Dream Vacations by Jeanie
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Special Interest - Adults Only

(50 offers included)
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Punta Cana Princess All Suites Resort & Spa Hotel Rating: 3.5 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 2025
Location(s):
Punta Cana
This all-suite resort boasts an excellent location alongside the pristine sands and clear blue waters of Bavaro Beach.
from
$376.00
(USD)
Per Person
More Details Contact Us
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Temptation Cancun Resort Hotel Rating: 3.5 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 2025
Location(s):
Cancun
A one-of-a-kind "playground for grown-ups," this chic, trendy, all-inclusive resort caters to the uninhibited traveler, who seeks adventurous daytime activities, trendy evening shows and performances, theme parties, fine dining, endless entertainment options, and first class accommodations.
from
$378.00
(USD)
Per Person
More Details Contact Us
Bimini 1
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San Juan, Samana & Bimini
Departing on Jan 17, 2026 on the Resilient Lady
Nights: 7
Dates: Jan 17, 2026 through Jan 24, 2026
Itinerary:
Miami, Florida, Sailing, San Juan, Samaná, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night sun-drenched Miami sojourn spends two days sailing to your first destination, the beachy respite of San Juan. Next, call in Samaná, a small coastal city that's the gateway to the beauty of the Dominican Republic and all it has to offer, including 5-star golfing, stunning beaches, eclectic shopping and so much more. Lastly, spend a day sailing to Bimini before returning to Miami.
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
$3,854.00
Cat: SS
$550.57/Night
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
$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
$3,712.00
Cat: SS
$530.29/Night
Miami to Casablanca and Barcelona Map
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Miami to Casablanca & Barcelona
Departing on May 03, 2025 on the Scarlet Lady
Nights: 15
Dates: May 03, 2025 through May 18, 2025
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Gran Canaria, Santa Cruz de Tenerife, Sailing, Casablanca, Sailing, Valencia, Barcelona
This 15-Night ocean-crossing odyssey departs from Miami, spends 8 luxurious days at sea on the way to your first destination - Gran Canaria, Las Palmas, Spain. The next day you'll make your way to Tenerife, Canary Islands, followed by another day at sea to the ever-magical Casablanca, Morocco, followed by one more sea day to Valencia, Spain before finally arriving in Barcelona.
from
$1,485.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,485.00
Cat: IZ
$99.00/Night
Outside
$1,806.00
Cat: VZ
$120.40/Night
Balcony
$1,935.00
Cat: TZ
$129.00/Night
Suite
$6,953.00
Cat: SAE
$463.53/Night
Holidaze and Nights 1
Virgin Voyages Logo
One-Way San Juan Sojourn
Departing on Nov 02, 2025 on the Valiant Lady
Nights: 6
Dates: Nov 02, 2025 through Nov 08, 2025
Ship: Valiant Lady
Itinerary:
Miami, Sailing, Grand Turk, Puerto Plata, Sailing, Basseterre, San Juan
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
$894.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$894.00
Cat: IZ
$149.00/Night
Outside
$1,074.00
Cat: VZ
$179.00/Night
Balcony
$1,254.00
Cat: TZ
$209.00/Night
Suite
$3,191.00
Cat: SS
$531.83/Night
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Palafitos Overwater Bungalows at El Dorado Maroma Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 2025
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
$1,800.67
(USD)
Per Person
More Details Contact Us
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
$1,323.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,323.00
Cat: IZ
$189.00/Night
Outside
$1,533.00
Cat: VZ
$219.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$5,150.00
Cat: SS
$735.71/Night
Miami Grand Turk and Back Boats
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Miami, Grand Turk (& back)
Departing on Oct 03, 2026 on the Resilient Lady
Nights: 5
Dates: Oct 03, 2026 through Oct 08, 2026
Itinerary:
Miami, Sailing, Grand Turk, Sailing, Beach Club at Bimini, Miami
Miami, Grand Turk (& back) sails to the snow-white shores of the Grand Turk for plenty of time to lay by the beach and explore the city streets. Add a full day spent at the exclusive Beach Club in Bimini, Bahamas.
from
$796.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$796.00
Cat: IZ
$159.20/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,613.00
Cat: SS
$522.60/Night
Scarlet Lady External 2
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Riviera Maya
Departing on Dec 14, 2025 on the Scarlet Lady
Nights: 5
Dates: Dec 14, 2025 through Dec 19, 2025
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
$745.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$846.00
Cat: VZ
$169.20/Night
Balcony
$996.00
Cat: TZ
$199.20/Night
Suite
$2,233.00
Cat: RZ
$446.60/Night
Amenity Departure Dates
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Secrets Papagayo Costa Rica Hotel Rating: 4 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 2025
Location(s):
Guanacaste
Perfectly situated on a serene beachfront and surrounded by lush tropical gardens, Secrets® Papagayo Costa Rica offers an Unlimited-Luxury® experience in one of the most romantic and intimate settings imaginable.
from
$789.67
(USD)
Per Person
More Details Contact Us
Honduras Mexico Bahamas
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Scarlet Caribbean Holidays
Departing on Dec 22, 2024 on the Scarlet Lady
Nights: 6
Dates: Dec 22, 2024 through Dec 28, 2024
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, Costa Maya, Roatan, Sailing, Beach Club at Bimini, Miami, Florida
On this six-night voyage decked with festive surprises, you'll rock around the sun-drenched city of Costa Maya and another in Roatán. With 2 days at sea to indulge in the good life on board, you'll also get to explore the rich history and turquoise waters of the Bahamas with a visit to the exclusive Beach Club at Bimini.
from
$1,135.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Amenity Departure Dates
French Daze Ibiza Nights
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Barcelona to Cannes, Rome & Tuscany
Departing on Sep 25, 2025 on the Scarlet Lady
Nights: 12
Dates: Sep 25, 2025 through Oct 07, 2025
Ship: Scarlet Lady
Itinerary:
Barcelona, Ibiza, Palma de Mallorca, Sailing, Cannes, Ajaccio, Corsica, Cagliari, Sardinia, Sailing, Livorno (Florence/Pisa), Sailing...
This 12-night journey departing from Barcelona spends two days of fun in the sun and stars of Ibiza before docking in Palma de Mallorca and then sailing to Cannes, Ajaccio and Cagliari. Spend another day sailing to Livorno, the gateway to Tuscany's beloved capital of Florence and iconic Pisa. Finally, spend a day sailing to breathtaking Naples before arriving in your final port of Rome.
from
$1,785.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,785.00
Cat: IZ
$148.75/Night
Outside
$2,145.00
Cat: VZ
$178.75/Night
Balcony
$2,505.00
Cat: TZ
$208.75/Night
Suite
$5,685.00
Cat: SS
$473.75/Night
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Riu Palace Jamaica Hotel Rating: 4 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 2025
Location(s):
Montego Bay
If you're looking for relaxation and tranquility, you'll find them at the Hotel Riu Palace Jamaica.
from
$638.33
(USD)
Per Person
More Details Contact Us
Resilient Caribbean Holidays
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Resilient Caribbean Holidays
Departing on Dec 21, 2024 on the Resilient Lady
Nights: 7
Dates: Dec 21, 2024 through Dec 28, 2024
Itinerary:
San Juan, Puerto Rico, Philipsburg, Sailing, Bridgetown, Castries, Fort-de-France, Basseterre, San Juan, Puerto Rico
What better way to celebrate Christmas than with a 7-night sailing from San Juan with no snow in sight? First, you'll stop in St. Maarten, defined by its Dutch and French cultural influence, and plentiful beaches, before heading to Barbados, St. Lucia, Martinique, and St. Kitts and Nevis.
from
$1,253.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
667191
Delta Vacations Logo
Margaritaville Beach Resort, Ambergris Caye, Belize - Exclusive kids eat free + Caribbean cocktail class for two + Free pool cabana
Dates: Nov 27, 2024 through Dec 23, 2024
Location(s):
Belize
Margaritaville Beach Resort, Ambergris Caye, Belize - Exclusive kids eat free + Caribbean cocktail class for two + Free pool cabana
More Details Contact Us
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Serenity at Coconut Bay Hotel Rating: 5 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 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
$1,875.00
(USD)
Per Person
More Details Contact Us
St Kitts Barbados Martinique More St Johns
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St. Kitts, Barbados, Martinique & More
Departing on Jan 17, 2026 on the Valiant Lady
Nights: 7
Dates: Jan 17, 2026 through Jan 24, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Basseterre, Sailing, Bridgetown, Fort-de-France, St. John's, Philipsburg, San Juan
This 7-night San Juan voyage makes its first stop in Basseterre, a tropical paradise on the island of St. Kitts that boasts stunning beaches, lush rainforests, and sparkling waterfalls waiting to be explored. Next, spend a day at sea before exploring Barbados and Martinique, followed by the epitome of luxury in St. Johns, Antigua, and finally St. Maarten before returning to San Juan.
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
$4,158.00
Cat: SS
$594.00/Night
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UNICO 20 87 Hotel Riviera Maya Hotel Rating: 5 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 2025
Location(s):
Solidaridad
Set on the stunning white beaches of Riviera Maya, UNICO 20°87° immerses guests in the culture of the region, from the locally inspired cocktails and cuisines to the art in the rooms.
from
$745.67
(USD)
Per Person
More Details Contact Us
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Ocean Riviera Paradise El Beso Hotel Rating: 4 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 2025
Location(s):
Playa Del Carmen
The Ocean Riviera Paradise El Beso is an exclusive adults-only area of the Ocean Riviera Paradise, perfect for a romantic getaway or a gathering of friends.
from
$378.00
(USD)
Per Person
More Details Contact Us
650603
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Atelier Playa Mujeres (Cancun): Exclusive guaranteed room upgrade + Resort coupons
Dates: Nov 27, 2024 through May 31, 2025
Location(s):
Cancun
Atelier Playa Mujeres (Cancun): Exclusive guaranteed room upgrade + Resort coupons
More Details Contact Us
Emerald Isles Highland Wonders Edinburgh
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Emerald Isles & Highland Wonders
Departing on Jul 08, 2026 on the Valiant Lady
Nights: 14
Dates: Jul 08, 2026 through Jul 22, 2026
Ship: Valiant Lady
Itinerary:
Portsmouth, Sailing, Cork (Cobh), Belfast, Dublin, Liverpool, Greenock, Sailing, Stornoway, Isle of Lewis, Kirkwall...
Discover the best of the beautiful and brilliant British Isles on this 14-night voyage. Departing from Portsmouth, stop in Cork, Belfast, Dublin, Liverpool, Glasgow, Stornoway, Kirkwall, Invergordon, Edinburgh, with a bonus stop in Bruges.
from
$2,941.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$2,941.00
Cat: IN
$210.07/Night
Outside
$3,431.00
Cat: VW
$245.07/Night
Balcony
$3,710.00
Cat: TL
$265.00/Night
Suite
$11,235.00
Cat: SS
$802.50/Night
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Grand Velas Los Cabos Hotel Rating: 5 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 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
$1,647.67
(USD)
Per Person
More Details Contact Us
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
$1,341.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,341.00
Cat: IZ
$149.00/Night
Outside
$1,611.00
Cat: VZ
$179.00/Night
Balcony
$1,881.00
Cat: TZ
$209.00/Night
Suite
$4,295.00
Cat: SS
$477.22/Night
Amenity Departure Dates
Portsmouth to Zebrugge
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Portsmouth to Amsterdam & Bordeaux
Departing on Sep 05, 2025 on the Scarlet Lady
Nights: 7
Dates: Sep 05, 2025 through Sep 12, 2025
Ship: Scarlet Lady
Itinerary:
Portsmouth, Amsterdam, Zeebrugge (Bruges), Sailing, Le Verdon (Bordeaux), Sailing, Portsmouth
This 7-night adventure departing from Portsmouth first docks in Amsterdam for two full days - allowing ample time for exploring the cobbled, eclectic-facade lined streets before heading to Bruges, Belgium.
from
$1,115.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,115.00
Cat: IZ
$159.29/Night
Outside
$1,325.00
Cat: VZ
$189.29/Night
Balcony
$1,535.00
Cat: TZ
$219.29/Night
Suite
$3,935.00
Cat: SS
$562.14/Night
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
$3,881.00
Cat: SS
$485.13/Night
Amenity Departure Dates
Barbados Antigua BVI More
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Barbados, Antigua, BVI & More
Departing on Jan 24, 2026 on the Valiant Lady
Nights: 7
Dates: Jan 24, 2026 through Jan 31, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Fort-de-France, St. John's, Philipsburg, San Juan
This 7-night Caribbean journey starts in San Juan, stopping for a full day in Tortola on the British Virgin Islands. After, you'll island hop between Barbados and magnetic Martinique before arriving at the epitome of a Caribbean paradise - St. Johns on the island of Antigua. Next, you'll sail to St. Maarten, a tiny island bursting with beauty, before returning to San Juan.
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
$3,912.00
Cat: SS
$558.86/Night
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Sun Palace Hotel Rating: 4 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 2025
Location(s):
Cancun
Bask in luxury at the adults-only Sun Palace ideally located in Cancun's Hotel Zone. Let the pampering begin in your lavish, amenity-rich room or suite.
from
$603.33
(USD)
Per Person
More Details Contact Us
Brilliant Lady
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Northeast Atlantic Adventure
Departing on Sep 15, 2025 on the Brilliant Lady
Nights: 8
Dates: Sep 15, 2025 through Sep 23, 2025
Itinerary:
New York City, New York, Sailing, Boston, Massachusetts, Eastport, Maine, Saint John, New Brunswick, Sailing, Halifax, Nova Scotia, Sailing, New York City, New York
This 8-night NYC round trip journey sails up the Atlantic coast, stopping in Boston where you'll discover more than just a historic tea party. The city boasts iconic museums and landmarks, plus tasty treats in its North End.
from
$1,673.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,673.00
Cat: IZ
$209.13/Night
Outside
$1,913.00
Cat: VZ
$239.13/Night
Balcony
$2,153.00
Cat: TZ
$269.13/Night
Suite
$4,473.00
Cat: SS
$559.13/Night
French Daze Ibiza Nights
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Barcelona to Cannes, Rome & More
Departing on Jun 22, 2025 on the Scarlet Lady
Nights: 7
Dates: Jun 22, 2025 through Jun 29, 2025
Ship: Scarlet Lady
Itinerary:
Barcelona, Cannes, Marina di Carrara, Civitavecchia (Rome), Sailing, Ibiza, Barcelona
Beginning in Barcelona, this 7-night Mediterranean medley first lands in one of France's most beloved cities, Cannes, before hitting Marina di Carrara and then spending a day in arguably one of the most popular cities in the world - Rome. Then, spend a day at sea building up your base tan on the way to spend two days under the sun (and the stars) in Ibiza before finally returning to Barcelona.
from
$1,536.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,536.00
Cat: IZ
$219.43/Night
Outside
$1,746.00
Cat: VZ
$249.43/Night
Balcony
$1,956.00
Cat: TZ
$279.43/Night
Suite
$4,525.00
Cat: SS
$646.43/Night
Bimini Pier
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Western Caribbean Charm
Departing on Apr 27, 2025 on the Scarlet Lady
Nights: 6
Dates: Apr 27, 2025 through May 03, 2025
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, Roatán, Costa Maya, Sailing, Beach Club at Bimini, Miami, Florida
Cruise through the Caribbean on a six-night sailing featuring a full day of unrivaled experiences in Costa Maya, Mexico, and another in Roatán, Honduras. With 2 days at sea to indulge in the good life on board, you'll also get to explore the rich history and turquoise waters of the Bahamas with a visit to the exclusive Beach Club at Bimini.
from
$895.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$895.00
Cat: IZ
$149.17/Night
Outside
$1,075.00
Cat: VZ
$179.17/Night
Balcony
$1,255.00
Cat: TZ
$209.17/Night
Suite
$2,598.00
Cat: RZ
$433.00/Night
Amenity Departure Dates
Brilliant Lady
Virgin Voyages Logo
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
$1,285.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,285.00
Cat: IZ
$98.85/Night
Outside
$1,937.00
Cat: VZ
$149.00/Night
Balcony
$1,938.00
Cat: TZ
$149.08/Night
Suite
$5,497.00
Cat: SS
$422.85/Night
Amenity Departure Dates
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Virgin Voyages Logo
Starry Nights in Greece & Croatia
Departing on May 29, 2025 on the Resilient Lady
Nights: 10
Dates: May 29, 2025 through Jun 08, 2025
Itinerary:
Piraeus, Santorini, Bodrum, Mykonos, Dubrovnik, Kotor, Corfu, Piraeus
Our 10-night sailing from Athens is the dreamiest voyage for any explorer - whether snapping photos in breathtaking Santorini, snorkeling the blue-green waters of Dubrovnik, cocktail-ladened merriment at a world-renowned beach club in Mykonos, or experiencing beguiling Bodrum.
from
$1,686.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,686.00
Cat: IZ
$168.60/Night
Outside
$1,986.00
Cat: VZ
$198.60/Night
Balcony
$2,286.00
Cat: TZ
$228.60/Night
Suite
$6,808.00
Cat: SS
$680.80/Night
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Pleasant Holidays Logo
Secrets Cap Cana Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 2025
Location(s):
Punta Cana
This gorgeous resort in Cap Cana is just steps from the sugar-sand Juanillo Beach and crystal blue waters.
from
$1,007.67
(USD)
Per Person
More Details Contact Us
Miami to Casablanca and Barcelona Map
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Transatlantic to Spain & Morocco
Departing on Apr 26, 2026 on the Scarlet Lady
Nights: 14
Dates: Apr 26, 2026 through May 10, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Gran Canaria, Sailing, Casablanca, Sailing, Valencia, Barcelona
This 14-night transatlantic odyssey departs from Miami and spends eight days of luxury at sea sailing to your first destination, Gran Canaria to take in the views of the world-renowned Canary Islands.
from
$966.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$966.00
Cat: IZ
$69.00/Night
Outside
$1,107.00
Cat: VZ
$79.07/Night
Balcony
$1,386.00
Cat: TZ
$99.00/Night
Suite
$10,253.00
Cat: SS
$732.36/Night
Bimini Pier
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Fire and Sunset Soirees
Departing on Jan 22, 2025 on the Valiant Lady
Nights: 4
Dates: Jan 22, 2025 through Jan 26, 2025
Ship: Valiant 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
$395.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$395.00
Cat: IZ
$98.75/Night
Outside
$677.00
Cat: VZ
$169.25/Night
Balcony
$597.00
Cat: TZ
$149.25/Night
Suite
$1,561.00
Cat: RZ
$390.25/Night
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The Yucatan Resort Playa Del Carmen, Tapestry Collection by Hilton Hotel Rating: 3.5 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 2025
Location(s):
Playa Del Carmen
The Yucatán Resort Playa del Carmen is a sophisticated adults-only resort located just minutes from the beach on Playa del Carmen's famed Fifth Avenue, known for its small-town charm plus high-end restaurants and luxury boutiques.
from
$410.00
(USD)
Per Person
More Details Contact Us
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Costa Mayan Caves & Honduran Waves
Departing on Mar 14, 2026 on the Resilient Lady
Nights: 6
Dates: Mar 14, 2026 through Mar 20, 2026
Itinerary:
Miami, Sailing, Costa Maya, Roatán, Cozumel (Playa del Carmen), Sailing, Miami, Florida
This 6-night Caribbean getaway departs from Miami and spends a day sailing to your first stop, Costa Maya, followed by Roatan - a tropical Honduran island featuring the second largest great barrier reef system in the world, and sprawling rainforests begging to be explored. From there, you'll sail to Cozumel before spending another day of luxury on board returning to Miami.
from
$955.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$955.00
Cat: IZ
$159.17/Night
Outside
$1,135.00
Cat: VZ
$189.17/Night
Balcony
$1,315.00
Cat: TZ
$219.17/Night
Suite
$3,322.00
Cat: SS
$553.67/Night
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Mayan Sol
Departing on Sep 07, 2025 on the Valiant Lady
Nights: 5
Dates: Sep 07, 2025 through Sep 12, 2025
Ship: Valiant Lady
Itinerary:
Miami, Sailing, Costa Maya, Sailing, Beach Club at Bimini, Miami
Sail from Miami to the shores of the Yucatán Peninsula, with a day spent at The Beach Club in Bimini, Bahamas - complete with a bonfire party under the stars. Arriving in Costa Maya, you'll have plenty of time to relax by the beach and explore the ancient ruins.
from
$745.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$846.00
Cat: VZ
$169.20/Night
Balcony
$996.00
Cat: TZ
$199.20/Night
Suite
$3,444.00
Cat: SS
$688.80/Night
Amenity Departure Dates
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
$4,275.00
Cat: SS
$610.71/Night
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
$1,396.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,396.00
Cat: IZ
$199.43/Night
Outside
$1,606.00
Cat: VZ
$229.43/Night
Balcony
$1,816.00
Cat: TZ
$259.43/Night
Suite
$3,985.00
Cat: SS
$569.29/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
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.
from
$692.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$692.00
Cat: IZ
$98.86/Night
Outside
$1,393.00
Cat: VZ
$199.00/Night
Balcony
$1,043.00
Cat: TZ
$149.00/Night
Suite
$4,555.00
Cat: SS
$650.71/Night
Resilient New Years Ahoy
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Resilient New Year's Ahoy
Departing on Dec 28, 2024 on the Resilient Lady
Nights: 7
Dates: Dec 28, 2024 through Jan 04, 2025
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Castries, St. John's, Philipsburg, San Juan
Ring in the New Year on this epic 7-night voyage from San Juan 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.
from
$1,603.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
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
$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
$3,803.00
Cat: SS
$543.29/Night
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The Big Apple to Bermuda
Departing on Apr 06, 2026 on the Valiant Lady
Nights: 5
Dates: Apr 06, 2026 through Apr 11, 2026
Ship: Valiant Lady
Itinerary:
New York City, New York, Sailing, Kings Wharf, Sailing, New York City, New York
This 5-night round trip getaway is the perfect respite of (much-needed) Vitamin Sea to restore your body, mind, and soul. From New York, bliss meets luxury (and relaxation) during your day at sea, before arriving at King's Wharf, Bermuda.
from
$895.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$895.00
Cat: IZ
$179.00/Night
Outside
$1,045.00
Cat: VZ
$209.00/Night
Balcony
$1,195.00
Cat: TZ
$239.00/Night
Suite
$2,853.00
Cat: SS
$570.60/Night
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Pleasant Holidays Logo
TRS Turquesa Hotel Hotel Rating: 4 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 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
$507.00
(USD)
Per Person
More Details Contact Us
Portsmouth to Zebrugge
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Reykjavik to Amsterdam & Portsmouth
Departing on Aug 06, 2025 on the Scarlet Lady
Nights: 11
Dates: Aug 06, 2025 through Aug 17, 2025
Ship: Scarlet Lady
Itinerary:
Reykjavik, Isafjordur, Akureyri, Sailing, Lerwick, Sailing, Amsterdam, Sailing, Portsmouth
This 11-night Icelandic getaway begins in Reykjavik, where it'll dock for two days before heading to Isafjordur and Akureyri. Next, spend two days in luxury sailing to Lerwick, Scotland, followed by one more day sailing to Amsterdam, where art, architecture and unadulterated fun reign supreme before spending one final day sailing to your final destination of Portsmouth.
from
$1,089.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,089.00
Cat: IZ
$99.00/Night
Outside
$1,856.00
Cat: VZ
$168.73/Night
Balcony
$1,640.00
Cat: TZ
$149.09/Night
Suite
$5,935.00
Cat: SS
$539.55/Night
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Pleasant Holidays Logo
Secrets The Vine Cancun Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 02, 2025 through Mar 05, 2025
Location(s):
Cancun
A location full of beauty all its own, Secrets® The Vine Cancun is situated by the Caribbean Sea and Laguna Nichupte with ocean views as far as the eye can see.
from
$696.67
(USD)
Per Person
More Details Contact Us
Valiant New Years Ahoy Image
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Scarlet New Year's Ahoy!
Departing on Dec 28, 2025 on the Scarlet Lady
Nights: 5
Dates: Dec 28, 2025 through Jan 02, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami
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
$1,459.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Inside
$1,459.00
Cat: IZ
$291.80/Night
Outside
$1,744.00
Cat: VZ
$348.80/Night
Balcony
$1,963.00
Cat: TZ
$392.60/Night
Suite
$2,945.00
Cat: RZ
$589.00/Night
Sunsets in the Lesser Antilles Image
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Sunsets in the Lesser Antilles
Departing on Jan 04, 2025 on the Resilient Lady
Nights: 7
Dates: Jan 04, 2025 through Jan 11, 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
$1,113.00
(USD)
Per Person
+ $0.00 taxes/fees
More Details Contact Us
Amenity Departure Dates