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Special Interest - Adults Only

(26 offers included)
Departing on Jan 07, 2026 on the Scarlet Lady
Nights: 4
Dates: Jan 07, 2026 through Jan 11, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Nassau, Beach Club at Bimini, Sailing, 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
$596.00
(USD)
Per Person
Outside
$596.00
Cat: VZ
$149.00/Night
Balcony
$756.00
Cat: TZ
$189.00/Night
Suite
$1,836.00
Cat: RZ
$459.00/Night
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
$845.00
(USD)
Per Person
Inside
$845.00
Cat: IZ
$169.00/Night
Outside
$945.00
Cat: VZ
$189.00/Night
Balcony
$1,095.00
Cat: TZ
$219.00/Night
Suite
$2,495.00
Cat: RZ
$499.00/Night
Departing on Mar 08, 2027 on the Brilliant Lady
Nights: 10
Dates: Mar 08, 2027 through Mar 18, 2027
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, St. Croix, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
Sail two days from Miami to the stunning beaches and immaculate vibes of Philipsburg, St. Maarten, followed by the enchanting rainforests and impressive wildlife of Tortola, British Virgin Islands. Awake the next day in St. Croix followed by San Juan and then the silver coasts of Puerto Plata, Dominican Republic. Sail another day to the brilliant Beach Club at Bimini before returning to Miami.
from
$1,490.00
(USD)
Per Person
Inside
$1,490.00
Cat: IZ
$149.00/Night
Outside
$1,790.00
Cat: VZ
$179.00/Night
Balcony
$2,090.00
Cat: TZ
$209.00/Night
Suite
$6,100.00
Cat: SS
$610.00/Night
Departing on Oct 24, 2027 on the Scarlet Lady
Nights: 7
Dates: Oct 24, 2027 through Oct 31, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Mykonos, Salerno, Cannes, Barcelona
Set sail from Athens to your first stop in the sun-soaked charm and blue-door dotted wonder of Mykonos.
from
$1,393.00
(USD)
Per Person
Inside
$1,393.00
Cat: IZ
$199.00/Night
Outside
$1,533.00
Cat: VZ
$219.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$4,725.00
Cat: SS
$675.00/Night
Departing on Sep 14, 2026 on the Resilient Lady
Nights: 5
Dates: Sep 14, 2026 through Sep 19, 2026
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
$695.00
(USD)
Per Person
Inside
$695.00
Cat: IZ
$139.00/Night
Outside
$795.00
Cat: VZ
$159.00/Night
Balcony
$995.00
Cat: TZ
$199.00/Night
Suite
$2,500.00
Cat: SS
$500.00/Night
Departing on Jan 03, 2027 on the Resilient Lady
Nights: 7
Dates: Jan 03, 2027 through Jan 10, 2027
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
Inside
$1,043.00
Cat: IZ
$149.00/Night
Outside
$1,253.00
Cat: VZ
$179.00/Night
Balcony
$1,533.00
Cat: TZ
$219.00/Night
Suite
$3,850.00
Cat: SS
$550.00/Night
Departing on Nov 22, 2025 on the Resilient Lady
Nights: 7
Dates: Nov 22, 2025 through Nov 29, 2025
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
$693.00
(USD)
Per Person
Inside
$693.00
Cat: IZ
$99.00/Night
Outside
$1,309.00
Cat: VW
$187.00/Night
Balcony
$1,342.00
Cat: TL
$191.71/Night
Suite
$3,430.00
Cat: RZ
$490.00/Night
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
$903.00
(USD)
Per Person
Inside
$903.00
Cat: IZ
$129.00/Night
Outside
$973.00
Cat: VZ
$139.00/Night
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,500.00
Cat: RZ
$500.00/Night
Departing on Jul 26, 2026 on the Valiant Lady
Nights: 10
Dates: Jul 26, 2026 through Aug 05, 2026
Ship: Valiant Lady
Itinerary:
Barcelona, Sailing, Tangier, Lisbon, Sailing, La Coruña, Bilbao, Le Verdon (Bordeaux), Sailing, Portsmouth
This epic 10-night sailing from Barcelona crosses the Mediterranean and brings you to some of the sea's most magical ports, including Tangier, Lisbon, La Coruña, Bilbao, and Le Verdon.
from
$1,866.00
(USD)
Per Person
Inside
$1,866.00
Cat: IN
$186.60/Night
Outside
$2,290.00
Cat: VZ
$229.00/Night
Balcony
$2,290.00
Cat: TZ
$229.00/Night
Suite
$5,900.00
Cat: SS
$590.00/Night
Departing on Jan 04, 2026 on the Brilliant Lady
Nights: 11
Dates: Jan 04, 2026 through Jan 15, 2026
Itinerary:
Miami, Florida, Sailing, Oranjestad, Kralendijk, Sailing, Cartagena, Sailing, Ocho Rios, George Town, Sailing, Miami, Florida
Embark on an 11-night round-trip voyage from Miami, with stops in Aruba, Bonaire, 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
$1,998.00
(USD)
Per Person
Outside
$1,998.00
Cat: VW
$181.64/Night
Balcony
$2,364.00
Cat: TR
$214.91/Night
Departing on Aug 31, 2026 on the Scarlet Lady
Nights: 10
Dates: Aug 31, 2026 through Sep 10, 2026
Ship: Scarlet Lady
Itinerary:
Civitavecchia (Rome), Livorno (Florence/Pisa), Sailing, Naples, Catania, Sicily, Sailing, Chania, Crete, Santorini, Mykonos, Piraeus (Athens)
This 10-night one-way journey departs from Civitavecchia, the gateway to Rome & arrives the next day in Livorno, conveniently located in Italy's Tuscany region and a stone's throw from Florence and Pisa.
from
$2,530.00
(USD)
Per Person
Inside
$2,530.00
Cat: IN
$253.00/Night
Outside
$2,910.00
Cat: VW
$291.00/Night
Balcony
$3,005.00
Cat: TL
$300.50/Night
Suite
$5,559.00
Cat: RZ
$555.90/Night
Departing on May 08, 2027 on the Scarlet Lady
Nights: 8
Dates: May 08, 2027 through May 16, 2027
Ship: Scarlet Lady
Itinerary:
Barcelona, Ajaccio Corsica, Rome, Salerno, Catania, Mykonos, Athens
Begin your journey in beautiful Barcelona, then enjoy a relaxing day at sea as you sail toward Corsica in Ajaccio, refreshed and ready to explore.
from
$1,989.00
(USD)
Per Person
Inside
$1,989.00
Cat: IN
$248.63/Night
Outside
$2,293.00
Cat: VW
$286.63/Night
Balcony
$2,407.00
Cat: TL
$300.88/Night
Suite
$5,400.00
Cat: SS
$675.00/Night
Departing on Feb 07, 2026 on the Resilient Lady
Nights: 7
Dates: Feb 07, 2026 through Feb 14, 2026
Itinerary:
Miami, Ocho Rios, George Town, Bimini Islands, Miami
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 there spend a day sailing to the Beach Club at Bimini before returning to Miami.
from
$903.00
(USD)
Per Person
Inside
$903.00
Cat: IZ
$129.00/Night
Outside
$1,113.00
Cat: VZ
$159.00/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$3,150.00
Cat: RZ
$450.00/Night
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
$1,673.00
(USD)
Per Person
Outside
$1,673.00
Cat: VZ
$239.00/Night
Balcony
$1,706.00
Cat: TL
$243.71/Night
Suite
$4,515.00
Cat: SS
$645.00/Night
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, San Juan
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.
Departing on Jul 11, 2027 on the Scarlet Lady
Nights: 10
Dates: Jul 11, 2027 through Jul 21, 2027
Ship: Scarlet Lady
Itinerary:
Piraeus (Athens), Santorini, Bodrum, Mykonos, Sailing, Dubrovnik, Kotor, Corfu, Sailing, Piraeus (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
$2,443.00
(USD)
Per Person
Inside
$2,443.00
Cat: IN
$244.30/Night
Outside
$2,823.00
Cat: VW
$282.30/Night
Balcony
$2,966.00
Cat: TL
$296.60/Night
Suite
$6,750.00
Cat: SS
$675.00/Night
Departing on Oct 31, 2026 on the Valiant Lady
Nights: 7
Dates: Oct 31, 2026 through Nov 07, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Willemstad, Oranjestad, Fort-de-France, Basseterre, San Juan
This spooky season sailing spends a day sailing from San Juan to Willemstad, nestled onto the picturesque shores of Curaçao, followed by the iridescent turquoise waters of nearby Oranjestad, Aruba. From there, you'll sail another day to Fort-de-France, Martinique followed by Basseterre, St. Kitts and Nevis, where you'll be greeted by warm locals & white sand beaches before returning to San Juan.
from
$1,438.00
(USD)
Per Person
Balcony
$1,438.00
Cat: TL
$205.43/Night
Departing on Nov 22, 2025 on the Valiant Lady
Nights: 7
Dates: Nov 22, 2025 through Nov 29, 2025
Ship: Valiant Lady
Itinerary:
San Juan, Tortola Island, St. Kitts, Antigua, St. Lucia, St. Thomas, San Juan
This 7-night Thanksgiving voyage departs from San Juan, arriving the next day on the shores of Tortola, BVI. The journey continues with a stop in St. Kitts & Nevis, followed by Antigua, a true paradise for any traveler. From there explore the waterfalls and lagoons of Castries, St. Lucia before spending Thanksgiving at sea. Finally, wake up to the beauty of St. Thomas before returning to San Juan.
from
$707.00
(USD)
Per Person
Inside
$707.00
Cat: IN
$101.00/Night
Outside
$763.00
Cat: VZ
$109.00/Night
Balcony
$903.00
Cat: TZ
$129.00/Night
Suite
$2,440.00
Cat: RZ
$348.57/Night
Departing on Jun 07, 2026 on the Valiant Lady
Nights: 7
Dates: Jun 07, 2026 through Jun 14, 2026
Ship: Valiant Lady
Itinerary:
Barcelona, Toulon, Marina di Carrara, Sailing, Ajaccio, Corsica, Ibiza, Barcelona
When it comes to culture, cuisine, and captivating coastlines, this 7-night round-trip Barcelona sailing has it all. Begin in France's historic maritime city of Toulon, before heading over to Marina di Carrara. After a day basking on Italian beaches or the Tuscan countryside, sail to Ajaccio on the French island of Corsica, then round out your voyage with a full day and overnight stay in Ibiza.
from
$1,440.00
(USD)
Per Person
Inside
$1,440.00
Cat: IN
$205.71/Night
Outside
$1,673.00
Cat: VZ
$239.00/Night
Balcony
$1,740.00
Cat: TL
$248.57/Night
Suite
$4,900.00
Cat: SS
$700.00/Night
Departing on May 24, 2026 on the Scarlet Lady
Nights: 7
Dates: May 24, 2026 through May 31, 2026
Ship: Scarlet Lady
Itinerary:
Piraeus (Athens), Sailing, Kotor, Dubrovnik, Corfu, Sailing, Mykonos, Piraeus (Athens)
This 7-night Greek and Croatian adventure starts in Athens before spending a day of at-sea luxury on the way to Kotor.
from
$1,674.00
(USD)
Per Person
Inside
$1,674.00
Cat: IN
$239.14/Night
Outside
$2,007.00
Cat: VW
$286.71/Night
Balcony
$1,953.00
Cat: TZ
$279.00/Night
Suite
$4,263.00
Cat: RZ
$609.00/Night
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
$3,431.00
(USD)
Per Person
Inside
$3,431.00
Cat: IN
$285.92/Night
Outside
$3,602.00
Cat: VW
$300.17/Night
Balcony
$3,830.00
Cat: TL
$319.17/Night
Suite
$8,532.00
Cat: RZ
$711.00/Night
Departing on Oct 08, 2026 on the Resilient Lady
Nights: 4
Dates: Oct 08, 2026 through Oct 12, 2026
Itinerary:
Miami, Florida, Sailing, Key West, Beach Club at Bimini, Miami, Florida
Cruise from vibrant Miami to Key West 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
$596.00
(USD)
Per Person
Inside
$596.00
Cat: IZ
$149.00/Night
Outside
$676.00
Cat: VZ
$169.00/Night
Balcony
$836.00
Cat: TZ
$209.00/Night
Suite
$2,300.00
Cat: SS
$575.00/Night
Departing on Mar 20, 2026 on the Resilient Lady
Nights: 8
Dates: Mar 20, 2026 through Mar 28, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, San Juan, St. Croix, Sailing, Beach Club at Bimini, Miami, Florida
This 8-night epic Caribbean sojourn departing from Miami spends a day sailing to your first respite, Puerto Plata. From there you'll head to San Juan, an enchanting plate that radiates both beachy, tropical vibes and eclectic city charm.
from
$1,512.00
(USD)
Per Person
Outside
$1,512.00
Cat: VZ
$189.00/Night
Balcony
$1,752.00
Cat: TZ
$219.00/Night
Suite
$4,160.00
Cat: RZ
$520.00/Night
Departing on Jul 21, 2027 on the Scarlet Lady
Nights: 11
Dates: Jul 21, 2027 through Aug 01, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Chania, Rhodes Island, Mykonos, Ephesus, Istanbul, Santorini, Athens
Depart from Athens, arriving the next day in charming Chania, followed by a day of meandering the streets of Rhodes, then mystical Mykonos.
from
$2,529.00
(USD)
Per Person
Inside
$2,529.00
Cat: IN
$229.91/Night
Outside
$2,947.00
Cat: VW
$267.91/Night
Balcony
$3,104.00
Cat: TL
$282.18/Night
Suite
$7,370.00
Cat: SS
$670.00/Night
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
$1,322.00
(USD)
Per Person
Inside
$1,322.00
Cat: IN
$220.33/Night
Outside
$1,721.00
Cat: VW
$286.83/Night
Balcony
$1,863.00
Cat: TR
$310.50/Night
Dates: Oct 31, 2025 through Nov 20, 2025
Early access Black Friday deals are available now (and on all voyages!) - 80% off a second Sailor + up to $400 in free drinks.