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Special Interest - Adults Only

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TRS Turquesa Hotel Hotel Rating: 4 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
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
$322.00
(USD)
Per Person
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Grand Velas Los Cabos Hotel Rating: 5 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Cabo San Lucas
With an award-winning triple-height lobby and breathtaking ocean views, this unrivaled Baja resort wows guests at every turn.
from
$1,482.67
(USD)
Per Person
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Adriatic Sea and Greek Gems
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Corfu, Dubrovnik & More
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
$1,541.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,541.00
Cat: IN
$220.14/Night
Outside
$1,751.00
Cat: VW
$250.14/Night
Balcony
$1,890.00
Cat: TL
$270.00/Night
Suite
$4,375.00
Cat: SS
$625.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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Planet Hollywood Adult Scene Cancun, An Autograph Collection All-Inclusive Hotel Rating: 4 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Costa Mujeres
Set along a beautiful beach and surrounded by mangroves, the adults-only Planet Planet Hollywood Adult Scene Cancun, An Autograph Collection All-Inclusive offers an ideal setting for a fun and intimate vacation.
from
$340.00
(USD)
Per Person
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Puerto Plata
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From Miami to St. Croix
Departing on Feb 12, 2026 on the Brilliant Lady
Nights: 8
Dates: Feb 12, 2026 through Feb 20, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, San Juan, Philipsburg, St. Croix, Sailing, Miami, Florida
This 8-night voyage sails from Miami to the Dominican Republic, Puerto Rico, St. Maarten, 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
$3,680.00
Cat: SS
$460.00/Night
Amenity Departure Dates
80% Off 2nd Sailor Plus Up To $300 in free drinks
Cartagena
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Colorful Curacao to the Charming Caymans
Departing on Nov 08, 2025 on the Brilliant Lady
Nights: 12
Dates: Nov 08, 2025 through Nov 20, 2025
Itinerary:
Miami, Florida, Sailing, Oranjestad, Willemstad, Sailing, Cartagena, Sailing, Ocho Rios, George Town, Sailing...
This 12-night voyage from Miami stops in Aruba, Curacao, Colombia, Jamaica, and the Cayman Islands. Perhaps the most exciting part of the trip is spending a night in Cartagena, Colombia.
from
$1,548.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,548.00
Cat: IZ
$129.00/Night
Outside
$1,908.00
Cat: VZ
$159.00/Night
Balcony
$2,268.00
Cat: TZ
$189.00/Night
Suite
$5,460.00
Cat: SS
$455.00/Night
Amenity Departure Dates
80% Off 2nd Sailor Plus Up To $300 in free drinks
Greek Island Glow
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Greek Island Glow
Departing on Jun 22, 2025 on the Resilient Lady
Nights: 7
Dates: Jun 22, 2025 through Jun 29, 2025
Itinerary:
Piraeus (Athens), Santorini, Rhodes, Bodrum, Sailing, Mykonos, Piraeus (Athens)
Sail from Athens to the most idyllic Greek Isles in the Med - like Santorini, Rhodes, and Bodrum (Turkey). With an overnight in the glamorous hot spot of Mykonos, you can immerse yourself in the quiet charm of the island and attend those world-famous beach club parties.
from
$1,394.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,680.00
Cat: IN
$240.00/Night
Outside
$1,743.00
Cat: VZ
$249.00/Night
Balcony
$1,394.00
Cat: TZ
$199.14/Night
Suite
$4,260.00
Cat: RZ
$608.57/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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Serenity at Coconut Bay Hotel Rating: 5 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Eau Piquant
Refresh and rejuvenate at the luxurious Serenity at Coconut Bay resort. At Saint Lucia's top-rated, all-inclusive, couples-only resort, enjoy first-class service, beautiful views, and serenity.
from
$1,725.00
(USD)
Per Person
More Details Contact Us
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Secrets Riviera Cancun Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 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
$517.33
(USD)
Per Person
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San Juan to Spanish Island Nights
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Spanish Isles & Transatlantic Miles
Departing on Oct 11, 2026 on the Scarlet Lady
Nights: 14
Dates: Oct 11, 2026 through Oct 25, 2026
Ship: Scarlet Lady
Itinerary:
Barcelona, Sailing, Casablanca, Sailing, Gran Canaria, Santa Cruz de Tenerife, Sailing, Miami, Florida
This 14-night transatlantic excursion departs from beautiful Barcelona and spends a day sailing to the home of mosques and magic, Casablanca. From there you'll spend another day of self-care at sea before arriving in Gran Canaria, Las Palmas followed by the sun-soaked shores of Santa Cruz de Tenerife. Finally, you'll spend 8 days of on-board luxury sailing to your final destination of Miami.
from
$965.00
(USD)
Per Person
+ $138.00 taxes/fees
More Details Contact Us
Inside
$965.00
Cat: IZ
$68.93/Night
Outside
$1,106.00
Cat: VZ
$79.00/Night
Balcony
$1,385.00
Cat: TZ
$98.93/Night
Suite
$5,529.00
Cat: SS
$394.93/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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Valentin Imperial Riviera Maya Hotel Rating: 4 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Playa Del Carmen
Valentin Imperial Riviera Maya is an all-inclusive resort designed in the style of an elegant Mexican hacienda nestled amid sumptuous tropical gardens.
from
$493.33
(USD)
Per Person
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Catalonia Royal Bavaro Adults Only Hotel Rating: 4 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Punta Cana
Unwind in paradise at this tropical oasis filled with plenty of sunshine and fun. The adults-only, all-inclusive Catalonia Royal Bávaro hotel is the ideal getaway to enjoy a relaxing vacation filled with luxury and personalized service.
from
$248.67
(USD)
Per Person
More Details Contact Us
Honduras Mexico Bahamas
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Honduras, Mexico & Bahamas
Departing on Oct 31, 2025 on the Scarlet Lady
Nights: 7
Dates: Oct 31, 2025 through Nov 07, 2025
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Roatan, Costa Maya, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami
This 7-night sun-soaked sojourn sets sail from Miami kicking off with a day at sea before docking in Roatan - an idyllic start to a beach holiday escape.
from
$1,224.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,224.00
Cat: IN
$174.86/Night
Outside
$1,434.00
Cat: VW
$204.86/Night
Balcony
$1,574.00
Cat: TL
$224.86/Night
Suite
$3,254.00
Cat: SS
$464.86/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
Holidaze and Nights 1
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Sunny Miles of Tropical Isles
Departing on Feb 28, 2026 on the Valiant Lady
Nights: 7
Dates: Feb 28, 2026 through Mar 07, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, Sailing, Bridgetown, Castries, Fort-de-France, Basseterre, San Juan
This dreamy 7-night Caribbean adventure begins in San Juan and docks the following day in St. Maarten. After spending a day of self-care at sea you'll land in Barbados, followed by St. Lucia, and stylish Martinique before arriving in Basseterre, St. Kitts - a bustling beach town known for its sprawling white sand beaches and quaint Caribbean vibes 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
$4,053.00
Cat: SS
$579.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
Irresistible Med
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Spanish & Italian Hot Spots
Departing on Jul 06, 2025 on the Scarlet Lady
Nights: 7
Dates: Jul 06, 2025 through Jul 13, 2025
Ship: Scarlet Lady
Itinerary:
Civitavecchia (Rome), Naples, Palermo, Sicily, Sailing, Marina di Carrara, Ajaccio, Corsica, Sailing, Barcelona
This 7-night sojourn leaves from the iconic city of Rome before hitting Naples, arguably one of the most idyllic Mediterranean stops to indulge in mouthwatering cuisine while appreciating the otherworldly views. Next, you'll make your way to Palermo before spending a day at sea on your way to Marina di Carrara and one day sailing to Ajaccio before returning to Barcelona.
from
$1,576.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,576.00
Cat: IN
$225.14/Night
Outside
$1,603.00
Cat: VZ
$229.00/Night
Balcony
$1,744.00
Cat: TZ
$249.14/Night
Suite
$4,001.00
Cat: RZ
$571.57/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
Bimini 1
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Fire and Sunset Soirees
Departing on Nov 05, 2026 on the Scarlet Lady
Nights: 4
Dates: Nov 05, 2026 through Nov 09, 2026
Ship: Scarlet Lady
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
$695.00
(USD)
Per Person
+ $191.00 taxes/fees
More Details Contact Us
Inside
$695.00
Cat: IZ
$173.75/Night
Outside
$775.00
Cat: VZ
$193.75/Night
Balcony
$895.00
Cat: TZ
$223.75/Night
Suite
$2,159.00
Cat: SS
$539.75/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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Riu Reggae Hotel Rating: 4 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Montego Bay
Ideally located on the beach and surrounded by incredible nature, the Riu Reggae is a new all-inclusive, adults-only hotel.
from
$425.33
(USD)
Per Person
More Details Contact Us
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Le Blanc Spa Resort Hotel Rating: 5 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
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
$1,060.67
(USD)
Per Person
More Details Contact Us
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Villa Premiere Boutique Hotel & Romantic Getaway Hotel Rating: 4 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Puerto Vallarta
With 80 luxury oceanfront suites, this adults-only (18+) AAA Four Diamond hotel offers a truly unique experience.
from
$286.00
(USD)
Per Person
More Details Contact Us
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Riu Palace Jamaica Hotel Rating: 4 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Montego Bay
If you're looking for relaxation and tranquility, you'll find them at the Hotel Riu Palace Jamaica.
from
$554.00
(USD)
Per Person
More Details Contact Us
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
$1,114.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,114.00
Cat: IZ
$159.14/Night
Outside
$1,324.00
Cat: VZ
$189.14/Night
Balcony
$1,534.00
Cat: TZ
$219.14/Night
Suite
$3,710.00
Cat: SS
$530.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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Miami to LA via Panama Canal
Departing on Mar 21, 2026 on the Brilliant Lady
Nights: 16
Dates: Mar 21, 2026 through Apr 06, 2026
Itinerary:
Miami, Florida, Sailing, Cartagena, Colón, Panama Canal (Cruising), Sailing, Puntarenas, Sailing, Puerto Quetzal, Sailing...
This 16-night one-way truly is a once-in-a-lifetime odyssey. From Miami, you'll sail to Cartagena, followed by Colon, Panama. Marvel at the view (while being part of it) across the Panama Canal then onward to Guatemala's volcanic coast. Next, you'll sail to Cabo San Lucas (known for its endless activities) before arriving on the famed shores of Los Angeles.
from
$3,343.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$3,343.00
Cat: IZ
$208.94/Night
Outside
$3,823.00
Cat: VZ
$238.94/Night
Balcony
$4,303.00
Cat: TZ
$268.94/Night
Suite
N/A
80% Off 2nd Sailor Plus Up To $300 in free drinks
Miami to the Cayman Islands Cartagena
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Miami to the Cayman Islands
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...
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
$1,420.00
(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
$5,005.00
Cat: SB
$455.00/Night
Amenity Departure Dates
80% Off 2nd Sailor Plus Up To $300 in free drinks
Bimini 1
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Jamaican Waves & Bimini Breeze
Departing on Nov 23, 2026 on the Scarlet Lady
Nights: 5
Dates: Nov 23, 2026 through Nov 28, 2026
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
$945.00
(USD)
Per Person
+ $249.00 taxes/fees
More Details Contact Us
Inside
$945.00
Cat: IZ
$189.00/Night
Outside
$1,046.00
Cat: VZ
$209.20/Night
Balcony
$1,196.00
Cat: TZ
$239.20/Night
Suite
$2,700.00
Cat: SS
$540.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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
80% Off 2nd Sailor Plus Up To $300 in free drinks
New Year''s Ahoy 3
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Saint (Isles) & Seas of the Caribbean
Departing on Mar 21, 2026 on the Valiant Lady
Nights: 7
Dates: Mar 21, 2026 through Mar 28, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Castries, St. John's, Philipsburg, San Juan
Set out from San Juan on this epic 7-night voyage to some of the Caribbean's most beautiful islands. Start in Road Town, the capital of Tortola in the British Virgin Islands, where you can visit local rum distilleries, or relax at Cane Garden Bay Beach. Then complete your whirlwind Caribbean tour by heading to Barbados, St. Lucia, Antigua, and St. Maarten.
from
$1,114.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,114.00
Cat: IZ
$159.14/Night
Outside
$1,324.00
Cat: VZ
$189.14/Night
Balcony
$1,534.00
Cat: TZ
$219.14/Night
Suite
$3,745.00
Cat: SS
$535.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
Tortola
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Saint Isles & The Greater Antilles
Departing on Feb 20, 2027 on the Valiant Lady
Nights: 7
Dates: Feb 20, 2027 through Feb 27, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Castries, Bridgetown, Roseau, Philipsburg, San Juan
This 7-night sojourn departs from San Juan and arrives the next day in Tortola on the British Virgin Islands. After a day at sea you'll arrive amongst the waterfalls and lagoons of Castries, St. Lucia followed by the beguiling beaches of Bridgetown, Barbados. Next, arrive on the shores of Roseau, Dominica then Phillipsburg, on the beloved Dutch side of St. Maarten before returning to San Juan.
from
$1,148.00
(USD)
Per Person
+ $207.00 taxes/fees
More Details Contact Us
Inside
$1,148.00
Cat: IZ
$164.00/Night
Outside
$1,358.00
Cat: VZ
$194.00/Night
Balcony
$1,568.00
Cat: TZ
$224.00/Night
Suite
$4,060.00
Cat: SS
$580.00/Night
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Hotel Mousai Cancun Hotel Rating: 4.5 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Cancun
The adults-only Hotel Mousai Cancun is a bold, all-inclusive oceanfront resort. It features ultra-chic suites with sleek décor and modern amenities.
from
$813.33
(USD)
Per Person
More Details Contact Us
Irresistible Med
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Florence, Rome, Palma & More
Departing on Jun 29, 2025 on the Scarlet Lady
Nights: 7
Dates: Jun 29, 2025 through Jul 06, 2025
Ship: Scarlet Lady
Itinerary:
Barcelona, Palma de Mallorca, Sailing, Cannes, Ajaccio, Corsica, Livorno (Florence/Pisa), Sailing, Civitavecchia (Rome)
Beginning in Barcelona, this 7-night Mediterranean journey first hits Palma de Mallorca before spending a day at sea sailing to one of France's most elegant cities, Cannes. Next, you'll see idyllic Ajaccio, Corsica before docking in Livorno.
from
$1,533.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
N/A
Outside
N/A
Balcony
$1,533.00
Cat: TZ
$219.00/Night
Suite
$3,745.00
Cat: SS
$535.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
San Juan Sunrises Dominican Dreams
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San Juan Sunrises & Dominican Dreams
Departing on Nov 15, 2025 on the Resilient Lady
Nights: 7
Dates: Nov 15, 2025 through Nov 22, 2025
Itinerary:
Miami, Florida, Sailing, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night Eastern Caribbean adventure departs from Miami and spends two days sailing to sunny San Juan, Puerto Rico. Here you can immerse yourself in the enchanting culture, white sand beaches and lush rainforests before arriving the next day in Puerto Plata.
from
$973.00
(USD)
Per Person
+ $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
$3,360.00
Cat: SS
$480.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
Cayman Coves Jamaican Waterfalls George Town
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Cayman Isles & Bimini Beach Miles
Departing on Nov 09, 2026 on the Scarlet Lady
Nights: 5
Dates: Nov 09, 2026 through Nov 14, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, George Town, Sailing, Beach Club at Bimini, Miami, Florida
This 5-night Caribbean escape departs from the vibrant lights of Miami, offering a day of onboard luxury en route to your first destination: George Town, Grand Cayman. Here, you can swim with stingrays, bask in the sun, and savor authentic Caribbean cuisine. Afterward, enjoy another relaxing day at sea as you sail to the Beach Club at Bimini, before returning to Miami.
from
$795.00
(USD)
Per Person
+ $226.00 taxes/fees
More Details Contact Us
Inside
$795.00
Cat: IZ
$159.00/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,700.00
Cat: SS
$540.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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The House by Elegant Hotels Hotel Rating: 4.5 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
St. James
Overlooking the Caribbean Sea, this award-winning adults-only retreat is designed with romance in mind.
from
$859.00
(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
$2,320.00
Cat: TR
$290.00/Night
Suite
$5,600.00
Cat: SS
$700.00/Night
Amenity Departure Dates
80% Off 2nd Sailor Plus Up To $300 in free drinks
San Juan Sunrises Dominican Dreams
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Resilient Caribbean Holidays
Departing on Dec 20, 2026 on the Resilient Lady
Nights: 7
Dates: Dec 20, 2026 through Dec 27, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, San Juan, Sailing, Beach Club at Bimini, Miami, Florida
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 there you'll spend a day sailing to The Beach Club at Bimini before returning to your final destination, Miami.
from
$1,394.00
(USD)
Per Person
+ $219.00 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
$5,600.00
Cat: SS
$800.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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Secrets Royal Beach Punta Cana Hotel Rating: 4 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Punta Cana
Located on over 700 yards of a palm-studded white sand beach along the majestic turquoise Caribbean Sea, Secrets® Royal Beach Punta Cana offers adults a serene seaside getaway in paradise.
from
$493.00
(USD)
Per Person
More Details Contact Us
Sunsets in the Lesser Antilles Image
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Sunsets in the Lesser Antilles
Departing on Mar 15, 2025 on the Resilient Lady
Nights: 7
Dates: Mar 15, 2025 through Mar 22, 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
$1,429.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,429.00
Cat: IZ
$204.14/Night
Outside
N/A
Balcony
$1,849.00
Cat: TZ
$264.14/Night
Suite
$5,733.00
Cat: MZ
$819.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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Hideaway at Royalton Riviera Cancun, An Autograph Collection All-Inclusive Hotel Rating: 4 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Puerto Morelos
This 343-room, all-inclusive, adults-only resort is a tranquil property that caters to guests over 18 years of age.
from
$309.67
(USD)
Per Person
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Caribbean Breeze Haunted Seas
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Valiant's Haunted Halloween Soirée
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
$1,183.00
(USD)
Per Person
+ $130.00 taxes/fees
More Details Contact Us
Inside
$1,183.00
Cat: IZ
$169.00/Night
Outside
$1,393.00
Cat: VZ
$199.00/Night
Balcony
$1,603.00
Cat: TZ
$229.00/Night
Suite
$4,060.00
Cat: SS
$580.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
Glorious Greek Isles to Spanish Sunsets
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Mykonos Moons to Spanish Sunrises
Departing on Oct 04, 2026 on the Scarlet Lady
Nights: 7
Dates: Oct 04, 2026 through Oct 11, 2026
Ship: Scarlet Lady
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. F
from
$1,184.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,184.00
Cat: IZ
$169.14/Night
Outside
$1,394.00
Cat: VZ
$199.14/Night
Balcony
$1,604.00
Cat: TZ
$229.14/Night
Suite
$4,095.00
Cat: SS
$585.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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Breathless Cabo San Lucas Resort & Spa Hotel Rating: 4 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Cabo San Lucas
The Breathless® Cabo San Lucas Resort & Spa is wonderfully different from other Cabo resorts. In addition to its ideal location on beautiful Medano Beach, one of the only safely swimmable beaches in the area, guests can experience the pleasures of Unlimited-Luxury® - where everything is included.
from
$605.33
(USD)
Per Person
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Sandals South Coast Hotel Rating: No Rating
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Jamaica
Situated amidst a 500-acre nature preserve is this pristine landscape with two beaches spanning over two miles! This miraculously undiscovered spot features an Italian piazza with three distinct European villages- French, Italian and Dutch- that have been created solely for your pleasure with fine dining, duty free shops and formal gardens.
from
$1,052.00
(USD)
Per Person
More Details Contact Us
Holidaze and Nights 1
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Cartagena, Aruba, Antigua & More
Departing on Feb 10, 2026 on the Valiant Lady
Nights: 11
Dates: Feb 10, 2026 through Feb 21, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Cartagena, Sailing, Willemstad, Oranjestad, Sailing, St. John's, St. Croix, Philipsburg...
This exciting 11-night round trip from San Juan kicks off with two days at sea, before touching down in Cartagena, Colombia. From there it's a mix of sea days and full days spent in the Caribbean's top spots.
from
$1,916.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,916.00
Cat: IZ
$174.18/Night
Outside
$2,246.00
Cat: VZ
$204.18/Night
Balcony
$2,576.00
Cat: TZ
$234.18/Night
Suite
N/A
Amenity Departure Dates
80% Off 2nd Sailor Plus Up To $300 in free drinks
Dominican and PR Daze
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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
$1,960.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
N/A
Outside
$1,960.00
Cat: VW
$280.00/Night
Balcony
$2,101.00
Cat: TL
$300.14/Night
Suite
$4,585.00
Cat: SS
$655.00/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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Jade Mountain Hotel Rating: 5 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
Location(s):
Soufriere
Jade Mountain is a cornucopia of organic architecture celebrating Saint Lucia's stunning scenic beauty.
from
$1,836.00
(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: Jun 15, 2025 through Jun 18, 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
$520.67
(USD)
Per Person
More Details Contact Us
Riviera Maya 1
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Riviera Maya
Departing on Sep 19, 2026 on the Resilient Lady
Nights: 5
Dates: Sep 19, 2026 through Sep 24, 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
$745.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$845.00
Cat: VZ
$169.00/Night
Balcony
$995.00
Cat: TZ
$199.00/Night
Suite
$2,599.00
Cat: SS
$519.80/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks
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
$1,161.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,161.00
Cat: IZ
$129.00/Night
Outside
$1,611.00
Cat: VZ
$179.00/Night
Balcony
$1,881.00
Cat: TZ
$209.00/Night
Suite
$4,320.00
Cat: SS
$480.00/Night
Amenity Departure Dates
80% Off 2nd Sailor Plus Up To $300 in free drinks
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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
$1,691.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,691.00
Cat: IZ
$130.08/Night
Outside
$1,820.00
Cat: VZ
$140.00/Night
Balcony
$1,950.00
Cat: TZ
$150.00/Night
Suite
$5,317.00
Cat: SS
$409.00/Night
Amenity Departure Dates
80% Off 2nd Sailor Plus Up To $300 in free drinks
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Viceroy Riviera Maya Hotel Rating: 5 stars
Nights: 3
Dates: Jun 15, 2025 through Jun 18, 2025
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
$913.00
(USD)
Per Person
More Details Contact Us
Scarlet Lady External 1
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Fire and Sunset Soirées
Departing on Dec 17, 2026 on the Scarlet Lady
Nights: 4
Dates: Dec 17, 2026 through Dec 21, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Key West, Bimini Islands, Miami
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
$655.00
(USD)
Per Person
+ $202.00 taxes/fees
More Details Contact Us
Inside
$655.00
Cat: IZ
$163.75/Night
Outside
$735.00
Cat: VZ
$183.75/Night
Balcony
$855.00
Cat: TZ
$213.75/Night
Suite
$2,159.00
Cat: SS
$539.75/Night
80% Off 2nd Sailor Plus Up To $300 in free drinks