Childers Travel
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Special Interest - Adults Only

(50 offers included)
Holidaze and Nights 1
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Sunny Miles of Tropical Isles
Departing on Jan 16, 2027 on the Valiant Lady
Nights: 7
Dates: Jan 16, 2027 through Jan 23, 2027
Ship: Valiant Lady
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
$1,114.00
(USD)
Per Person
More Details Contact Us
Inside
$1,114.00
Cat: IZ
$159.14/Night
Outside
$1,323.00
Cat: VZ
$189.00/Night
Balcony
$1,533.00
Cat: TZ
$219.00/Night
Suite
$4,260.00
Cat: SS
$608.57/Night
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Pleasant Holidays Logo
Bahia Principe Luxury Sian Kaan Hotel Rating: 4 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
Sian Ka'an: the origin of the sky, as referred to by the ancient Mayan. This is the best way to describe the Caribbean celestial soul where its minimalist decoration reach perfection in the jungle effervescence of the Riviera Maya and the iridescent waters that bathe it.
from
$237.67
(USD)
Per Person
More Details Contact Us
Valiant Carib Holidays Image
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Valiant Caribbean Holidays
Departing on Dec 20, 2025 on the Valiant Lady
Nights: 7
Dates: Dec 20, 2025 through Dec 27, 2025
Ship: Valiant Lady
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
$1,464.00
(USD)
Per Person
More Details Contact Us
Outside
$1,464.00
Cat: VZ
$209.14/Night
Balcony
$1,674.00
Cat: TZ
$239.14/Night
Suite
$4,435.00
Cat: SS
$633.57/Night
Offer Image
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Hollywood Sunsets & Mexican Horizons
Departing on Sep 19, 2026 on the Brilliant Lady
Nights: 7
Dates: Sep 19, 2026 through Sep 26, 2026
This 7-night journey departs from Los Angeles, starting with a full day of self-care and soaking up the sun while sailing to Cabo San Lucas. The next day you'll arrive in Mazatlan followed by Puerto Vallarta, a regular on many "World's Best" lists due to its splendid beaches and world-renowned food and drink scene. After, you'll have two more days to relax on the ship before returning to LA.
from
$1,044.00
(USD)
Per Person
More Details Contact Us
Inside
$1,044.00
Cat: IZ
$149.14/Night
Outside
$1,254.00
Cat: VZ
$179.14/Night
Balcony
$1,464.00
Cat: TZ
$209.14/Night
Suite
$3,728.00
Cat: SS
$532.57/Night
Coastal Gems Italy France Spain
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Coastal Gems: Italy, France & Spain
Departing on Jun 07, 2026 on the Valiant Lady
Nights: 7
Dates: Jun 07, 2026 through Jun 14, 2026
Ship: Valiant Lady
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
$1,505.00
(USD)
Per Person
More Details Contact Us
Inside
$1,505.00
Cat: IN
$215.00/Night
Outside
$1,891.00
Cat: VW
$270.14/Night
Balcony
$1,891.00
Cat: TL
$270.14/Night
Suite
$4,575.00
Cat: SS
$653.57/Night
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
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
$1,051.00
(USD)
Per Person
More Details Contact Us
Inside
$1,051.00
Cat: IN
$175.17/Night
Outside
$1,380.00
Cat: VW
$230.00/Night
Balcony
$1,380.00
Cat: TL
$230.00/Night
Suite
$3,390.00
Cat: SS
$565.00/Night
Glorious Greek Isles to Spanish Sunsets
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Mykonos Moons to Spanish Sunrises
Departing on Oct 19, 2025 on the Resilient Lady
Nights: 7
Dates: Oct 19, 2025 through Oct 26, 2025
This 7-night Mediterranean voyage begins in Athens and docks the following day in mystical Mykonos. From there spend a day sailing to picturesque Catania, an ancient city on the Ionian Sea that radiates Sicilian vibes through and through.
from
$1,484.00
(USD)
Per Person
More Details Contact Us
Inside
$1,484.00
Cat: IN
$212.00/Night
Outside
$1,835.00
Cat: VW
$262.14/Night
Balcony
$1,835.00
Cat: TL
$262.14/Night
Suite
$4,659.00
Cat: SS
$665.57/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
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
$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
$3,665.00
Cat: SS
$523.57/Night
French Daze Ibiza Nights
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Italian Vistas to Spanish Sunsets
Departing on Jun 21, 2026 on the Valiant Lady
Nights: 7
Dates: Jun 21, 2026 through Jun 28, 2026
Ship: Valiant Lady
This 7-night odyssey departs from Barcelona and spends a day sailing to Civitavecchia - the gateway to Rome. Next, you'll sail to La Spezia, a picturesque port city conveniently located near Italy's most beloved destinations: Pisa, Positano and Florence.
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
$1,891.00
Cat: TL
$270.14/Night
Suite
$4,575.00
Cat: SS
$653.57/Night
Tuscany, Corsica & Ibiza
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Tuscany, Corsica & Ibiza
Departing on Jul 19, 2026 on the Valiant Lady
Nights: 7
Dates: Jul 19, 2026 through Jul 26, 2026
Ship: Valiant Lady
From Barcelona you'll arrive the following morning to the Provencal markets of Toulon, France, followed by a day sailing to Livorno - the gateway to Tuscany, where you'll be able to explore the cobblestone streets (and leaning towers) of Florence and Pisa. From there you'll stop in Corsica before arriving for two days of fun under the sun and stars of Ibiza and finally returning to Barcelona.
from
$1,148.00
(USD)
Per Person
+ $202.00 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
$1,569.00
Cat: TZ
$224.14/Night
Suite
$4,060.00
Cat: SS
$580.00/Night
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Couples Tower Isle Hotel Rating: 4.5 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
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
$409.00
(USD)
Per Person
More Details Contact Us
Caribbean
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70% off a 2nd Sailor + a balcony upgrade
Dates: Jun 30, 2025 through Dec 31, 2027
Plan your winter Caribbean getaway from Miami or San Juan, or explore Europe this summer from our ports in Portsmouth, Barcelona, or Athens. Either way, you'll do it with a savings of 70% off your 2nd Sailor, up to $300 onboard credit, and a free balcony upgrade - complete with our signature red balcony hammock.
More Details Contact Us
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
$845.00
(USD)
Per Person
+ $273.00 taxes/fees
More Details Contact Us
Inside
$845.00
Cat: IZ
$169.00/Night
Outside
$946.00
Cat: VZ
$189.20/Night
Balcony
$1,096.00
Cat: TZ
$219.20/Night
Suite
$2,575.00
Cat: SS
$515.00/Night
Holidaze and Nights 1
Virgin Voyages Logo
One-way to SJ: DR, St. Maarten & BVI
Departing on Nov 02, 2025 on the Valiant Lady
Nights: 6
Dates: Nov 02, 2025 through Nov 08, 2025
Ship: Valiant Lady
You'll start this 6-night Caribbean getaway in Miami, spending a day of luxury on board on the way to your first stop of Grand Turk followed by the magical beach town of Puerto Plata.
from
$714.00
(USD)
Per Person
More Details Contact Us
Inside
$714.00
Cat: IZ
$119.00/Night
Outside
$894.00
Cat: VZ
$149.00/Night
Balcony
$1,134.00
Cat: TZ
$189.00/Night
Suite
$3,180.00
Cat: SS
$530.00/Night
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Brilliant Lady New York MerMaiden
Departing on Sep 05, 2025 on the Brilliant Lady
Nights: 5
Dates: Sep 05, 2025 through Sep 10, 2025
Heaven is a place on earth… with pink sand. Embark on a once-in-a-lifetime MerMaiden Voyage from NYC to Bermuda for a perfect blend of city life and island paradise.
from
$1,600.00
(USD)
Per Person
More Details Contact Us
Outside
$1,600.00
Cat: VW
$320.00/Night
Balcony
$1,800.00
Cat: TR
$360.00/Night
Suite
$4,750.00
Cat: SB
$950.00/Night
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
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
$1,247.00
(USD)
Per Person
More Details Contact Us
Inside
$1,247.00
Cat: IZ
$89.07/Night
Outside
$1,386.00
Cat: VZ
$99.00/Night
Balcony
$1,526.00
Cat: TZ
$109.00/Night
Suite
$5,448.00
Cat: RZ
$389.14/Night
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Pleasant Holidays Logo
Palafitos Overwater Bungalows at El Dorado Maroma Hotel Rating: 4.5 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
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
$1,840.00
(USD)
Per Person
More Details Contact Us
Domes Noruz Mykonos
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Exclusive €75 resort credit at Domes Noruz Mykonos
Dates: Jun 30, 2025 through Oct 08, 2025
Exclusive €75 resort credit at Domes Noruz Mykonos
More Details Contact Us
St. Lucia
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Thanksgiving in the Lesser Antilles
Departing on Nov 22, 2025 on the Valiant Lady
Nights: 7
Dates: Nov 22, 2025 through Nov 29, 2025
Ship: Valiant Lady
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
$1,120.00
(USD)
Per Person
More Details Contact Us
Inside
$1,120.00
Cat: IN
$160.00/Night
Outside
$1,254.00
Cat: VZ
$179.14/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$4,053.00
Cat: SS
$579.00/Night
Bimini 1
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Western Caribbean: From Miami to Bimini
Departing on Nov 01, 2025 on the Brilliant Lady
Nights: 7
Dates: Nov 01, 2025 through Nov 08, 2025
This 7-night voyage from Miami brings you to Jamaica, the Cayman Islands, and our exclusive Bahamian beach club in Bimini. One of the trip's highlights is undoubtedly George Town on Grand Cayman.
from
$1,323.00
(USD)
Per Person
More Details Contact Us
Inside
$1,330.00
Cat: IN
$190.00/Night
Outside
$1,323.00
Cat: VZ
$189.00/Night
Balcony
$1,533.00
Cat: TZ
$219.00/Night
Suite
$4,295.00
Cat: SB
$613.57/Night
Amenity Departure Dates
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
This 7-night Greek and Croatian adventure starts in Athens before spending a day of at-sea luxury on the way to Kotor.
from
$1,345.00
(USD)
Per Person
More Details Contact Us
Inside
$1,345.00
Cat: IZ
$192.14/Night
Outside
$1,533.00
Cat: VZ
$219.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$4,068.00
Cat: RZ
$581.14/Night
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Autumn Leaves: New York to Quebec
Departing on Sep 23, 2025 on the Brilliant Lady
Nights: 10
Dates: Sep 23, 2025 through Oct 03, 2025
This 10-night journey up the Northeastern coast of North America leaves from New York and spends a day sailing to Boston. Next, spend a day sailing to Eastport, Maine before hitting Saint John, New Brunswick, home to the highest tides in the world - here you'll experience mother nature in a whole new way.
from
$1,391.00
(USD)
Per Person
More Details Contact Us
Outside
$1,391.00
Cat: VZ
$139.10/Night
Balcony
$1,851.00
Cat: TR
$185.10/Night
Suite
$4,800.00
Cat: SS
$480.00/Night
Amenity Departure Dates
Offer Image
Pleasant Holidays Logo
Secrets Aura Cozumel Hotel Rating: 4 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
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
$315.33
(USD)
Per Person
More Details Contact Us
Valiant New Year''s Ahoy 2025
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Resilient New Year's Ahoy!
Departing on Dec 27, 2026 on the Resilient Lady
Nights: 7
Dates: Dec 27, 2026 through Jan 03, 2027
Usher in the new year on this 7-night Western Caribbean adventure. Set sail from Miami and spend 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 and beautiful views. From there spend a day sailing to the Beach Club at Bimini before returning to Miami.
from
$1,953.00
(USD)
Per Person
+ $229.00 taxes/fees
More Details Contact Us
Inside
$1,953.00
Cat: IZ
$279.00/Night
Outside
$2,163.00
Cat: VZ
$309.00/Night
Balcony
$2,373.00
Cat: TZ
$339.00/Night
Suite
$5,800.00
Cat: SS
$828.57/Night
Offer Image
Pleasant Holidays Logo
Hotel Xcaret Arte Hotel Rating: 5 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
Nestled between the jungle and the sparkling Caribbean Sea, this all-inclusive resort caters to discerning travelers who value sustainable luxury.
from
$1,108.00
(USD)
Per Person
More Details Contact Us
San Juan Sunrises Dominican Dreams
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San Juan Sunrises & Dominican Dreams
Departing on Jan 31, 2026 on the Resilient Lady
Nights: 7
Dates: Jan 31, 2026 through Feb 07, 2026
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
$974.00
(USD)
Per Person
More Details Contact Us
Inside
$974.00
Cat: IZ
$139.14/Night
Outside
$1,254.00
Cat: VZ
$179.14/Night
Balcony
$1,394.00
Cat: TZ
$199.14/Night
Suite
$3,553.00
Cat: SS
$507.57/Night
Offer Image
Pleasant Holidays Logo
Casa Velas Puerto Vallarta Hotel Rating: 4 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
Casa Velas is a boutique hotel nestled on the rolling greens of the Marina Vallarta Golf Course in Puerto Vallarta.
from
$549.00
(USD)
Per Person
More Details Contact Us
Italy to France & Spain Rome Image
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Rome, Florence, Mykonos & More
Departing on Aug 31, 2026 on the Scarlet Lady
Nights: 10
Dates: Aug 31, 2026 through Sep 10, 2026
Ship: Scarlet Lady
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
$1,821.00
(USD)
Per Person
More Details Contact Us
Inside
$1,821.00
Cat: IZ
$182.10/Night
Outside
$2,090.00
Cat: VZ
$209.00/Night
Balcony
$2,501.00
Cat: TL
$250.10/Night
Suite
$5,509.00
Cat: RZ
$550.90/Night
Portsmouth to Zebrugge
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Portsmouth to Ireland, Scotland & More
Departing on Aug 17, 2025 on the Scarlet Lady
Nights: 13
Dates: Aug 17, 2025 through Aug 30, 2025
Ship: Scarlet Lady
This 13-night dreamy voyage sails from Portsmouth and first docks in the capital of art and architecture, Amsterdam for two days of excitement and exploration before hitting Bruges, Belgium. You'll then spend a day sailing to Kirkwall, then Stornoway, Scotland.
from
$2,730.00
(USD)
Per Person
More Details Contact Us
Outside
$2,730.00
Cat: VW
$210.00/Night
Balcony
$2,730.00
Cat: TL
$210.00/Night
Suite
$5,890.00
Cat: SS
$453.08/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
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
$2,691.00
(USD)
Per Person
More Details Contact Us
Inside
$2,691.00
Cat: IZ
$269.10/Night
Outside
$2,990.00
Cat: VZ
$299.00/Night
Balcony
$3,290.00
Cat: TZ
$329.00/Night
Suite
$7,300.00
Cat: SS
$730.00/Night
Scarlet Lady External 1
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Dominican Daze
Departing on Jan 18, 2027 on the Scarlet Lady
Nights: 5
Dates: Jan 18, 2027 through Jan 23, 2027
Ship: Scarlet Lady
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
$845.00
(USD)
Per Person
+ $245.00 taxes/fees
More Details Contact Us
Inside
$845.00
Cat: IZ
$169.00/Night
Outside
$946.00
Cat: VZ
$189.20/Night
Balcony
$1,096.00
Cat: TZ
$219.20/Night
Suite
$2,575.00
Cat: SS
$515.00/Night
French Riviera, Rome, Amalfi & Sicily
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French Riviera, Rome, Amalfi & Sicily
Departing on Jul 11, 2026 on the Valiant Lady
Nights: 8
Dates: Jul 11, 2026 through Jul 19, 2026
Ship: Valiant Lady
From Barcelona you'll arrive the next day in mystical Marseille, France, followed by Nice, France and then the palatial piazzas and perfect pizzas of Rome. Then head to Salerno, Italy to explore the colorful cliffside-villages and winding coastal roads of the Amalfi Coast before arriving in Catania, Sicily, followed by paramount Palermo and finally a day at sea arriving back to Barcelona.
from
$1,272.00
(USD)
Per Person
+ $230.00 taxes/fees
More Details Contact Us
Inside
$1,272.00
Cat: IZ
$159.00/Night
Outside
$1,512.00
Cat: VZ
$189.00/Night
Balcony
$1,753.00
Cat: TZ
$219.13/Night
Suite
$4,640.00
Cat: SS
$580.00/Night
Offer Image
Pleasant Holidays Logo
Amyth of Mykonos Agios Stefanos Hotel Rating: 5 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
Only steps away from the village of Agios Stefanos, the Amyth of Mykonos Agios Stefanos welcomes travelers to a peaceful retreat into serenity with at-home' hospitality.
from
$250.67
(USD)
Per Person
More Details Contact Us
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Marival Armony Luxury Resort & World Spa Hotel Rating: 4 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
Discover the perfect balance between luxury and nature ("armony") at the brand new all-inclusive Marival® Armony Luxury Resort & Suites.
from
$426.67
(USD)
Per Person
More Details Contact Us
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Riu Palace Las Americas Hotel Rating: 4 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
This stunning 24-hour all-inclusive resort includes 372 guest rooms located on a dazzling stretch of white-sand beach framed by tropical trees and crystal-clear turquoise waters.
from
$331.67
(USD)
Per Person
More Details Contact Us
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
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
$1,393.00
(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
$4,736.00
Cat: SS
$676.57/Night
Offer Image
Pleasant Holidays Logo
La Casa de la Playa by Xcaret Hotel Rating: 5 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
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
$2,010.00
(USD)
Per Person
More Details Contact Us
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Riviera Maya
Departing on Sep 21, 2025 on the Valiant Lady
Nights: 5
Dates: Sep 21, 2025 through Sep 26, 2025
Ship: Valiant Lady
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
$896.00
(USD)
Per Person
More Details Contact Us
Outside
$1,000.00
Cat: VW
$200.00/Night
Balcony
$896.00
Cat: TZ
$179.20/Night
Suite
$2,345.00
Cat: RZ
$469.00/Night
Amenity Departure Dates
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
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
$1,591.00
(USD)
Per Person
+ $237.00 taxes/fees
More Details Contact Us
Inside
$1,591.00
Cat: IZ
$159.10/Night
Outside
$1,890.00
Cat: VZ
$189.00/Night
Balcony
$2,191.00
Cat: TZ
$219.10/Night
Suite
$5,600.00
Cat: SS
$560.00/Night
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
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
$656.00
(USD)
Per Person
More Details Contact Us
Inside
$656.00
Cat: IZ
$164.00/Night
Outside
$737.00
Cat: VZ
$184.25/Night
Balcony
$856.00
Cat: TZ
$214.00/Night
Suite
$2,090.00
Cat: SS
$522.50/Night
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Alaskan Inside Passage & Canadian Coasts
Departing on Jun 23, 2026 on the Brilliant Lady
Nights: 9
Dates: Jun 23, 2026 through Jul 02, 2026
This 9-night North Pacific journey departs from Seattle and spends a day sailing up the wondrous Inside Passage to Ketchikan, Alaska in the heart of the Tongass National Forest.
from
$2,062.00
(USD)
Per Person
More Details Contact Us
Inside
$2,062.00
Cat: IZ
$229.11/Night
Outside
$2,331.00
Cat: VZ
$259.00/Night
Balcony
$2,691.00
Cat: TZ
$299.00/Night
Suite
$7,107.00
Cat: SB
$789.67/Night
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Barcelo Maya Riviera Hotel Rating: 4.5 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
Surrounded by sea and nature is Barcelo Maya Riviera - Adults Only, a 1.2-mile beachfront all-inclusive hotel.
from
$358.67
(USD)
Per Person
More Details Contact Us
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Mexico & Bimini: Halloween Edition
Departing on Oct 26, 2026 on the Resilient Lady
Nights: 6
Dates: Oct 26, 2026 through Nov 01, 2026
This spooky sojourn departs Miami and sails a day to your first dreamy destination of captivating Cozumel. The following day you’ll arrive at the sleepy beachside villages, breathtaking coral reefs and flawless vibes of Costa Maya, Mexico, nestled onto the breathtaking Yucatan Peninsula. After a day at sea you’ll dock at our sprawling private Beach Club at Bimini before finally returning to Miami.
from
$1,015.00
(USD)
Per Person
More Details Contact Us
Inside
$1,015.00
Cat: IZ
$169.17/Night
Outside
$1,195.00
Cat: VZ
$199.17/Night
Balcony
$1,375.00
Cat: TZ
$229.17/Night
Suite
$3,270.00
Cat: SS
$545.00/Night
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Sandals Royal Plantation Hotel Rating: No Rating
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
Nestled atop a seaside bluff above the stunning Caribbean Sea, this 74-room all oceanview gem presents the perfect setting to truly get away from it all.
from
$959.00
(USD)
Per Person
More Details Contact Us
Bimini Pier
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Fire and Sunset Soirees
Departing on Oct 21, 2027 on the Valiant Lady
Nights: 4
Dates: Oct 21, 2027 through Oct 25, 2027
Ship: Valiant Lady
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
+ $246.00 taxes/fees
More Details Contact Us
Inside
$596.00
Cat: IZ
$149.00/Night
Outside
$677.00
Cat: VZ
$169.25/Night
Balcony
$796.00
Cat: TZ
$199.00/Night
Suite
$2,355.00
Cat: SS
$588.75/Night
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Bahia Principe Luxury Ambar Hotel Rating: 4 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
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
$286.00
(USD)
Per Person
More Details Contact Us
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Alaskan Glacier Blues & Coastal Views
Departing on Aug 27, 2026 on the Brilliant Lady
Nights: 7
Dates: Aug 27, 2026 through Sep 03, 2026
This 7-night odyssey departs from Seattle and cruises up the picturesque Inside Passage to Ketchikan, a quaint village nestled amongst the Tongass National Forest. From there you'll hit stunning Sitka before traveling up the picturesque Tracy Arm Fjord (Cruising).
from
$1,394.00
(USD)
Per Person
More Details Contact Us
Inside
$1,394.00
Cat: IZ
$199.14/Night
Outside
$1,603.00
Cat: VZ
$229.00/Night
Balcony
$1,884.00
Cat: TZ
$269.14/Night
Suite
$5,240.00
Cat: SS
$748.57/Night
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Secrets St. James Montego Bay Hotel Rating: 4.5 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 2025
Tucked away on a half-mile stretch of paradise, where the turquoise waters lap against sugar-white sand, there is Secrets® St.
from
$491.00
(USD)
Per Person
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TRS Turquesa Hotel Hotel Rating: 4 stars
Nights: 3
Dates: Oct 05, 2025 through Oct 08, 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
$318.67
(USD)
Per Person
More Details Contact Us
Puerto Plata
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Brilliant Caribbean Holidays
Departing on Dec 23, 2026 on the Brilliant Lady
Nights: 5
Dates: Dec 23, 2026 through Dec 28, 2026
This holiday-in-the-sun sojourn departs from Miami arriving the next day on the white sandy shores of our private Beach Club at Bimini. Then spend an extra special day at sea sailing to the shimmering silver coast of Puerto Plata, Dominican Republic, where cascading waterfalls, glistening lagoons and endless outdoor activities await. Finally, spend a final day at sea returning to magical Miami.
from
$1,096.00
(USD)
Per Person
+ $197.00 taxes/fees
More Details Contact Us
Inside
$1,096.00
Cat: IZ
$219.20/Night
Outside
$1,195.00
Cat: VZ
$239.00/Night
Balcony
$1,345.00
Cat: TZ
$269.00/Night
Suite
$3,200.00
Cat: SS
$640.00/Night