Callahan's Travel Company
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Special Interest - Adults Only

(50 offers included)
Departing on Jul 04, 2027 on the Scarlet Lady
Nights: 7
Dates: Jul 04, 2027 through Jul 11, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Santorini, Chania, Ephesus, Mykonos, Athens
Designed for our most loyal Sailors, this Specialty Cruise features curated events, performances, and behind-the-scenes access to the world of Virgin Voyages.
from
$1,253.00
(USD)
Per Person
+ $354.00 taxes/fees
Inside
$1,253.00
Cat: IZ
$179.00/Night
Outside
$1,393.00
Cat: VZ
$199.00/Night
Balcony
$1,603.00
Cat: TZ
$229.00/Night
Suite
$4,620.00
Cat: SS
$660.00/Night
Departing on Nov 06, 2027 on the Brilliant Lady
Nights: 7
Dates: Nov 06, 2027 through Nov 13, 2027
Itinerary:
Los Angeles, San Diego, Cabo San Lucas, Los Angeles
This 7-night sailing departs Los Angeles and stops in San Diego before a day at sea.
from
$693.00
(USD)
Per Person
+ $232.00 taxes/fees
Inside
$693.00
Cat: IZ
$99.00/Night
Outside
$903.00
Cat: VZ
$129.00/Night
Balcony
$1,113.00
Cat: TZ
$159.00/Night
Suite
$3,493.00
Cat: RZ
$499.00/Night
Departing on Apr 17, 2027 on the Scarlet Lady
Nights: 7
Dates: Apr 17, 2027 through Apr 24, 2027
Ship: Scarlet Lady
Itinerary:
Miami, San Juan, Puerto Plata, Bimini Islands, Miami
This 7-night Eastern Caribbean adventure departs from Miami and spends two days sailing to sunny Puerto Plata.
from
$1,043.00
(USD)
Per Person
Inside
$1,043.00
Cat: IZ
$149.00/Night
Outside
$1,323.00
Cat: VZ
$189.00/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$3,003.00
Cat: RZ
$429.00/Night
Departing on Jun 22, 2026 on the Resilient Lady
Nights: 5
Dates: Jun 22, 2026 through Jun 27, 2026
Itinerary:
Miami, Florida, Sailing, Costa Maya, Sailing, Beach Club at Bimini, Miami, Florida
Sail from Miami to the shores of the Yucatán Peninsula, with a day spent at The Beach Club in Bimini, Bahamas. Arriving in Costa Maya, you'll have plenty of time to relax by the beach and explore the ancient ruins.
from
$895.00
(USD)
Per Person
Inside
$895.00
Cat: IZ
$179.00/Night
Outside
$995.00
Cat: VZ
$199.00/Night
Balcony
$1,095.00
Cat: TZ
$219.00/Night
Departing on Dec 26, 2027 on the Scarlet Lady
Nights: 7
Dates: Dec 26, 2027 through Jan 02, 2028
Ship: Scarlet Lady
Itinerary:
San Juan, St. Maarten, Bridgetown, Fort-de-France, St. John's, St. Thomas, San Juan
Ring in the New Year on this 7-night Southern Caribbean escape as you sail from San Juan to Philipsburg, St. Maarten before a relaxing day at sea to enjoy ship life.
from
$1,673.00
(USD)
Per Person
+ $236.00 taxes/fees
Inside
$1,673.00
Cat: IZ
$239.00/Night
Outside
$1,813.00
Cat: VZ
$259.00/Night
Balcony
$2,093.00
Cat: TZ
$299.00/Night
Suite
$4,480.00
Cat: SS
$640.00/Night
Departing on Aug 27, 2026 on the Valiant Lady
Nights: 10
Dates: Aug 27, 2026 through Sep 06, 2026
Ship: Valiant Lady
Itinerary:
Portsmouth, Amsterdam, Sailing, Bergen, Lerwick, Sailing, Akureyri, Isafjordur, Reykjavik
This 10-night one-way voyage departs from Portsmouth and visits Amsterdam, Edinburgh, Invergordon, Akureyri, and Ísafjörður, before ending in Reykjavik. An overnight stay in Amsterdam gives you the opportunity to enjoy the city's legendary nightlife, before heading to Scotland where you'll get lost (in a good way) exploring Edinburgh's medieval stone architecture.
from
$1,690.00
(USD)
Per Person
Inside
$1,690.00
Cat: IZ
$169.00/Night
Outside
$2,090.00
Cat: VZ
$209.00/Night
Balcony
$2,290.00
Cat: TZ
$229.00/Night
Departing on Nov 16, 2026 on the Resilient Lady
Nights: 6
Dates: Nov 16, 2026 through Nov 22, 2026
Itinerary:
Miami, Sailing, Costa Maya, Cozumel (Playa Del Carmen), Sailing, Beach Club at Bimini, Miami, Florida
This idyllic Caribbean getaway departs from Miami and spends a day sailing to the heart of the Yucatan Peninsula, Costa Maya, Mexico, where turquoise blue lagoons and dreamy cenotes await. The next day you'll arrive in charming Cozumel before spending a day of self-care at sea headed to the oasis of relaxation that is our private Beach Club at Bimini. The next day you'll return to majestic Miami.
from
$834.00
(USD)
Per Person
Inside
$834.00
Cat: IZ
$139.00/Night
Outside
$1,014.00
Cat: VZ
$169.00/Night
Balcony
$1,134.00
Cat: TZ
$189.00/Night
Suite
$2,634.00
Cat: RZ
$439.00/Night
Departing on Oct 31, 2027 on the Scarlet Lady
Nights: 12
Dates: Oct 31, 2027 through Nov 12, 2027
Ship: Scarlet Lady
Itinerary:
Barcelona, Tangier, Lanzarote, San Juan
This 12-night Barcelona to San Juan transatlantic Halloween voyage kicks off in Spain and heads straight for the vibrant Tangier.
from
$1,260.00
(USD)
Per Person
Inside
$1,260.00
Cat: IN
$105.00/Night
Outside
$1,428.00
Cat: VZ
$119.00/Night
Balcony
$1,431.00
Cat: TL
$119.25/Night
Suite
$4,620.00
Cat: SS
$385.00/Night
Departing on Sep 19, 2027 on the Scarlet Lady
Nights: 7
Dates: Sep 19, 2027 through Sep 26, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Bodrum, Rhodes Island, Mykonos, Santorini, Athens
Sail from Athens to the most idyllic Greek Isles in the Med - like Bodrum (Turkey), Rhodes, and Santorini.
from
$1,463.00
(USD)
Per Person
+ $342.00 taxes/fees
Inside
$1,463.00
Cat: IZ
$209.00/Night
Outside
$1,603.00
Cat: VZ
$229.00/Night
Balcony
$1,813.00
Cat: TZ
$259.00/Night
Suite
$4,620.00
Cat: SS
$660.00/Night
Departing on May 30, 2027 on the Resilient Lady
Nights: 7
Dates: May 30, 2027 through Jun 06, 2027
Itinerary:
Barcelona, Nice, Toulon, Valencia, Ibiza, Barcelona
This 7-night Spanish sojourn departs from Barcelona arriving the next day in Nice, followed by Toulon and a day at sea sailing the pinnacle of Mediterranean vibes - Valencia, Spain.
from
$1,183.00
(USD)
Per Person
Inside
$1,183.00
Cat: IZ
$169.00/Night
Outside
$1,533.00
Cat: VZ
$219.00/Night
Balcony
$1,674.00
Cat: TL
$239.14/Night
Suite
$4,200.00
Cat: SS
$600.00/Night
Departing on Jan 13, 2028 on the Valiant Lady
Nights: 4
Dates: Jan 13, 2028 through Jan 17, 2028
Ship: Valiant Lady
Itinerary:
Miami, Nassau, Bimini Islands, Miami
This 4-night getaway departs from majestic Miami sailing to the white sandy beaches of Nassau, the heart of the Bahamas.
from
$476.00
(USD)
Per Person
+ $193.00 taxes/fees
Inside
$476.00
Cat: IZ
$119.00/Night
Outside
$596.00
Cat: VZ
$149.00/Night
Balcony
$756.00
Cat: TZ
$189.00/Night
Suite
$2,400.00
Cat: SS
$600.00/Night
Departing on Jan 15, 2028 on the Scarlet Lady
Nights: 7
Dates: Jan 15, 2028 through Jan 22, 2028
Ship: Scarlet Lady
Itinerary:
San Juan, St. Maarten, Barbados, Martinique, Antigua, Tortola Island, San Juan
This 7-night San Juan sojourn makes its first stop in Philipsburg, St. Maarten - a quaint island oasis offering white sand beaches, an eclectic foodie scene and endless places to reconnect with nature.
from
$763.00
(USD)
Per Person
Inside
$763.00
Cat: IZ
$109.00/Night
Outside
$903.00
Cat: VZ
$129.00/Night
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,850.00
Cat: SS
$550.00/Night
Departing on Sep 27, 2026 on the Valiant Lady
Nights: 5
Dates: Sep 27, 2026 through Oct 02, 2026
Ship: Valiant Lady
Itinerary:
New York City, Bermuda, New York City
This 5-night round trip getaway is the perfect respite of (much-needed) Vitamin Sea to restore your body, mind, and soul.
from
$894.00
(USD)
Per Person
Outside
$894.00
Cat: VW
$178.80/Night
Balcony
$894.00
Cat: TL
$178.80/Night
Suite
$2,645.00
Cat: RZ
$529.00/Night
Departing on Dec 06, 2027 on the Valiant Lady
Nights: 5
Dates: Dec 06, 2027 through Dec 11, 2027
Ship: Valiant Lady
Itinerary:
Miami, George Town, Bimini Islands, Miami
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
$595.00
(USD)
Per Person
+ $205.00 taxes/fees
Inside
$595.00
Cat: IZ
$119.00/Night
Outside
$745.00
Cat: VZ
$149.00/Night
Balcony
$945.00
Cat: TZ
$189.00/Night
Suite
$3,000.00
Cat: SS
$600.00/Night
Departing on Jul 11, 2026 on the Valiant Lady
Nights: 8
Dates: Jul 11, 2026 through Jul 19, 2026
Ship: Valiant Lady
Itinerary:
Barcelona, Provence, Nice, Rome, Salerno, Catania, Palermo, Sicily, Barcelona
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
$1,647.00
(USD)
Per Person
Inside
$1,647.00
Cat: IN
$205.88/Night
Outside
$1,832.00
Cat: VZ
$229.00/Night
Balcony
$2,232.00
Cat: TZ
$279.00/Night
Suite
$4,472.00
Cat: RZ
$559.00/Night
Departing on Oct 02, 2026 on the Valiant Lady
Nights: 5
Dates: Oct 02, 2026 through Oct 07, 2026
Ship: Valiant Lady
Itinerary:
New York City, Bermuda, New York City
Stuff at Sea is a 5-night escape from NYC to Bermuda, with onboard programming from the Stuff show universe to complement the pink sand beaches.
from
$1,013.00
(USD)
Per Person
Outside
$1,013.00
Cat: VW
$202.60/Night
Balcony
$1,013.00
Cat: TL
$202.60/Night
Suite
$2,301.00
Cat: RZ
$460.20/Night
Departing on Aug 29, 2027 on the Scarlet Lady
Nights: 9
Dates: Aug 29, 2027 through Sep 07, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Bodrum, Santorini, Mykonos, Valleta, Catania, Salerno, Rome
On this incredible 9-night sailing, you'll leave from Athens and unwind with a day at sea before experiencing Bodrum's coastal buzz and Santorini's iconic sunsets.
from
$1,813.00
(USD)
Per Person
Inside
$1,813.00
Cat: IN
$201.44/Night
Outside
$1,971.00
Cat: VZ
$219.00/Night
Balcony
$2,151.00
Cat: TZ
$239.00/Night
Suite
$6,075.00
Cat: SS
$675.00/Night
Departing on Sep 19, 2026 on the Valiant Lady
Nights: 8
Dates: Sep 19, 2026 through Sep 27, 2026
Ship: Valiant Lady
Itinerary:
New York City, Boston, Portland, Saint John, Halifax, New York City
Embark on an 8-night Atlantic adventure from the heart of NY. Start with a day of onboard self-care before diving into Boston’s rich history.
from
$1,432.00
(USD)
Per Person
Inside
$1,432.00
Cat: IZ
$179.00/Night
Outside
$1,752.00
Cat: VZ
$219.00/Night
Balcony
$1,912.00
Cat: TZ
$239.00/Night
Departing on Nov 25, 2026 on the Brilliant Lady
Nights: 5
Dates: Nov 25, 2026 through Nov 30, 2026
Itinerary:
Miami, Grand Turk, Bimini Islands, Miami
Grand Turk & Bimini Beach Club sails to the snow-white shores of the Grand Turk for plenty of time to lay by the beach and explore the city streets.
from
$1,103.00
(USD)
Per Person
Outside
$1,103.00
Cat: VW
$220.60/Night
Balcony
$1,198.00
Cat: TR
$239.60/Night
Suite
$2,550.00
Cat: SS
$510.00/Night
Departing on Feb 12, 2028 on the Resilient Lady
Nights: 8
Dates: Feb 12, 2028 through Feb 20, 2028
Itinerary:
Miami, Grand Turk, Samana, Puerto Plata, Nassau, Bimini Islands, Miami
This 8-night Caribbean voyage departs from Miami and sets sail toward the crystal-clear waters of Grand Turk.
from
$1,032.00
(USD)
Per Person
Inside
$1,032.00
Cat: IZ
$129.00/Night
Outside
$1,272.00
Cat: VZ
$159.00/Night
Balcony
$1,432.00
Cat: TZ
$179.00/Night
Suite
$3,920.00
Cat: SS
$490.00/Night
Departing on Feb 11, 2027 on the Scarlet Lady
Nights: 4
Dates: Feb 11, 2027 through Feb 15, 2027
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Key West, Florida, Sailing, Beach Club at Bimini, Miami, Florida
This 4-night Key West & Bimini: Valentine's Voyage departs from Miami and spends a day at sea sailing to the southernmost point in the continental United States, Key West. After enjoying a day immersed in the uniquely relaxing Key West culture you'll spend a day at sea before awaking in Bimini to spend the day at our private Beach Club or to explore before returning to Miami the next morning.
from
$906.00
(USD)
Per Person
Outside
$906.00
Cat: VW
$226.50/Night
Balcony
$906.00
Cat: TL
$226.50/Night
Suite
$2,100.00
Cat: SS
$525.00/Night
Departing on Jun 03, 2027 on the Brilliant Lady
Nights: 7
Dates: Jun 03, 2027 through Jun 10, 2027
Itinerary:
Seattle, Ketchikan, Sitka, Prince Rupert, Seattle
This 7-night adventure leaves from Seattle with a sea day to settle in before diving into Ketchikan's colorful energy and Sitka's coastal cool.
from
$833.00
(USD)
Per Person
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$1,113.00
Cat: VZ
$159.00/Night
Balcony
$1,464.00
Cat: TZ
$209.14/Night
Suite
$4,263.00
Cat: RZ
$609.00/Night
Departing on Jun 27, 2027 on the Resilient Lady
Nights: 7
Dates: Jun 27, 2027 through Jul 04, 2027
Itinerary:
Barcelona, Cannes, Toulon, Valencia, Ibiza, Barcelona
This 7-night sojourn departs from Barcelona and arrives first to the picturesque Mediterranean gem of Cannes, where you can spend the day basking on brilliant beaches, strolling the famous La Croisette promenade or taking in the glamour of it all.
from
$1,253.00
(USD)
Per Person
Inside
$1,253.00
Cat: IZ
$179.00/Night
Outside
$1,533.00
Cat: VZ
$219.00/Night
Balcony
$1,603.00
Cat: TZ
$229.00/Night
Suite
$4,200.00
Cat: SS
$600.00/Night
Departing on Jan 29, 2028 on the Scarlet Lady
Nights: 7
Dates: Jan 29, 2028 through Feb 05, 2028
Ship: Scarlet Lady
Itinerary:
San Juan, Philipsburg, Barbados, St. Lucia, Antigua, Tortola Island, San Juan
This 7-night voyage from San Juan sails to some of the Caribbean's most stunning islands, including Barbados, St. Lucia, and Tortola.
from
$763.00
(USD)
Per Person
+ $275.00 taxes/fees
Inside
$763.00
Cat: IZ
$109.00/Night
Outside
$903.00
Cat: VZ
$129.00/Night
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,850.00
Cat: SS
$550.00/Night
Departing on Aug 08, 2027 on the Resilient Lady
Nights: 9
Dates: Aug 08, 2027 through Aug 17, 2027
Itinerary:
Barcelona, Cannes, Tuscany, Salerno, Sicily, Malta, Rome
Departing from Barcelona, sail a day to elegant Cannes, followed by La Spezia - the gateway to the Italian countryside.
from
$2,406.00
(USD)
Per Person
Inside
$2,406.00
Cat: IN
$267.33/Night
Outside
$2,877.00
Cat: VW
$319.67/Night
Balcony
$2,877.00
Cat: TL
$319.67/Night
Departing on Sep 11, 2026 on the Brilliant Lady
Nights: 8
Dates: Sep 11, 2026 through Sep 19, 2026
Itinerary:
Vancouver, Canada, Astoria, Oregon, Sailing, San Francisco, Sailing, Santa Barbara, Catalina Island, California, San Diego, Los Angeles, California
This 8-night voyage departs from Vancouver, British Columbia and docks the next day in Astoria, Oregon - home to a rich history and even richer panoramic views. Then spend a day sailing to San Francisco followed by one more sailing to Santa Barbara, an oasis of outdoor fun. Next, you'll dock in Catalina Island followed by San Diego before arriving at your final destination, Los Angeles.
from
$791.00
(USD)
Per Person
Inside
$791.00
Cat: IZ
$98.88/Night
Outside
$873.00
Cat: VZ
$109.13/Night
Balcony
$1,033.00
Cat: TZ
$129.13/Night
Suite
$3,352.00
Cat: RZ
$419.00/Night
Departing on Jul 18, 2027 on the Resilient Lady
Nights: 10
Dates: Jul 18, 2027 through Jul 28, 2027
Itinerary:
Barcelona, Cannes, Ajaccio Corsica, Rome, Salerno, Catania, Valleta, Palma de Mallorca, Barcelona
Depart from Barcelona and spend a day onboard headed to Cannes followed by Ajaccio. Then discover the ruins & relics of Rome followed by the pastel-peppered coastline of Amalfi before exploring Catania on Sicily's shores & stepping back in time to the 16th century in Valletta, Malta, followed by sailing a day to the turquoise, crystalline waters of Palma de Mallorca before returning to Barcelona.
from
$1,914.00
(USD)
Per Person
Inside
$1,914.00
Cat: IN
$191.40/Night
Outside
$1,990.00
Cat: VZ
$199.00/Night
Balcony
$2,190.00
Cat: TZ
$219.00/Night
Suite
$6,450.00
Cat: SS
$645.00/Night
Departing on Jan 09, 2028 on the Resilient Lady
Nights: 7
Dates: Jan 09, 2028 through Jan 16, 2028
Itinerary:
Miami, Key West, Ocho Rios, George Town, Bimini Islands, Miami
This 7-night voyage departs from Miami, beginning with the laid-back charm of Key West before a relaxing day at sea leads you to the lush beauty of Ocho Rios and the turquoise waters of George Town.
from
$833.00
(USD)
Per Person
+ $260.00 taxes/fees
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$1,043.00
Cat: VZ
$149.00/Night
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,500.00
Cat: SS
$500.00/Night
Departing on Dec 20, 2027 on the Valiant Lady
Nights: 7
Dates: Dec 20, 2027 through Dec 27, 2027
Ship: Valiant Lady
Itinerary:
Miami, George Town, Ocho Rios, Bimini Islands, Miami
This 7-night Western Caribbean & Bimini Holiday sailing departs Miami with a day at sea before stopping in George Town and Ocho Rios.
from
$1,113.00
(USD)
Per Person
+ $229.00 taxes/fees
Inside
$1,113.00
Cat: IZ
$159.00/Night
Outside
$1,323.00
Cat: VZ
$189.00/Night
Balcony
$1,533.00
Cat: TZ
$219.00/Night
Suite
$3,850.00
Cat: SS
$550.00/Night
Departing on Jul 04, 2026 on the Valiant Lady
Nights: 7
Dates: Jul 04, 2026 through Jul 11, 2026
Ship: Valiant Lady
Itinerary:
Barcelona, Rome, Livorno, Cannes, Ibiza, Barcelona
From Barcelona, you'll spend a day sailing to the ruins and relics of Rome, followed by Livorno - the gateway to Tuscany, where you'll be able to explore the cobblestone streets of Florence and lean against the famous tower of Pisa, followed by a day of glamorous sightseeing in Cannes. Finally, arrive in Ibiza for two days (and nights) of fun under the sun (& stars) before returning to Barcelona.
from
$1,043.00
(USD)
Per Person
Inside
$1,043.00
Cat: IZ
$149.00/Night
Outside
$1,253.00
Cat: VZ
$179.00/Night
Balcony
$1,463.00
Cat: TZ
$209.00/Night
Suite
$3,325.00
Cat: SS
$475.00/Night
Departing on May 02, 2027 on the Brilliant Lady
Nights: 9
Dates: May 02, 2027 through May 11, 2027
Itinerary:
Los Angeles, San Diego, San Francisco, Astoria, Victoria, Vancouver
This 9-night voyage sails from Los Angeles to sunny San Diego before a day at sea leads you to San Francisco to explore iconic sights like the Golden Gate and Fisherman's Wharf.
from
$892.00
(USD)
Per Person
Inside
$892.00
Cat: IZ
$99.11/Night
Outside
$1,081.00
Cat: VZ
$120.11/Night
Balcony
$1,341.00
Cat: TZ
$149.00/Night
Suite
$4,221.00
Cat: RZ
$469.00/Night
Departing on Dec 30, 2027 on the Valiant Lady
Nights: 4
Dates: Dec 30, 2027 through Jan 03, 2028
Ship: Valiant Lady
Itinerary:
Miami, Key West, Bimini Islands, Miami
This New Year's getaway departs from Miami, with your first stop in vibrant Key West.
from
$956.00
(USD)
Per Person
+ $206.00 taxes/fees
Inside
$956.00
Cat: IZ
$239.00/Night
Outside
$1,076.00
Cat: VZ
$269.00/Night
Balcony
$1,236.00
Cat: TZ
$309.00/Night
Suite
$2,900.00
Cat: SS
$725.00/Night
Departing on Dec 26, 2026 on the Valiant Lady
Nights: 7
Dates: Dec 26, 2026 through Jan 02, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, St. Maarten, Basseterre, Castries, Bridgetown, Sailing, St. Croix, San Juan
This 7-night sunny adventure departs from San Juan before docking the next day in Phillipsburg, St. Maarten followed by Basseterre, St. Kitts - home to some of the world's best beaches and dreamiest vacay-vibes. The next day you'll hit Castries, St. Lucia before Bridgetown, Barbados. Then spend a day relaxing on board headed to Frederiksted, St. Croix before returning to San Juan.
from
$1,837.00
(USD)
Per Person
Inside
$1,837.00
Cat: IN
$262.43/Night
Outside
$1,953.00
Cat: VZ
$279.00/Night
Balcony
$2,233.00
Cat: TZ
$319.00/Night
Suite
$4,823.00
Cat: RZ
$689.00/Night
Departing on Apr 10, 2027 on the Valiant Lady
Nights: 5
Dates: Apr 10, 2027 through Apr 15, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Grand Turk, Bimini Islands, Miami
This 5-night escape begins in San Juan, before a day of sailing sets the tone for relaxation.
from
$677.00
(USD)
Per Person
Inside
$677.00
Cat: IN
$135.40/Night
Outside
$745.00
Cat: VZ
$149.00/Night
Balcony
$900.00
Cat: TZ
$180.00/Night
Suite
$2,500.00
Cat: SS
$500.00/Night
Departing on Dec 26, 2026 on the Scarlet Lady
Nights: 4
Dates: Dec 26, 2026 through Dec 30, 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
$732.00
(USD)
Per Person
Inside
$732.00
Cat: IN
$183.00/Night
Outside
$960.00
Cat: VW
$240.00/Night
Balcony
$960.00
Cat: TL
$240.00/Night
Suite
$2,100.00
Cat: SS
$525.00/Night
Departing on Jan 24, 2028 on the Brilliant Lady
Nights: 10
Dates: Jan 24, 2028 through Feb 03, 2028
Itinerary:
Miami, Puerto Plata, San Juan, St. Croix, St. Thomas, St. Kitts, St. Maarten, Miami
This 10-night sailing departs Miami with a day at sea before stopping in Puerto Plata, San Juan, St. Croix, St. Thomas, St. Kitts, and St. Maarten.
from
$1,290.00
(USD)
Per Person
Inside
$1,290.00
Cat: IZ
$129.00/Night
Outside
$1,490.00
Cat: VZ
$149.00/Night
Balcony
$1,790.00
Cat: TZ
$179.00/Night
Suite
$4,950.00
Cat: SS
$495.00/Night
Departing on Sep 27, 2026 on the Scarlet Lady
Nights: 7
Dates: Sep 27, 2026 through Oct 04, 2026
Ship: Scarlet Lady
Itinerary:
Athens, Chania, Bodrum, Santorini, Mykonos, Athens
Sail from Athens to the most idyllic Greek Isles in the Med - like Chania, Bodrum (Turkey), and Santorini.
from
$1,603.00
(USD)
Per Person
Inside
$1,603.00
Cat: IZ
$229.00/Night
Outside
$1,883.00
Cat: VZ
$269.00/Night
Balcony
$2,023.00
Cat: TZ
$289.00/Night
Suite
$3,773.00
Cat: RZ
$539.00/Night
Departing on Jul 20, 2026 on the Resilient Lady
Nights: 5
Dates: Jul 20, 2026 through Jul 25, 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
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$945.00
Cat: VZ
$189.00/Night
Balcony
$995.00
Cat: TZ
$199.00/Night
Suite
$2,345.00
Cat: RZ
$469.00/Night
Departing on Feb 14, 2027 on the Resilient Lady
Nights: 7
Dates: Feb 14, 2027 through Feb 21, 2027
Itinerary:
Miami, Freeport, Progreso, Bimini Islands, Miami
Join us for our first-ever, fleet-wide meet up at sea. This once-in-a-shiptime 7-night sailing on Resilient Lady departs Miami and stops in Freeport, Bahamas before our epic Rendezvous Day with exclusive events and moments on the water.
from
$1,183.00
(USD)
Per Person
Inside
$1,183.00
Cat: IZ
$169.00/Night
Outside
$1,323.00
Cat: VZ
$189.00/Night
Balcony
$1,533.00
Cat: TZ
$219.00/Night
Suite
$7,875.00
Cat: SG
$1,125.00/Night
Departing on Sep 20, 2026 on the Scarlet Lady
Nights: 7
Dates: Sep 20, 2026 through Sep 27, 2026
Ship: Scarlet Lady
Itinerary:
Athens, Santorini, Rhodes Island, Bodrum, Mykonos, Athens
Sail from Athens to the most idyllic Greek Isles in the Med - like Santorini, Rhodes, and Bodrum (Turkey).
from
$1,743.00
(USD)
Per Person
Inside
$1,743.00
Cat: IZ
$249.00/Night
Outside
$2,023.00
Cat: VZ
$289.00/Night
Balcony
$2,303.00
Cat: TZ
$329.00/Night
Suite
$3,913.00
Cat: RZ
$559.00/Night
Departing on Sep 02, 2027 on the Brilliant Lady
Nights: 8
Dates: Sep 02, 2027 through Sep 10, 2027
Itinerary:
Seattle, Sitka, Icy Strait, Skagway, Ketchikan, Vancouver
This 8-night odyssey departs from Seattle and spends a day sailing to the lush landscapes of Sitka, Icy Strait Point and Skagway, Alaska accordingly.
from
$1,032.00
(USD)
Per Person
Inside
$1,032.00
Cat: IZ
$129.00/Night
Outside
$1,272.00
Cat: VZ
$159.00/Night
Balcony
$1,673.00
Cat: TZ
$209.13/Night
Suite
$4,552.00
Cat: RZ
$569.00/Night
Departing on Jan 02, 2028 on the Resilient Lady
Nights: 7
Dates: Jan 02, 2028 through Jan 09, 2028
Itinerary:
Miami, San Juan, Puerto Plata, Bimini Islands, Miami
This sunny sojourn departs Miami and provides two days of onboard luxury before arriving in the heart of the Greater Antilles, San Juan, Puerto Rico, where you'll experience bountiful beaches and electric city vibes.
from
$833.00
(USD)
Per Person
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$1,043.00
Cat: VZ
$149.00/Night
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,500.00
Cat: SS
$500.00/Night
Departing on Aug 31, 2026 on the Resilient Lady
Nights: 5
Dates: Aug 31, 2026 through Sep 05, 2026
Itinerary:
Miami, Sailing, Puerto Plata, Sailing, Beach Club at Bimini, Miami
Dominican Daze sails to the snow-white shores of the Dominican Republic from Miami, for plenty of time to lay by the beach and explore the city streets. Add a full day and night spent at the exclusive Beach Club in Bimini, Bahamas.
from
$645.00
(USD)
Per Person
Inside
$645.00
Cat: IZ
$129.00/Night
Outside
$745.00
Cat: VZ
$149.00/Night
Balcony
$945.00
Cat: TZ
$189.00/Night
Suite
$2,145.00
Cat: RZ
$429.00/Night
Departing on Oct 30, 2027 on the Brilliant Lady
Nights: 7
Dates: Oct 30, 2027 through Nov 06, 2027
Itinerary:
Los Angeles, San Diego, Ensenada, Cabo San Lucas, Los Angeles
This 7-night specialty sailing departs Los Angeles and stops in San Diego and Ensenada before a day at sea.
from
$764.00
(USD)
Per Person
Inside
$764.00
Cat: IZ
$109.14/Night
Outside
$974.00
Cat: VZ
$139.14/Night
Balcony
$1,184.00
Cat: TZ
$169.14/Night
Suite
$3,493.00
Cat: RZ
$499.00/Night
Departing on Jun 16, 2027 on the Resilient Lady
Nights: 11
Dates: Jun 16, 2027 through Jun 27, 2027
Itinerary:
Athens, Mykonos, Kotor, Sicily, Salerno, Tuscany, Cannes, Marseille, Barcelona
This 11-night journey departs from Athens arriving first in Mykonos followed by a day sailing to Montenegro, then to Catania on Sicily's rugged coastlines.
from
$2,079.00
(USD)
Per Person
Inside
$2,079.00
Cat: IZ
$189.00/Night
Outside
$2,629.00
Cat: VZ
$239.00/Night
Balcony
$2,629.00
Cat: TZ
$239.00/Night
Suite
$6,545.00
Cat: SS
$595.00/Night
Departing on May 23, 2027 on the Resilient Lady
Nights: 7
Dates: May 23, 2027 through May 30, 2027
Itinerary:
Barcelona, Marseille, Cannes, Livorno, Valencia, Palma de Mallorca, Barcelona
Depart from beautiful Barcelona and arrive the following day to the winding cobblestone streets, towering palaces and old-world charm of Marseille.
from
$1,323.00
(USD)
Per Person
Inside
$1,323.00
Cat: IZ
$189.00/Night
Outside
$1,673.00
Cat: VZ
$239.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$4,200.00
Cat: SS
$600.00/Night
Departing on Oct 04, 2026 on the Scarlet Lady
Nights: 7
Dates: Oct 04, 2026 through Oct 11, 2026
Ship: Scarlet Lady
Itinerary:
Athens, Mykonos, Catania, Salerno, Rome, Barcelona
This 7-night voyage departs Athens arriving the next day in mystical Mykonos, followed by a day at sea headed to Catania, where you can explore the Baroque architecture of its UNESCO-World Heritage Site city center and soak up the sun on the beaches of Taormina.
from
$2,607.00
(USD)
Per Person
Outside
$2,607.00
Cat: VW
$372.43/Night
Balcony
$2,607.00
Cat: TL
$372.43/Night
Suite
$7,805.00
Cat: SP
$1,115.00/Night
Departing on Aug 02, 2026 on the Scarlet Lady
Nights: 8
Dates: Aug 02, 2026 through Aug 10, 2026
Ship: Scarlet Lady
Itinerary:
Barcelona, Palma de Mallorca, Marseille, Cannes, Ajaccio Corsica, La Spezia, Barcelona
This 8-night roundtrip sojourn sails from Barcelona and arrives the following day in sun soaked Mallorca. Then spend a day sailing to Marseilles, along the prolific French Riviera before docking in every seasoned sailor (and celebrity)'s favorite vacation destination, Cannes, followed by Ajaccio, then La Spezia. Finally, we'll spend a day of luxury on board returning to beautiful Barcelona.
from
$1,432.00
(USD)
Per Person
Inside
$1,432.00
Cat: IZ
$179.00/Night
Outside
$1,672.00
Cat: VZ
$209.00/Night
Balcony
$1,912.00
Cat: TZ
$239.00/Night
Suite
$3,192.00
Cat: RZ
$399.00/Night
Departing on Jan 09, 2027 on the Valiant Lady
Nights: 7
Dates: Jan 09, 2027 through Jan 16, 2027
Ship: Valiant Lady
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
$973.00
(USD)
Per Person
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
$3,983.00
Cat: RZ
$569.00/Night
Departing on Jan 24, 2027 on the Resilient Lady
Nights: 6
Dates: Jan 24, 2027 through Jan 30, 2027
Itinerary:
Miami, Key West, Grand Turk, Puerto Plata, Miami
This 6-night voyage departs from Miami, beginning with the colorful charm of Key West before a leisurely day at sea leads you to the turquoise shores of Grand Turk.
from
$834.00
(USD)
Per Person
Inside
$834.00
Cat: IZ
$139.00/Night
Outside
$1,014.00
Cat: VZ
$169.00/Night
Balcony
$1,134.00
Cat: TZ
$189.00/Night
Suite
$2,910.00
Cat: RZ
$485.00/Night