Journeys By Jenn
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Special Interest - Adults Only

(50 offers included)
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Virgin Voyages Logo
Alaska: Vancouver to Seattle
Departing on May 11, 2027 on the Brilliant Lady
Nights: 9
Dates: May 11, 2027 through May 20, 2027
Itinerary:
Vancouver, Inside Passage, Juneau, Skagway, Hubbard Glacier, Icy Strait, Ketchikan, Seattle
This 9-night North Pacific voyage departs from Vancouver, gliding through the breathtaking Inside Passage to vibrant Juneau, historic Skagway, and the awe-inspiring Hubbard Glacier.
from
$1,431.00
(USD)
Per Person
+ $313.00 taxes/fees
More Details Contact Us
Inside
$1,431.00
Cat: IZ
$159.00/Night
Outside
$1,791.00
Cat: VZ
$199.00/Night
Balcony
$2,241.00
Cat: TZ
$249.00/Night
Suite
$5,400.00
Cat: SS
$600.00/Night
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
$676.00
(USD)
Per Person
More Details Contact Us
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
Amenity Departure Dates
Baltic Wonders Hamburg
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Baltic Wonders & Nordic Nights
Departing on Jul 22, 2026 on the Valiant Lady
Nights: 14
Dates: Jul 22, 2026 through Aug 05, 2026
Ship: Valiant Lady
Itinerary:
Portsmouth, Sailing, Hamburg, Sailing, Copenhagen, Sailing, Stockholm, Tallinn, Sailing, Oslo, Sailing, Portsmouth
This epic 14-night journey brings you to some of Europe's most historic ports, starting with Hamburg, known for its ornate 19th-century architecture. Then head to the iconic Danish port of Copenhagen, with its rainbow-like Nyhavn harbor, Stockholm, and then stop in the Baltic capital of Tallinn, Estonia.
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Amenity Departure Dates
French Riviera, Spain & Ibiza Overnight
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French Riviera, Spain & Ibiza Overnight
Departing on Jun 27, 2027 on the Resilient Lady
Nights: 7
Dates: Jun 27, 2027 through Jul 04, 2027
Itinerary:
Barcelona, Cannes, Toulon, Valencia, Ibiza, Barcelona
This 7-night sojourn departs from Barcelona and arrives first to the picturesque Mediterranean gem of Cannes, where you can spend the day basking on brilliant beaches, strolling the famous La Croisette promenade or taking in the glamour of it all.
from
$1,463.00
(USD)
Per Person
More Details Contact Us
Inside
$1,463.00
Cat: IZ
$209.00/Night
Outside
$1,743.00
Cat: VZ
$249.00/Night
Balcony
$1,813.00
Cat: TZ
$259.00/Night
Suite
$4,305.00
Cat: SS
$615.00/Night
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Pleasant Holidays Logo
Barcelo Maya Riviera Hotel Rating: 4.5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Solidaridad
Surrounded by sea and nature is Barcelo Maya Riviera - Adults Only, a 1.2-mile beachfront all-inclusive hotel.
from
$434.33
(USD)
Per Person
More Details Contact Us
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La Casa de la Playa by Xcaret Hotel Rating: 5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Playa Del Carmen
Nestled in the Mayan jungle next to one of the most iconic beaches in the world, La Casa de la Playa by Xcaret was born using nature as the essential element to conserve it and protect it.
from
$2,296.00
(USD)
Per Person
More Details Contact Us
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
$818.00
(USD)
Per Person
More Details Contact Us
Inside
$818.00
Cat: IN
$163.60/Night
Outside
$1,079.00
Cat: VW
$215.80/Night
Balcony
$1,103.00
Cat: TL
$220.60/Night
Suite
$2,875.00
Cat: SS
$575.00/Night
Amenity Departure Dates
Riviera Maya 1
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Riviera Maya
Departing on May 11, 2026 on the Resilient Lady
Nights: 5
Dates: May 11, 2026 through May 16, 2026
Itinerary:
Miami, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, 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
$819.00
(USD)
Per Person
More Details Contact Us
Inside
$819.00
Cat: IN
$163.80/Night
Outside
$845.00
Cat: VZ
$169.00/Night
Balcony
$1,056.00
Cat: TL
$211.20/Night
Suite
$2,775.00
Cat: SS
$555.00/Night
Amenity Departure Dates
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Pleasant Holidays Logo
Riu Palace Kukulkan Hotel Rating: 4 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Cancun
The beachfront Riu Palace Kukulkan is an adults-only hotel exclusive to people over 18. It is situated in front of Cancun's shopping center, "La Isla," and features a variety of restaurants, bars and nightclubs.
from
$483.00
(USD)
Per Person
More Details Contact Us
San Juan to Miami: Dominican Daze
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San Juan to Miami: Dominican Daze
Departing on Apr 10, 2027 on the Valiant Lady
Nights: 5
Dates: Apr 10, 2027 through Apr 15, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Puerto Plata, Bimini Islands, Miami
This 5-night journey to magnetic Miami departs from San Juan.
from
$545.00
(USD)
Per Person
More Details Contact Us
Inside
$545.00
Cat: IZ
$109.00/Night
Outside
$695.00
Cat: VZ
$139.00/Night
Balcony
$845.00
Cat: TZ
$169.00/Night
Suite
$2,900.00
Cat: SS
$580.00/Night
St. Lucia
Virgin Voyages Logo
St. Lucia, Barbados & More
Departing on Feb 07, 2026 on the Valiant Lady
Nights: 7
Dates: Feb 07, 2026 through Feb 14, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, St. Kitts, St. Lucia, Barbados, St. Thomas, San Juan
This 7-night winter escape departs from San Juan and docks the next day at the glowing lagoons and sprawling beaches of St. Maarten, followed by the bright green rainforests and unique shops of St. Kitts. Next, wake up to the breathtaking waterfalls and intricate coral reefs of St. Lucia, followed by Barbados. Finally, spend a day on board sailing to St. Thomas before returning to San Juan.
from
$1,405.00
(USD)
Per Person
More Details Contact Us
Balcony
$1,405.00
Cat: TL
$200.71/Night
Bimini 1
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Jamaican Waves & Bimini Breeze
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
More Details Contact Us
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
Amenity Departure Dates
Eastern Caribbean Cruise
Virgin Voyages Logo
Eastern Caribbean Cruise
Departing on Mar 21, 2027 on the Resilient Lady
Nights: 6
Dates: Mar 21, 2027 through Mar 27, 2027
Itinerary:
Miami, Grand Turk, Samana, Puerto Plata, Miami
This 6-night voyage departs from Miami, beginning with a relaxing day at sea before arriving at the pristine beaches of Grand Turk.
from
$834.00
(USD)
Per Person
+ $171.00 taxes/fees
More Details Contact Us
Inside
$834.00
Cat: IZ
$139.00/Night
Outside
$1,014.00
Cat: VZ
$169.00/Night
Balcony
$1,194.00
Cat: TZ
$199.00/Night
Suite
$2,970.00
Cat: RZ
$495.00/Night
Mayan Sol 1
Virgin Voyages Logo
Mayan Sol
Departing on Jun 22, 2026 on the Resilient Lady
Nights: 5
Dates: Jun 22, 2026 through Jun 27, 2026
Itinerary:
Miami, Florida, Sailing, Costa Maya, Sailing, Beach Club at Bimini, Miami, Florida
Sail from Miami to the shores of the Yucatán Peninsula, with a day spent at The Beach Club in Bimini, Bahamas. Arriving in Costa Maya, you'll have plenty of time to relax by the beach and explore the ancient ruins.
from
$1,045.00
(USD)
Per Person
More Details Contact Us
Outside
$1,045.00
Cat: VZ
$209.00/Night
Balcony
$1,245.00
Cat: TZ
$249.00/Night
Suite
$2,595.00
Cat: RZ
$519.00/Night
Amenity Departure Dates
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Pleasant Holidays Logo
Bahia Principe Luxury Ambar Hotel Rating: 4 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Punta Cana
Live a luxury holiday in this incredible beachfront hotel boasting exclusive and themed restaurants, coffee shop and spacious and modern rooms, featuring luxurious swim-ups.
from
$378.33
(USD)
Per Person
More Details Contact Us
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Jade Mountain Hotel Rating: 5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Soufriere
Jade Mountain is a cornucopia of organic architecture celebrating Saint Lucia's stunning scenic beauty.
from
$3,420.00
(USD)
Per Person
More Details Contact Us
Eastern Caribbean & Bimini Beach Club
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Eastern Caribbean & Bimini Beach Club
Departing on Jan 30, 2027 on the Resilient Lady
Nights: 8
Dates: Jan 30, 2027 through Feb 07, 2027
Itinerary:
Miami, Puerto Plata, San Juan, St. Croix, Bimini Islands, 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.
from
$952.00
(USD)
Per Person
+ $244.00 taxes/fees
More Details Contact Us
Inside
$952.00
Cat: IZ
$119.00/Night
Outside
$1,192.00
Cat: VZ
$149.00/Night
Balcony
$1,432.00
Cat: TZ
$179.00/Night
Suite
$3,800.00
Cat: RZ
$475.00/Night
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Pleasant Holidays Logo
Barcelo Bavaro Beach Hotel Rating: 4 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Punta Cana
Nestled along the Bávaro beach white sandy shores and the crystalline Caribbean Sea, discover the adults-only, 24-hour all-inclusive Barceló Bávaro Beach.
from
$296.00
(USD)
Per Person
More Details Contact Us
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Sun Palace Hotel Rating: 4 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Cancun
Bask in luxury at the adults-only Sun Palace ideally located in Cancun's Hotel Zone. Let the pampering begin in your lavish, amenity-rich room or suite.
from
$578.33
(USD)
Per Person
More Details Contact Us
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Sandals Negril Beach Resort & Spa Hotel Rating: No Rating
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Negril
Hugging the longest and best span of Negril's stunning seven-mile beach, this resort provides endless vistas of pristine shore and phenomenally clear turquoise waters.
from
$863.00
(USD)
Per Person
More Details Contact Us
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
$1,386.00
(USD)
Per Person
More Details Contact Us
Inside
$1,386.00
Cat: IZ
$99.00/Night
Outside
$1,666.00
Cat: VZ
$119.00/Night
Balcony
$1,806.00
Cat: TZ
$129.00/Night
Suite
$5,320.00
Cat: SS
$380.00/Night
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Pleasant Holidays Logo
Secrets Aura Cozumel Hotel Rating: 4 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Cozumel
Light. Luxury. Love. The only hotel of its kind on picturesque Cozumel, Secrets® Aura Cozumel combines all of the amenities of Unlimited-Luxury® with an unparalleled island vacation experience.
from
$408.00
(USD)
Per Person
More Details Contact Us
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Melia Punta Cana Beach, A Wellness Inclusive Resort - Adults Only Hotel Rating: 4.5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Punta Cana
Located on a pristine beach in the heart of the Caribbean, Melia Punta Cana Beach, A Wellness Inclusive Resort - Adults Only will captivate you with its picturesque surroundings, exceptional cuisine and endless activities.
from
$381.00
(USD)
Per Person
More Details Contact Us
San Juan Sunrises Dominican Dreams
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Thanksgiving: St. Isles, Aruba & Curacao
Departing on Nov 20, 2026 on the Valiant Lady
Nights: 8
Dates: Nov 20, 2026 through Nov 28, 2026
Ship: Valiant Lady
Itinerary:
San Juan, St. Thomas, Sailing, Willemstad, Oranjestad, Sailing, Basseterre, Philipsburg, St. Maarten, San Juan
This 8-night Thanksgiving sailing departs from San Juan, first docking at the stunning St. Thomas, U.S. Virgin Islands. After a day at sea, arrive in Willemstad, Curaçao's capital that combines European influences with Caribbean cultures (and vibrant architecture). Next, wake up in Aruba, followed by sailing to St. Kitts and Nevis, then on to St. Maarten, before returning to San Juan.
from
$1,187.00
(USD)
Per Person
More Details Contact Us
Inside
$1,187.00
Cat: IN
$148.38/Night
Outside
$1,272.00
Cat: VZ
$159.00/Night
Balcony
$1,512.00
Cat: TZ
$189.00/Night
Suite
$4,720.00
Cat: RZ
$590.00/Night
Amenity Departure Dates
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Pleasant Holidays Logo
Marquis Los Cabos All Inclusive Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
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
$714.67
(USD)
Per Person
More Details Contact Us
Brilliant Valentine''s Voyage
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Brilliant Valentine's Voyage
Departing on Feb 12, 2026 on the Brilliant Lady
Nights: 8
Dates: Feb 12, 2026 through Feb 20, 2026
Itinerary:
Miami, Puerto Plata, San Juan, St. Maarten, St. Croix, Miami
This 8-night voyage sails from Miami to the Dominican Republic, Puerto Rico, St. Maarten, and St. Croix, before returning to Miami.
from
$1,188.00
(USD)
Per Person
More Details Contact Us
Inside
$1,188.00
Cat: IN
$148.50/Night
Outside
$1,272.00
Cat: VZ
$159.00/Night
Balcony
$1,512.00
Cat: TZ
$189.00/Night
New York Transatlantic to Spain
Virgin Voyages Logo
New York Transatlantic to Spain
Departing on Apr 25, 2026 on the Valiant Lady
Nights: 14
Dates: Apr 25, 2026 through May 09, 2026
Ship: Valiant Lady
Itinerary:
New York City, New York, Sailing, Ponta Delgada, Sailing, Funchal, Madeira, Sailing, Tangier, Malaga, Sailing, Palma de Mallorca, Barcelona
This transatlantic journey departs NYC and spends 5 days of luxury at sea arriving at Ponta Delgada on Portugal's São Miguel Island. After a day at sea, arrive in Funchal, on Portugal's Madeira Archipelago followed by a day sailing to Tangier, Morocco followed by Malaga, on Spain's world-renowned Costa del Sol coast. Finally, sail a day to Palma de Mallorca before your last stop in Barcelona.
from
$2,086.00
(USD)
Per Person
More Details Contact Us
Outside
$2,086.00
Cat: VZ
$149.00/Night
Balcony
$2,366.00
Cat: TZ
$169.00/Night
Suite
$7,630.00
Cat: SAP
$545.00/Night
Amenity Departure Dates
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Pleasant Holidays Logo
Paradisus Playa del Carmen - Riviera Maya Hotel Rating: 4.5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Playa Del Carmen
Located in a stunning private bay the Paradisus Playa del Carmen - Riviera Maya combines a prestigious Caribbean setting with world-class facilities.
from
$470.67
(USD)
Per Person
More Details Contact Us
Sunsets in the Lesser Antilles Image
Virgin Voyages Logo
Sunsets in the Lesser Antilles
Departing on Dec 05, 2026 on the Valiant Lady
Nights: 7
Dates: Dec 05, 2026 through Dec 12, 2026
Ship: Valiant Lady
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
$833.00
(USD)
Per Person
More Details Contact Us
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
$4,130.00
Cat: RZ
$590.00/Night
Amenity Departure Dates
San Juan Sunrises Dominican Dreams
Virgin Voyages Logo
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
$1,192.00
(USD)
Per Person
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
$4,720.00
Cat: RZ
$590.00/Night
Amenity Departure Dates
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Pleasant Holidays Logo
Alila Napa Valley - Adults Only Hotel Rating: 5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
St. Helena
Whisk away to the lavish Alila Napa Valley Hotel & Spa and experience luxury at its finest. This adult-only oasis is filled with mesmerizing views and rustic charm.
from
$1,440.00
(USD)
Per Person
More Details Contact Us
Italy to France & Spain Rome Image
Virgin Voyages Logo
Total Eclipse of the (Med)
Departing on Aug 10, 2026 on the Scarlet Lady
Nights: 12
Dates: Aug 10, 2026 through Aug 22, 2026
Ship: Scarlet Lady
Itinerary:
Barcelona, Palma de Mallorca, Sailing, Ibiza, Sailing, Cannes, Ajaccio, Corsica, La Spezia, Sailing, Amalfi Coast (Salerno), Catania, Sicily, Sailing, Civitavecchia (Rome)
This 12-night one-way voyage from Barcelona to Rome brings you to Mallorca, Ibiza, Cannes, Corsica, La Spezia, the Amalfi Coast, and Sicily. One minute you'll be partying it up in Ibiza, the next you'll be living the glamorous Hollywood lifestyle in Cannes, or walking in the footsteps of emperors in Rome - all under the magical, mysterious glow of the epic solar eclipse.
from
$3,228.00
(USD)
Per Person
More Details Contact Us
Inside
$3,228.00
Cat: IZ
$269.00/Night
Outside
$3,468.00
Cat: VZ
$289.00/Night
Balcony
$3,708.00
Cat: TZ
$309.00/Night
Suite
$8,532.00
Cat: RZ
$711.00/Night
Glorious Greek Isles to Spanish Sunsets
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Rome, Mykonos & the Amalfi Coast
Departing on May 10, 2026 on the Scarlet Lady
Nights: 7
Dates: May 10, 2026 through May 17, 2026
Ship: Scarlet Lady
Itinerary:
Barcelona, Sailing, Civitavecchia (Rome), Amalfi Coast (Salerno), Catania, Sicily, Sailing, Mykonos, Piraeus (Athens)
This 7-night Mediterranean respite sets sail from Barcelona and spends a day at sea headed to Civitavecchia, the gateway to Rome and all of its landmarks. From there you'll hit Salerno, on the Amalfi Coast, before discovering the architectural wonders of Catania.
from
$2,407.00
(USD)
Per Person
More Details Contact Us
Balcony
$2,407.00
Cat: TL
$343.86/Night
Suite
$4,515.00
Cat: SS
$645.00/Night
Offer Image
Pleasant Holidays Logo
Couples Negril Hotel Rating: 4.5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Negril
Couples Negril is a lively, low-key 18-acre beachfront playground offering a peerless selection of all-inclusive experiences designed to awaken your spirit of adventure.
from
$611.67
(USD)
Per Person
More Details Contact Us
Brilliant Valentine''s Voyage
Virgin Voyages Logo
Valiant Valentine's Voyage
Departing on Feb 14, 2026 on the Valiant Lady
Nights: 7
Dates: Feb 14, 2026 through Feb 21, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Aruba, Curacao, St. Croix, Philipsburg, San Juan
This 7-night Valentine's Day voyage departs from San Juan and provides for a day of relaxation sailing to the curious caves and beautiful bays of Aruba.
from
$1,537.00
(USD)
Per Person
More Details Contact Us
Balcony
$1,537.00
Cat: TR
$219.57/Night
Suite
$3,073.00
Cat: RZ
$439.00/Night
San Juan Sunrises & Dominican Dreams
Virgin Voyages Logo
San Juan Sunrises & Dominican Dreams
Departing on Apr 17, 2027 on the Scarlet Lady
Nights: 7
Dates: Apr 17, 2027 through Apr 24, 2027
Ship: Scarlet Lady
Itinerary:
Miami, San Juan, Puerto Plata, Bimini Islands, Miami
This 7-night Eastern Caribbean adventure departs from Miami and spends two days sailing to sunny 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
$1,463.00
Cat: TZ
$209.00/Night
Suite
$3,213.00
Cat: RZ
$459.00/Night
Offer Image
Pleasant Holidays Logo
The Beachfront by The Fives Hotels Hotel Rating: 4 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Playa Del Carmen
The Beachfront by The Fives Hotels is a boutique and secluded beach escape, located along the shores of Xcalacoco Beach, in beautiful Playa del Carmen.
from
$518.00
(USD)
Per Person
More Details Contact Us
Pre-Holiday Caribbean Getaway
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Pre-Holiday Caribbean Getaway
Departing on Dec 14, 2026 on the Brilliant Lady
Nights: 9
Dates: Dec 14, 2026 through Dec 23, 2026
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, San Juan, Sailing, Beach Club at Bimini, Miami, Florida
Spend two days of self-care at sea sailing from Miami to the beguiling beaches and glowing vibes of Philipsburg, St. Maarten, followed by the lush rainforests and natural wonders of Tortola, British Virgin Islands, then the renowned architecture, unique history and stunning sights of San Juan. After two days of on-board luxury, arrive at the Beach Club at Bimini before finally returning to Miami.
from
$1,252.00
(USD)
Per Person
More Details Contact Us
Inside
$1,252.00
Cat: IN
$139.11/Night
Outside
$1,341.00
Cat: VZ
$149.00/Night
Balcony
$1,611.00
Cat: TZ
$179.00/Night
Suite
$5,130.00
Cat: SS
$570.00/Night
New Year''s Ahoy 3
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Saint (Isles) & Seas of the Caribbean
Departing on Jan 02, 2027 on the Valiant Lady
Nights: 7
Dates: Jan 02, 2027 through Jan 09, 2027
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
$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
$4,130.00
Cat: RZ
$590.00/Night
Amenity Departure Dates
Dominican and PR Daze
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Aruban Sights & Antiguan Nights
Departing on Feb 06, 2027 on the Valiant Lady
Nights: 7
Dates: Feb 06, 2027 through Feb 13, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Oranjestad, Willemstad, Sailing, St. John's, Philipsburg, San Juan
This 7-night San Juan sojourn spends a day of self-care on board headed to its first stop, Oranjestad, Aruba before soaking up the sun in Curaçao. From there you'll spend a day sailing to St. Johns, Antigua - the epitome of a luxe paradise vacation, this island respite is quick to become a favorite.
from
$1,043.00
(USD)
Per Person
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
$4,130.00
Cat: RZ
$590.00/Night
Amenity Departure Dates
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Pleasant Holidays Logo
Viceroy Riviera Maya Hotel Rating: 5 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Playa Del Carmen
This beachfront resort refuge is situated on seven miles of white-sand beach and nestled in the tropical forest.
from
$1,116.67
(USD)
Per Person
More Details Contact Us
Cartagena
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Picturesque Panama Canal Collective
Departing on Oct 29, 2026 on the Brilliant Lady
Nights: 17
Dates: Oct 29, 2026 through Nov 15, 2026
Itinerary:
Los Angeles, California, Sailing, Cabo San Lucas, Sailing, Puerto Quetzal, Sailing, Puntarenas, Sailing, Panama City, Panama Canal (Cruising), Cartagena, Sailing, Miami
This paramount Panamanian voyage sails 2 days from LA before arriving in idyllic Cabo, then sails 3 days to the natural wonders of Puerto Quetzal, Guatemala & 1 more day to the verdant jungles of Puntarenas, Costa Rica followed by a sea day to Panama City. Next, sail the Panama Canal's breathtaking vistas before arriving in Cartagena, Colombia for 2 days. Finally, sail 2 days returning to Miami.
from
$2,023.00
(USD)
Per Person
More Details Contact Us
Inside
$2,023.00
Cat: IZ
$119.00/Night
Outside
$2,703.00
Cat: VZ
$159.00/Night
Balcony
$3,553.00
Cat: TZ
$209.00/Night
Suite
$10,625.00
Cat: SS
$625.00/Night
Offer Image
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California (and Mexico) Dreamin'
Departing on Apr 12, 2026 on the Brilliant Lady
Nights: 6
Dates: Apr 12, 2026 through Apr 18, 2026
Itinerary:
Los Angeles, California, Sailing, Cabo San Lucas, Mazatlan, Sailing, Los Angeles, California
This 6-night journey starts from Los Angeles with a full day of self-care and soaking up the sun while sailing to Cabo San Lucas. The next day you'll arrive to miles of sprawling beaches and an exciting cultural scene in Mazatlàn - an idyllic place for infinite reasons. After, you'll have two more days to relax on the ship before returning to LA.
from
$1,374.00
(USD)
Per Person
More Details Contact Us
Outside
$1,374.00
Cat: VZ
$229.00/Night
Balcony
$1,554.00
Cat: TZ
$259.00/Night
Suite
$4,710.00
Cat: SB
$785.00/Night
Offer Image
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Virgin Voyages Comedy Fest from the UK
Departing on Aug 20, 2026 on the Valiant Lady
Nights: 7
Dates: Aug 20, 2026 through Aug 27, 2026
Ship: Valiant Lady
Itinerary:
Portsmouth, Bruges, Amsterdam, Hamburg, Portsmouth
Get ready to laugh your aft off on this 7-night comedy fest at sea.
from
$1,673.00
(USD)
Per Person
More Details Contact Us
Outside
$1,673.00
Cat: VZ
$239.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$3,810.00
Cat: RZ
$544.29/Night
Iceland Greenland Canada NYC
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Iceland, Greenland, Canada & NYC
Departing on Sep 06, 2026 on the Valiant Lady
Nights: 13
Dates: Sep 06, 2026 through Sep 19, 2026
Ship: Valiant Lady
Itinerary:
Reykjavik, Ísafjörður, Sailing, Prince Christian Sound (Cruising), Qaqortoq, Sailing, Nuuk, Sailing, St. John's, Newfoundland, Sailing, Halifax, Nova Scotia, Sailing, New York City, New York
This 13-night transatlantic voyage from Iceland to New York City brings you from Iceland's vibrant capital of Reykjavik to Isafjordur, Greenland's colorful Qaqortoq, Nuuk, St. John's in Newfoundland, the epic harbor of Halifax, and finally, the impressive skyline of The City That Never Sleeps. You'd be hard-pressed to find a voyage with more diverse port experiences.
from
$3,052.00
(USD)
Per Person
More Details Contact Us
Outside
$3,052.00
Cat: VW
$234.77/Night
Balcony
$3,361.00
Cat: TL
$258.54/Night
Greece, Turkey and Cairo Overnight
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Greece, Turkey and Cairo Overnight
Departing on Jun 10, 2027 on the Scarlet Lady
Nights: 10
Dates: Jun 10, 2027 through Jun 20, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Santorini, Ephesus, Alexandria, Rhodes Island, Mykonos, Athens
Sailing from Athens on this 10-night sojurn, you'll sail into stunning Santorini before exploring ancient Ephesus.
from
$2,393.00
(USD)
Per Person
+ $331.00 taxes/fees
More Details Contact Us
Inside
$2,393.00
Cat: IN
$239.30/Night
Outside
$2,725.00
Cat: VW
$272.50/Night
Balcony
$2,915.00
Cat: TL
$291.50/Night
Suite
$7,100.00
Cat: SS
$710.00/Night
Starry Nights in Greece & Croatia
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Starry Nights in Greece & Croatia
Departing on Jun 14, 2026 on the Scarlet Lady
Nights: 10
Dates: Jun 14, 2026 through Jun 24, 2026
Ship: Scarlet Lady
Itinerary:
Athens, Santorini, Bodrum, Mykonos, Dubrovnik, Kotor, Corfu, Athens
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 - where dazzling waters are perfectly paired with unbelievable views and world-class cuisine.
from
$2,823.00
(USD)
Per Person
+ $401.00 taxes/fees
More Details Contact Us
Outside
$2,823.00
Cat: VW
$282.30/Night
Balcony
$3,441.00
Cat: TR
$344.10/Night
Suite
$5,289.00
Cat: RZ
$528.90/Night
San Juan to Miami: Dominican Daze
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Bahamas & Bimini Beach Club
Departing on Mar 22, 2027 on the Brilliant Lady
Nights: 4
Dates: Mar 22, 2027 through Mar 26, 2027
Itinerary:
Miami, Freeport, Bimini Islands, Miami
This 4-night escape departs Miami for Freeport, Bahamas, where colorful markets and local flavors make for a lively day ashore.
from
$790.00
(USD)
Per Person
More Details Contact Us
Inside
$790.00
Cat: IN
$197.50/Night
Outside
$999.00
Cat: VW
$249.75/Night
Balcony
$1,113.00
Cat: TR
$278.25/Night
Suite
$2,100.00
Cat: SS
$525.00/Night
Offer Image
Pleasant Holidays Logo
Hyatt Zilara Riviera Maya Hotel Rating: 4 stars
Nights: 3
Dates: Apr 17, 2026 through Apr 20, 2026
Location(s):
Riviera Maya
The Hyatt Zilara Riviera Maya is reminiscent of a modern hacienda and located along the crystal-clear Caribbean on a sprawling white-sand beach.
from
$422.33
(USD)
Per Person
More Details Contact Us
NY to San Juan: Bermuda and Caribbean
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NY to San Juan: Bermuda & Caribbean
Departing on Oct 19, 2026 on the Valiant Lady
Nights: 12
Dates: Oct 19, 2026 through Oct 31, 2026
Ship: Valiant Lady
Itinerary:
New York City, Bermuda, Bimini Islands, St. Croix, Philipsburg, Tortola Island, San Juan
This 12-night one-way escape departs NYC, sailing to Bermuda for two full days before heading to our exclusive Beach Club at Bimini. Then, explore St. Croix's verdant rainforests, the stunning beaches of St. Maarten, and the wondrous beauty overlooking the peaks of Tortola, before ending your journey in the vibrant streets of San Juan.
from
$1,331.00
(USD)
Per Person
More Details Contact Us
Inside
$1,331.00
Cat: IN
$110.92/Night
Outside
$1,548.00
Cat: VZ
$129.00/Night
Balcony
$1,908.00
Cat: TZ
$159.00/Night
Suite
$6,300.00
Cat: SS
$525.00/Night