night
Offer Image
Pleasant Holidays Logo
Hyatt Zilara Rose Hall Hotel Rating: 4.5 stars
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Montego Bay
Sophisticated and stylish, Hyatt Zilara Rose Hall is an indulgent escape for adults seeking refuge from the rigors of the outside world.
from
$547.33
(USD)
Per Person
More Details Contact Us
Bimini 1
Virgin Voyages Logo
Grand Cayman, Costa Maya & More
Departing on Jul 13, 2025 on the Valiant Lady
Nights: 7
Dates: Jul 13, 2025 through Jul 20, 2025
Ship: Valiant Lady
Itinerary:
Miami, Sailing, George Town, Sailing, Costa Maya, Sailing, Beach Club at Bimini, Miami
This 7-night Western Caribbean getaway leaves from the always-magical port of Miami and spends a day acclimating to vacay-vibes with a day at sea on the way to George Town, Grand Cayman - whose 7-mile beach is only the surface of everything it has to offer. Then spend a day sailing to captivating Costa Maya before another sea-day to the bodacious beach club at Bimini before returning to Miami.
from
$1,394.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,394.00
Cat: IZ
$199.14/Night
Outside
$1,604.00
Cat: VZ
$229.14/Night
Balcony
$1,814.00
Cat: TZ
$259.14/Night
Suite
$4,515.00
Cat: SS
$645.00/Night
Barbados Antigua BVI More
Virgin Voyages Logo
Barbados, Antigua, BVI & More
Departing on Jan 24, 2026 on the Valiant Lady
Nights: 7
Dates: Jan 24, 2026 through Jan 31, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Fort-de-France, St. John's, Philipsburg, San Juan
This 7-night Caribbean journey starts in San Juan, stopping for a full day in Tortola on the British Virgin Islands. After, you'll island hop between Barbados and magnetic Martinique before arriving at the epitome of a Caribbean paradise - St. Johns on the island of Antigua. Next, you'll sail to St. Maarten, a tiny island bursting with beauty, before returning to San Juan.
from
$973.00
(USD)
Per Person
+ $0.00 taxes/fees
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
$3,605.00
Cat: SS
$515.00/Night
Bimini Pier
Virgin Voyages Logo
Western Caribbean Charm
Departing on Mar 30, 2025 on the Scarlet Lady
Nights: 6
Dates: Mar 30, 2025 through Apr 05, 2025
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Roatan, Costa Maya, Sailing, Beach Club at Bimini, Miami
Cruise through the Caribbean on a six-night sailing featuring a full day of unrivaled experiences in Costa Maya, Mexico, and another in Roatán, Honduras. With 2 days at sea to indulge in the good life on board, you'll also get to explore the rich history and turquoise waters of the Bahamas with a visit to the exclusive Beach Club at Bimini.
from
$1,230.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Amenity Departure Dates
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Pleasant Holidays Logo
Secrets Tides Punta Cana Hotel Rating: 4 stars
Nights: 3
Dates: May 04, 2025 through May 07, 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
$619.67
(USD)
Per Person
More Details Contact Us
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Sandals Montego Bay Hotel Rating: No Rating
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Montego Bay
Set on Jamaica's largest private white-sand beach, this beachfront resort boasts beautifully renovated rooms including the lavish new Bay Roc Villa Suites with Sandals' exclusive Butler Service.
from
$941.00
(USD)
Per Person
More Details Contact Us
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Breathless Riviera Cancun Resort & Spa Hotel Rating: 4 stars
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Puerto Morelos
Treat yourself to this vibrant oceanside getaway where nearly everything is included with Unlimited Luxury®, which redefines the all-inclusive experience.
from
$483.00
(USD)
Per Person
More Details Contact Us
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Brilliant Lady Miami MerMaiden
Departing on Oct 17, 2025 on the Brilliant Lady
Nights: 8
Dates: Oct 17, 2025 through Oct 25, 2025
Itinerary:
Miami, Sailing, Philipsburg, Tortola, Sailing, Beach Club at Bimini, Miami
This round-trip voyage from Miami stops at three beautiful islands including Tortola, Bimini (home to our exclusive beach club), and St. Maarten. In St. Maarten, you'll experience a Caribbean melting pot of cultures including Dutch and French (as both nations have their own "side" to the island), plus West African, British, Indian, and Spanish heritage influence the island as well.
from
$1,593.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,593.00
Cat: IZ
$199.13/Night
Outside
$1,833.00
Cat: VZ
$229.13/Night
Balcony
$2,073.00
Cat: TZ
$259.13/Night
Suite
$6,217.00
Cat: SS
$777.13/Night
Amenity Departure Dates
Adriatic Sea and Greek Gems
Virgin Voyages Logo
Dubrovnik Days & Mykonos Nights
Departing on May 04, 2025 on the Resilient Lady
Nights: 7
Dates: May 04, 2025 through May 11, 2025
Itinerary:
Piraeus (Athens), Sailing, Split, Dubrovnik, Kotor, Sailing, Mykonos, Piraeus (Athens)
This 7-night Adriatic sea sojourn leaves from Athens and allows for a self-care day at sea on the way to Croatia's second largest city, Split. The next day hit the Croatian republic of adventure: Dubrovnik, whose subtropical climate always equates to ideal vibes, before heading to Kotor, spend another day at sea before indulging in the sheer merriment of Mykonos before arriving back in Athens.
from
$1,325.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,325.00
Cat: IZ
$189.29/Night
Outside
$1,673.00
Cat: VZ
$239.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$4,865.00
Cat: SS
$695.00/Night
Black Friday Offer 2023
Virgin Voyages Logo
Florida Resident Rates - 80% Off 2nd Sailor Plus Up to 15% Off Extra Savings and Up to $300 (USD) in Free Drinks
Dates: Feb 01, 2025 through Nov 30, 2025
Itinerary:
Caribbean, Europe, Mexico, Transatlantic
Florida Resident Rates - 80% Off 2nd Sailor Plus Up to 15% Off Extra Savings and Up to $300 (USD) in Free Drinks
More Details Contact Us
Florida Resident Rate
Grand Velas Boutique Hotel Los Cabos primary exterior
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Grand Velas Boutique Hotel Los Cabos - Exclusive $150 in instant savings
Dates: Jan 26, 2025 through Jun 30, 2025
Location(s):
Los Cabos
Grand Velas Boutique Hotel Los Cabos - Exclusive $150 in instant savings
More Details Contact Us
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Mayan Sol
Departing on Sep 07, 2025 on the Valiant Lady
Nights: 5
Dates: Sep 07, 2025 through Sep 12, 2025
Ship: Valiant Lady
Itinerary:
Miami, Sailing, Costa Maya, Sailing, Beach Club at Bimini, Miami
Sail from Miami to the shores of the Yucatán Peninsula, with a day spent at The Beach Club in Bimini, Bahamas - complete with a bonfire party under the stars. Arriving in Costa Maya, you'll have plenty of time to relax by the beach and explore the ancient ruins.
from
$750.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$750.00
Cat: I4
$150.00/Night
Outside
$846.00
Cat: VZ
$169.20/Night
Balcony
$996.00
Cat: TZ
$199.20/Night
Suite
$2,700.00
Cat: SS
$540.00/Night
Amenity Departure Dates
Offer Image
Pleasant Holidays Logo
Grand Velas Boutique Hotel Los Cabos Hotel Rating: 5 stars
Nights: 3
Dates: May 04, 2025 through May 07, 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
$1,401.00
(USD)
Per Person
More Details Contact Us
A Virgin Celebration Voyage
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Save when you Sail solo
Dates: Jan 26, 2025 through Dec 31, 2025
Itinerary:
Caribbean, Europe, Mexico, Transatlantic
When you book a solo cabin on select 2025 voyages, you can look forward to up to $3,500 off your voyage fare. That means more money for onboard pub crawls, Shore Things, and relaxing spa days.
More Details Contact Us
Solo Savings
Puerto Plata
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Grand Turk Tranquility & St. Croix Charm
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.
from
$1,192.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,192.00
Cat: IZ
$149.00/Night
Outside
$1,432.00
Cat: VZ
$179.00/Night
Balcony
$1,672.00
Cat: TZ
$209.00/Night
Suite
$4,320.00
Cat: SB
$540.00/Night
Amenity Departure Dates
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Secrets Cap Cana Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: May 04, 2025 through May 07, 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
$852.33
(USD)
Per Person
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Starry Nights in Greece & Croatia
Departing on May 29, 2025 on the Resilient Lady
Nights: 10
Dates: May 29, 2025 through Jun 08, 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
$1,686.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,686.00
Cat: IZ
$168.60/Night
Outside
$1,986.00
Cat: VZ
$198.60/Night
Balcony
$2,286.00
Cat: TZ
$228.60/Night
Suite
$6,650.00
Cat: SS
$665.00/Night
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Desire Riviera Maya Pearl Resort Hotel Rating: 3.5 stars
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Puerto Morelos
This adults-only, clothing-optional resort is ideally located on a stretch of secluded, sandy beach at the edge of the picturesque fishing village of Puerto Morelos.
from
$953.00
(USD)
Per Person
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Ocean Maya Royale Hotel Rating: 3.5 stars
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Playa Del Carmen
This adults-only resort is located on the beachfront of the Riviera Maya, very close to Playa del Carmen.
from
$380.00
(USD)
Per Person
More Details Contact Us
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Couples Swept Away Hotel Rating: 4.5 stars
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Negril
Beloved by active guests, Couples Swept Away caters to all-inclusive, adults-only pleasures. Set on 19 acres, on world-famous Seven Mile Beach, it is spread out yet intimate for seclusion.
from
$585.00
(USD)
Per Person
More Details Contact Us
Eastern Caribbean Antilles
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Eastern Caribbean Antilles
Departing on Mar 22, 2025 on the Scarlet Lady
Nights: 8
Dates: Mar 22, 2025 through Mar 30, 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
$1,593.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Amenity Departure Dates
Brilliant New Years Ahoy
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Gorgeous Antigua, St. Kitts & Bimini
Departing on Mar 12, 2026 on the Brilliant Lady
Nights: 9
Dates: Mar 12, 2026 through Mar 21, 2026
Itinerary:
Miami, Puerto Plata, St. John's, Basseterre, Bimini Islands, Miami
On this 9-night voyage from Miami, you'll visit the Dominican Republic, Antigua, and St. Kitts & Nevis, with a final stop in Bimini before returning to Miami. Bimini, a small island in the Bahamas, is home to our exclusive beach club.
from
$1,341.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,341.00
Cat: IZ
$149.00/Night
Outside
$1,611.00
Cat: VZ
$179.00/Night
Balcony
$1,881.00
Cat: TZ
$209.00/Night
Suite
$4,095.00
Cat: SS
$455.00/Night
Amenity Departure Dates
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Royal Hideaway Playacar Hotel Rating: 4 stars
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Playa Del Carmen
Set on an idyllic, pristine stretch of white sand in Playa del Carmen, the Royal Hideaway Playacar effortlessly blends world-class service and luxurious accommodations.
from
$352.67
(USD)
Per Person
More Details Contact Us
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Secrets Puerto Los Cabos Golf & Spa Resort Hotel Rating: 4.5 stars
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
San Jose del Cabo
Set along the Pacific Coast within the exclusive community of Puerto Los Cabos, the all-suite Secrets® Puerto Los Cabos Golf & Spa Resort provides the ultimate adults-only, Unlimited-Luxury® escape.
from
$692.00
(USD)
Per Person
More Details Contact Us
Sunsets in the Lesser Antilles Image
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Sunsets in the Lesser Antilles
Departing on Feb 01, 2025 on the Resilient Lady
Nights: 7
Dates: Feb 01, 2025 through Feb 08, 2025
Itinerary:
San Juan, Sailing, Oranjestad, Willemstad, Sailing, Fort-de-France, Basseterre, San Juan
Cruise from San Juan to the dreamiest islands in the southeast Caribbean - sailing to Aruba, Curaçao, Martinique, and St. Kitts & Nevis. With a very late stay in Aruba, you can start your day beach-lounging and end it with a cocktail aboard a catamaran under the stars.
from
$1,680.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Amenity Departure Dates
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Sandals Dunn's River Hotel Rating: No Rating
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Ocho Rios
The completely reimagined Sandals Dunn's River is where nature and luxury go hand in hand. Ideally located on the stunning north coast of Jamaica, here you will find rivers meandering through forests and cascading waterfalls.
from
$1,000.00
(USD)
Per Person
More Details Contact Us
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Sandals Royal Plantation Hotel Rating: No Rating
Nights: 3
Dates: May 04, 2025 through May 07, 2025
Location(s):
Ocho Rios
Nestled atop a seaside bluff above the stunning Caribbean Sea, this 74-room all oceanview gem presents the perfect setting to truly get away from it all.
from
$979.00
(USD)
Per Person
More Details Contact Us
Virgin Voyages Comedy Fest from Miami
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Sail & Save - Get away for as low as $129 per Sailor per night!
Dates: Feb 01, 2025 through Dec 31, 2025
Itinerary:
Caribbean, Europe, Mexico, Transatlantic
Sail & Save - Get away for as low as $129 per Sailor per night!
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Cayman Coves Jamaican Waterfalls George Town
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Cayman Coves & Jamaican Waterfalls
Departing on Jan 24, 2026 on the Resilient Lady
Nights: 7
Dates: Jan 24, 2026 through Jan 31, 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
$974.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$974.00
Cat: IZ
$139.14/Night
Outside
$1,184.00
Cat: VZ
$169.14/Night
Balcony
$1,394.00
Cat: TZ
$199.14/Night
Suite
$3,395.00
Cat: SS
$485.00/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
$795.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$795.00
Cat: IZ
$159.00/Night
Outside
$1,050.00
Cat: VW
$210.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,750.00
Cat: SS
$550.00/Night
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Secrets Riviera Cancun Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: May 04, 2025 through May 07, 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
$626.33
(USD)
Per Person
More Details Contact Us