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Special Interest - Adults Only

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Italy, Spain & French Riviera
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Italy, Spain & French Riviera
Departing on Sep 26, 2027 on the Resilient Lady
Nights: 7
Dates: Sep 26, 2027 through Oct 03, 2027
Itinerary:
Barcelona, Marseille, Cannes, Ajaccio Corsica, Rome, Salerno, Palermo, Sicily, Cagliari Sardinia, Barcelona
Depart Barcelona and wake up the next day in Marseille, followed by Cannes and Ajaccio, Corsica before sailing a day to the remarkable ruins, relics and pizza-peppered piazzas of Rome.
from
$1,393.00
(USD)
Per Person
More Details Contact Us
Inside
$1,393.00
Cat: IZ
$199.00/Night
Outside
$1,673.00
Cat: VZ
$239.00/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
TRS Turquesa Hotel Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Designed exclusively for adult travelers, TRS Turquesa Hotel in Punta Cana offers the best of two worlds: the privacy and personalized service of a small VIP resort and the unlimited access to the wide array of services available at any of the three properties located within the resort tourist complex.
from
$504.00
(USD)
Per Person
More Details Contact Us
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Fire & Sunset Soirées
Departing on Jan 07, 2027 on the Brilliant Lady
Nights: 4
Dates: Jan 07, 2027 through Jan 11, 2027
Itinerary:
Miami, Florida, Key West, Florida, Sailing, 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
More Details Contact Us
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
$2,100.00
Cat: SS
$525.00/Night
Italy, Spain & French Riviera
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Italy, Spain & French Riviera
Departing on Jul 04, 2027 on the Resilient Lady
Nights: 7
Dates: Jul 04, 2027 through Jul 11, 2027
Itinerary:
Barcelona, Nice, Rome, Salerno, Catania, Palma de Mallorca, Barcelona
This elegant Italian Riviera odyssey departs from Barcelona and arrives the next day in Nice, followed by Rome.
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
$1,883.00
Cat: TZ
$269.00/Night
Suite
$4,305.00
Cat: SS
$615.00/Night
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Le Blanc Spa Resort Hotel Rating: 5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Cancun
The height of all-inclusive luxury is just above sea level at Le Blanc Spa Resort Cancun, a AAA Five-Diamond adults-only oasis.
from
$1,017.00
(USD)
Per Person
More Details Contact Us
Barcelona to Amalfi, Sicily & Greece
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Barcelona to Amalfi, Sicily & Greece
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
More Details Contact Us
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
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Hideaway at Royalton Punta Cana, An Autograph Collection All-Inclusive R&S Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Punta Cana
This gorgeous resort in Punta Cana is the perfect place to discover an elegant adults-only vacation experience.
from
$442.00
(USD)
Per Person
More Details Contact Us
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Hilton La Romana, an All-Inclusive Adult Resort Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
La Romana
The Hilton La Romana offers an experience beyond expectations. Set on a pristine, breathtaking beach and surrounded by lush tropical jungle, the exquisite coastal resort earned the Blue Flag Beach Certification, a world-renowned eco-label for meeting strict environmental, educational and safety-related standards.
from
$412.67
(USD)
Per Person
More Details Contact Us
Holidaze and Nights 1
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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
$903.00
(USD)
Per Person
More Details Contact Us
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
$3,325.00
Cat: RZ
$475.00/Night
Bimini Beach 6
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Fire and Sunset Soirees
Departing on Sep 10, 2026 on the Resilient Lady
Nights: 4
Dates: Sep 10, 2026 through Sep 14, 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
$618.00
(USD)
Per Person
More Details Contact Us
Inside
$618.00
Cat: IN
$154.50/Night
Outside
$828.00
Cat: VW
$207.00/Night
Balcony
$846.00
Cat: TL
$211.50/Night
Suite
$2,060.00
Cat: SS
$515.00/Night
Amenity Departure Dates
New Year''s Ahoy 2
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Valiant New Year's Ahoy!
Departing on Dec 26, 2026 on the Valiant Lady
Nights: 7
Dates: Dec 26, 2026 through Jan 02, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, St. Maarten, 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. The next day you'll hit Castries, St. Lucia before Bridgetown, Barbados. Then spend a day relaxing on board headed to Frederiksted, St. Croix before returning to San Juan.
from
$1,743.00
(USD)
Per Person
More Details Contact Us
Inside
$1,743.00
Cat: IZ
$249.00/Night
Outside
$1,883.00
Cat: VZ
$269.00/Night
Balcony
$2,093.00
Cat: TZ
$299.00/Night
Suite
$4,620.00
Cat: RZ
$660.00/Night
Amenity Departure Dates
St. Lucia
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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
$833.00
(USD)
Per Person
More Details Contact Us
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$1,113.00
Cat: VZ
$159.00/Night
Balcony
$1,323.00
Cat: TZ
$189.00/Night
Suite
$3,245.00
Cat: RZ
$463.57/Night
Scarlet Lady External 2
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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
$595.00
(USD)
Per Person
More Details Contact Us
Inside
$595.00
Cat: IZ
$119.00/Night
Outside
$645.00
Cat: VZ
$129.00/Night
Balcony
$795.00
Cat: TZ
$159.00/Night
Suite
$2,145.00
Cat: RZ
$429.00/Night
Amenity Departure Dates
Spanish Isles Rome Cannes
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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
$1,673.00
(USD)
Per Person
More Details Contact Us
Outside
$1,673.00
Cat: VW
$239.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$4,202.00
Cat: RZ
$600.29/Night
Riviera Maya 3
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Riviera Maya: Halloween Edition
Departing on Oct 30, 2027 on the Valiant Lady
Nights: 5
Dates: Oct 30, 2027 through Nov 04, 2027
Ship: Valiant Lady
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
$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
$2,950.00
Cat: SS
$590.00/Night
Valentines Voyage Couple
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PR, DR & Bimini: Valentine's Voyage
Departing on Feb 14, 2027 on the Resilient Lady
Nights: 7
Dates: Feb 14, 2027 through Feb 21, 2027
Itinerary:
Miami, Florida, Sailing, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
This sunny sojourn departs Miami and provides two days of onboard luxury before arriving in the heart of the Greater Antilles, San Juan, Puerto Rico, where you'll experience bountiful beaches and electric city vibes. The following day you'll arrive at the breathtaking silver coasts of Puerto Plata, Dominican Republic then sail a day to our private Beach Club at Bimini before returning to Miami.
from
$1,112.00
(USD)
Per Person
More Details Contact Us
Inside
$1,112.00
Cat: IN
$158.86/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,463.00
Cat: TZ
$209.00/Night
Suite
$3,423.00
Cat: RZ
$489.00/Night
Amenity Departure Dates
Brilliant Valentine''s Voyage
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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
$1,253.00
(USD)
Per Person
More Details Contact Us
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,395.00
Cat: RZ
$485.00/Night
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Casa Chameleon at Mal Pais Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Puntarenas
Escape to an adults-only paradise in a remote part of the Costa Rican jungle. Surrounded by the beauty of nature and away from the hustle and bustle of the city life, unwind with a relaxing in-villa massage or a refreshing facial.
from
$147.00
(USD)
Per Person
More Details Contact Us
Italy, Spain & French Riviera
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Italy, Spain & French Riviera
Departing on Oct 10, 2027 on the Resilient Lady
Nights: 7
Dates: Oct 10, 2027 through Oct 17, 2027
Itinerary:
Barcelona, La Spezia, Rome, Ajaccio Corsica, Marseille, Palma de Mallorca, Barcelona
Departing from Barcelona, spend a day sailing to La Spezia, the gateway to Tuscany, followed by the ruins and relics of Rome and the sandy shores of Ajaccio, Corsica.
from
$1,393.00
(USD)
Per Person
More Details Contact Us
Inside
$1,393.00
Cat: IZ
$199.00/Night
Outside
$1,603.00
Cat: VZ
$229.00/Night
Balcony
$1,813.00
Cat: TZ
$259.00/Night
Suite
$4,305.00
Cat: SS
$615.00/Night
Offer Image
Pleasant Holidays Logo
Hyatt Zilara Riviera Maya Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 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
$461.00
(USD)
Per Person
More Details Contact Us
Bimini Beach Club
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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
$763.00
(USD)
Per Person
More Details Contact Us
Inside
$763.00
Cat: IZ
$109.00/Night
Outside
$833.00
Cat: VZ
$119.00/Night
Balcony
$903.00
Cat: TZ
$129.00/Night
Suite
$4,270.00
Cat: SAE
$610.00/Night
Amenity Departure Dates
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Marquis Los Cabos All Inclusive Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 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
$659.67
(USD)
Per Person
More Details Contact Us
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Secrets Playa Mujeres Golf & Spa Resort Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Cancun
Set along the famous white-sand beaches of Playa Mujeres and a mere 10 minutes north of Cancun, this brand-new all-suite resort will raise the bar on adults-only luxury.
from
$1,012.33
(USD)
Per Person
More Details Contact Us
George Town
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Cayman Coves & Jamaican Waterfalls
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
$833.00
(USD)
Per Person
More Details Contact Us
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$833.00
Cat: VZ
$119.00/Night
Balcony
$903.00
Cat: TZ
$129.00/Night
Suite
$2,975.00
Cat: RZ
$425.00/Night
Amenity Departure Dates
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Seattle to Alaska & British Columbia
Departing on Sep 03, 2026 on the Brilliant Lady
Nights: 8
Dates: Sep 03, 2026 through Sep 11, 2026
Itinerary:
Seattle, Washington, Sailing, Sitka, Alaska, Icy Strait Point, Alaska, Skagway, Alaska, Tracy Arm Fjord (Cruising), Alaska, Ketchikan, Alaska, Sailing, Vancouver
This 8-night odyssey departs from Seattle and spends a day sailing to the lush landscapes of Sitka, Icy Strait Point and Skagway, Alaska accordingly. Next, sail up the Tracy Arm Fjord before arriving in Ketchikan, a picturesque village nestled in the Tongass National Forest. Finally, spend a day sailing to your final destination, Vancouver.
from
$1,651.00
(USD)
Per Person
More Details Contact Us
Inside
$1,651.00
Cat: IN
$206.38/Night
Outside
$1,672.00
Cat: VZ
$209.00/Night
Balcony
$2,072.00
Cat: TZ
$259.00/Night
Suite
$5,640.00
Cat: SS
$705.00/Night
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Hyatt Centric Playa del Carmen Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Playa Del Carmen
This chic adults-only retreat along the Riviera Maya is crowned by a stunning signature rooftop "play-scape" with 360-degree views and a block-long infinity pool.
from
$264.00
(USD)
Per Person
More Details Contact Us
Caribbean Breeze Haunted Seas
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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
$1,037.00
(USD)
Per Person
More Details Contact Us
Inside
$1,037.00
Cat: IN
$172.83/Night
Outside
$1,351.00
Cat: VW
$225.17/Night
Balcony
$1,371.00
Cat: TZ
$228.50/Night
Suite
$3,090.00
Cat: SS
$515.00/Night
Amenity Departure Dates
Offer Image
Pleasant Holidays Logo
Casa Velas Puerto Vallarta Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Puerto Vallarta
Casa Velas is a boutique hotel nestled on the rolling greens of the Marina Vallarta Golf Course in Puerto Vallarta.
from
$635.33
(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: Mar 06, 2026 through Mar 09, 2026
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
$603.00
(USD)
Per Person
More Details Contact Us
Moroccan Marvels Mediterranean Wonders Barcelona
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Moroccan Marvels & Mediterranean Wonders
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
$2,290.00
(USD)
Per Person
More Details Contact Us
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
Offer Image
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Royal Davui Island Resort Hotel Rating: 5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Beqa Island
Located in Beqa (pronounced Bengga) Lagoon, Fiji, Royal Davui Island is a lush eight-acre island paradise.
from
$1,355.33
(USD)
Per Person
More Details Contact Us
Bimini 1
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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
Holidaze and Nights 1
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Resilient Caribbean Holidays
Departing on Dec 20, 2025 on the Resilient Lady
Nights: 7
Dates: Dec 20, 2025 through Dec 27, 2025
Itinerary:
San Juan, Philipsburg, Sailing, Bridgetown, Castries, Fort-de-France, Basseterre, San Juan
This 7-night holiday adventure departs from Miami and spends two days sailing to sunny San Juan, Puerto Rico. Shake off those winter blues and immerse yourself in the enchanting culture, white sand beaches and verdant rainforests before arriving the next day in Puerto Plata.
from
$2,938.00
(USD)
Per Room
More Details Contact Us
Outside
$2,938.00
Cat: V1
$419.71/Night
Amenity Departure Dates
Quaint Castries to Elegant Antigua
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Quaint Castries to Elegant Antigua
Departing on Mar 07, 2026 on the Valiant Lady
Nights: 7
Dates: Mar 07, 2026 through Mar 14, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Basseterre, Sailing, Castries, Fort-de-France, St. John's, Tortola, San Juan
This 7-night voyage starts in San Juan and makes its first stop in St. Kitts before sailing to St. Lucia's tropical capital, Castries, then the stylish French isle of Martinique. Next, you'll experience the epitome of beach luxury in St. Johns, Antigua, followed by Tortola - arguably the most thrilling of the British Virgin Islands to soak up the sun before returning to San Juan.
from
$763.00
(USD)
Per Person
More Details Contact Us
Inside
$763.00
Cat: IZ
$109.00/Night
Outside
$1,043.00
Cat: VZ
$149.00/Night
Balcony
$1,270.00
Cat: TL
$181.43/Night
Suite
$3,220.00
Cat: SS
$460.00/Night
Amenity Departure Dates
Tortola
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November Nights in the Eastern Caribbean
Departing on Nov 08, 2026 on the Resilient Lady
Nights: 8
Dates: Nov 08, 2026 through Nov 16, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, San Juan, Tortola, Sailing, Beach Club at Bimini, Miami, Florida
This stunning sojourn leaves Miami and sails a day to the picturesque silvers coasts, crystalline cenotes and lush jungles of Puerto Plata, Dominican Republic. Next, awake to the blissful sound of crashing waves in San Juan before arriving the next day in magical Tortola, nestled into the British Virgin Islands. Then sail two days to our private Beach Club at Bimini before returning to Miami.
from
$1,072.00
(USD)
Per Person
More Details Contact Us
Inside
$1,072.00
Cat: IZ
$134.00/Night
Outside
$1,312.00
Cat: VZ
$164.00/Night
Balcony
$1,632.00
Cat: TZ
$204.00/Night
Suite
$3,912.00
Cat: RZ
$489.00/Night
Amenity Departure Dates
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TRS Yucatan Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Playa Del Carmen
TRS Yucatan Hotel is an adults-only all-inclusive resort located within the Grand Palladium Resorts in Riviera Maya.
from
$573.33
(USD)
Per Person
More Details Contact Us
French Riviera, Italy, Rome & Ibiza
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French Riviera, Italy, Rome & Ibiza
Departing on Jul 04, 2026 on the Valiant Lady
Nights: 7
Dates: Jul 04, 2026 through Jul 11, 2026
Ship: Valiant Lady
Itinerary:
Barcelona, Rome, Livorno, Cannes, Ibiza, Barcelona
From Barcelona, you'll spend a day sailing to the ruins and relics of Rome, followed by Livorno - the gateway to Tuscany, where you'll be able to explore the cobblestone streets of Florence and lean against the famous tower of Pisa, followed by a day of glamorous sightseeing in Cannes. Finally, arrive in Ibiza for two days (and nights) of fun under the sun (& stars) before returning to Barcelona.
from
$1,707.00
(USD)
Per Person
More Details Contact Us
Outside
$1,707.00
Cat: VW
$243.86/Night
Balcony
$1,807.00
Cat: TL
$258.14/Night
Suite
$3,920.00
Cat: SS
$560.00/Night
Brilliant New Years Ahoy
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Brilliant New Year's Ahoy!
Departing on Dec 28, 2026 on the Brilliant Lady
Nights: 10
Dates: Dec 28, 2026 through Jan 07, 2027
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Basseterre, Tortola, St. John's, Sailing, Beach Club at Bimini, Miami, Florida
Depart Miami and sail 2 days to the bounding beaches (& beach bars) of Philipsburg, Saint Maarten. The next day ring in the New Year surrounded by the iridescent waters and flawless vibes of Basseterre, St. Kitts, followed by Tortola, British Virgin Islands then the world-renowned paradise oasis of St. John's, Antigua. Sail 2 more days to the private Beach Club at Bimini before returning to Miami.
from
$2,490.00
(USD)
Per Person
More Details Contact Us
Inside
$2,490.00
Cat: IZ
$249.00/Night
Outside
$2,790.00
Cat: VZ
$279.00/Night
Balcony
$3,190.00
Cat: TZ
$319.00/Night
Suite
$7,200.00
Cat: SS
$720.00/Night
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El Dorado Seaside Palms, A Spa Resort Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Riviera Maya
El Dorado Seaside Palms, A Spa Resort is your gateway to the best of the Riviera Maya and combines an exotic beachfront experience with a healthy dose of modern luxury.
from
$932.33
(USD)
Per Person
More Details Contact Us
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Palafitos Overwater Bungalows at El Dorado Maroma Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
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
$1,900.00
(USD)
Per Person
More Details Contact Us
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TRS Coral Hotel Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Cancun
The TRS Coral Hotel is Cancun's newest Adults Only All-Inclusive resort. Located on sandy, white shores lapped by aquamarine water, the resort is a heavenly Caribbean hideaway.
from
$733.33
(USD)
Per Person
More Details Contact Us
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Calabash Cove Resort & Spa Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
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
$1,163.67
(USD)
Per Person
More Details Contact Us
Western Med: Athens to Barcelona
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Western Med: Athens to Barcelona
Departing on Jun 16, 2027 on the Resilient Lady
Nights: 11
Dates: Jun 16, 2027 through Jun 27, 2027
Itinerary:
Athens, Mykonos, Kotor, Sicily, Salerno, Tuscany, Cannes, Marseille, Barcelona
This 11-night journey departs from Athens arriving first in Mykonos followed by a day sailing to Montenegro, then to Catania on Sicily's rugged coastlines.
from
$2,189.00
(USD)
Per Person
More Details Contact Us
Inside
$2,189.00
Cat: IZ
$199.00/Night
Outside
$2,739.00
Cat: VZ
$249.00/Night
Balcony
$2,739.00
Cat: TZ
$249.00/Night
Suite
$6,765.00
Cat: SS
$615.00/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
$1,495.00
(USD)
Per Person
More Details Contact Us
Inside
$1,495.00
Cat: IZ
$299.00/Night
Outside
$1,595.00
Cat: VZ
$319.00/Night
Balcony
$1,745.00
Cat: TZ
$349.00/Night
Suite
$3,200.00
Cat: SS
$640.00/Night
Amenity Departure Dates
Tortola
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Valiant Caribbean Holidays
Departing on Dec 19, 2026 on the Valiant Lady
Nights: 7
Dates: Dec 19, 2026 through Dec 26, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, St. Maarten, Basseterre, St. John's, Castries, Sailing, Tortola, San Juan
This 7-night idyllic journey departs from San Juan and docks the next day in St. Maarten. From there you'll head to St. Kitts followed by St. Johns in Antigua - the quintessential paradise lover's paradise - where you'll discover the epitome of a tropical haven. From there you'll dock in St. Lucia, then spend a day sailing to the British Virgin Islands before finally returning to San Juan.
from
$1,323.00
(USD)
Per Person
More Details Contact Us
Inside
$1,323.00
Cat: IZ
$189.00/Night
Outside
$1,533.00
Cat: VZ
$219.00/Night
Balcony
$1,736.00
Cat: TL
$248.00/Night
Suite
$4,620.00
Cat: RZ
$660.00/Night
Amenity Departure Dates
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Couples Tower Isle Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Ocho Rios
Blending breezy island-chic with Jamaica's flair for elegance and sophistication, Couples Tower Isle is Couples' flagship retreat on the lush coastline of Ocho Rios.
from
$532.33
(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
$1,352.00
(USD)
Per Person
More Details Contact Us
Inside
$1,352.00
Cat: IZ
$169.00/Night
Outside
$1,672.00
Cat: VZ
$209.00/Night
Balcony
$1,752.00
Cat: TZ
$219.00/Night
Suite
$4,280.00
Cat: SS
$535.00/Night
Cayman Coves Jamaican Waterfalls George Town
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Cayman Isles & Jamaican Miles
Departing on Jan 10, 2026 on the Resilient Lady
Nights: 7
Dates: Jan 10, 2026 through Jan 17, 2026
Itinerary:
Miami, Florida, Sailing, George Town, Sailing, Ocho Rios, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night Eastern Caribbean getaway departs from Miami and spends a day sailing to your first stop, George Town, Grand Cayman. Spend the day here swimming with stingrays, soaking up the culture (and the sun), and witnessing ocean wildlife through a glass bottom boat.
from
$763.00
(USD)
Per Person
More Details Contact Us
Inside
$763.00
Cat: IZ
$109.00/Night
Outside
$833.00
Cat: VZ
$119.00/Night
Balcony
$1,175.00
Cat: TL
$167.86/Night
Suite
$3,045.00
Cat: RZ
$435.00/Night
Amenity Departure Dates
Holidaze and Nights 1
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St. Lucia, St. Maarten, Barbados & More
Departing on Dec 13, 2025 on the Valiant Lady
Nights: 7
Dates: Dec 13, 2025 through Dec 20, 2025
Ship: Valiant Lady
Itinerary:
San Juan, Basseterre, Castries, Roseau, Bridgetown, Sailing, Philipsburg, San Juan
This 7-night San Juan voyage sails the Caribbean Sea to the best islands of the Lesser Antilles including St. Kitts followed by St. Lucia's tropical city of Castries - home to splendid beaches, lush rainforests, and cascading waterfalls. Next up is Dominica (known for its natural springs), Barbados, and the tiny island of St. Maarten before returning to San Juan.
from
$1,205.00
(USD)
Per Person
More Details Contact Us
Balcony
$1,205.00
Cat: TL
$172.14/Night
Suite
$4,690.00
Cat: MZ
$670.00/Night
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Barcelo Bavaro Beach Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 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
$392.00
(USD)
Per Person
More Details Contact Us