Castaway Cay Vacations
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Special Interest - Adults Only

(50 offers included)
Hotel Villa Paola 5 Star Hotel
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
Tropea
Perched on a scenic hillside overlooking the crystalline waters of the Tyrrhenian Sea, Hotel Villa Paola is an elegant and intimate retreat just minutes from Tropea's historic center. Housed in a beautifully restored 16th-century convent, this refined boutique hotel combines timeless architecture with contemporary luxury. Guests are welcomed into lush gardens, a panoramic infinity pool, and sophisticated spaces designed for pure relaxation.
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
$1,049.00
(USD)
Per Person
Inside
$1,049.00
Cat: IN
$149.86/Night
Outside
$1,113.00
Cat: VZ
$159.00/Night
Balcony
$1,463.00
Cat: TZ
$209.00/Night
Suite
$4,263.00
Cat: RZ
$609.00/Night
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
Torgiano
Perched atop a hill overlooking Assisi and Perugia, Borgobrufa Spa Resort offers an unparalleled retreat in the verdant heart of Umbria. The resort embodies sublime tranquility, comfort, and wellness, with panoramic vistas stretching from vineyard-dotted hills to the historic cities of Assisi, Perugia, and beyond.
Departing on Feb 06, 2027 on the Valiant Lady
Nights: 7
Dates: Feb 06, 2027 through Feb 13, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Oranjestad, Willemstad, Sailing, St. John's, Philipsburg, San Juan
This 7-night San Juan sojourn spends a day of self-care on board headed to its first stop, Oranjestad, Aruba before soaking up the sun in Curaçao. From there you'll spend a day sailing to St. Johns, Antigua - the epitome of a luxe paradise vacation, this island respite is quick to become a favorite.
from
$1,043.00
(USD)
Per Person
Inside
$1,043.00
Cat: IZ
$149.00/Night
Outside
$1,113.00
Cat: VZ
$159.00/Night
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,423.00
Cat: RZ
$489.00/Night
Departing on Jan 22, 2028 on the Scarlet Lady
Nights: 7
Dates: Jan 22, 2028 through Jan 29, 2028
Ship: Scarlet Lady
Itinerary:
San Juan, St. Maarten, Antigua, St. Lucia, Aruba, San Juan
This 7-night Southern Caribbean escape sails from San Juan to Philipsburg, St. Maarten and St. Johns, Antigua before calling on the lush beauty of Castries, St. Lucia.
from
$763.00
(USD)
Per Person
Inside
$763.00
Cat: IZ
$109.00/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,323.00
Cat: TZ
$189.00/Night
Suite
$3,725.00
Cat: SS
$532.14/Night
Departing on Dec 10, 2026 on the Brilliant Lady
Nights: 4
Dates: Dec 10, 2026 through Dec 14, 2026
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
$516.00
(USD)
Per Person
Inside
$556.00
Cat: IZ
$139.00/Night
Outside
$516.00
Cat: VZ
$129.00/Night
Balcony
$636.00
Cat: TZ
$159.00/Night
Suite
$1,756.00
Cat: RZ
$439.00/Night
Departing on Jan 20, 2028 on the Brilliant Lady
Nights: 4
Dates: Jan 20, 2028 through Jan 24, 2028
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
$516.00
(USD)
Per Person
Inside
$516.00
Cat: IZ
$129.00/Night
Outside
$636.00
Cat: VZ
$159.00/Night
Balcony
$756.00
Cat: TZ
$189.00/Night
Suite
$2,400.00
Cat: SS
$600.00/Night
Departing on Jan 22, 2028 on the Valiant Lady
Nights: 5
Dates: Jan 22, 2028 through Jan 27, 2028
Ship: Valiant Lady
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.
from
$595.00
(USD)
Per Person
+ $199.00 taxes/fees
Inside
$595.00
Cat: IZ
$119.00/Night
Outside
$845.00
Cat: VZ
$169.00/Night
Balcony
$945.00
Cat: TZ
$189.00/Night
Suite
$3,000.00
Cat: SS
$600.00/Night
Departing on Nov 30, 2026 on the Brilliant Lady
Nights: 10
Dates: Nov 30, 2026 through Dec 10, 2026
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, St. Croix, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
Sail two days from Miami to the stunning beaches and immaculate vibes of Philipsburg, St. Maarten, followed by the enchanting rainforests and impressive wildlife of Tortola, British Virgin Islands. Awake the next day in St. Croix followed by San Juan and then the silver coasts of Puerto Plata, Dominican Republic. Sail another day to the brilliant Beach Club at Bimini before returning to Miami.
from
$990.00
(USD)
Per Person
Inside
$990.00
Cat: IZ
$99.00/Night
Outside
$1,090.00
Cat: VZ
$109.00/Night
Balcony
$1,190.00
Cat: TZ
$119.00/Night
Suite
$3,990.00
Cat: RZ
$399.00/Night
Departing on Oct 12, 2026 on the Resilient Lady
Nights: 5
Dates: Oct 12, 2026 through Oct 17, 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
$495.00
(USD)
Per Person
Inside
$495.00
Cat: IZ
$99.00/Night
Outside
$545.00
Cat: VZ
$109.00/Night
Balcony
$595.00
Cat: TZ
$119.00/Night
Suite
$2,245.00
Cat: RZ
$449.00/Night
Departing on Jan 03, 2027 on the Resilient Lady
Nights: 7
Dates: Jan 03, 2027 through Jan 10, 2027
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
$695.00
(USD)
Per Person
Inside
$695.00
Cat: IZ
$99.29/Night
Outside
$765.00
Cat: VZ
$109.29/Night
Balcony
$835.00
Cat: TZ
$119.29/Night
Suite
$2,863.00
Cat: RZ
$409.00/Night
Departing on Mar 06, 2027 on the Valiant Lady
Nights: 7
Dates: Mar 06, 2027 through Mar 13, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Castries, St. John's, Philipsburg, St. Maarten, 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. You'll also visit St. John's, Antigua - a dream destination for paradise seekers - and Philipsburg, St. Maarten. Though spanning just four city streets, each less than a mile long, Philipsburg perfectly captures the charm of a "small town with a big-city vibe."
from
$1,043.00
(USD)
Per Person
Inside
$1,043.00
Cat: IZ
$149.00/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,983.00
Cat: RZ
$569.00/Night
Departing on Oct 24, 2026 on the Brilliant Lady
Nights: 5
Dates: Oct 24, 2026 through Oct 29, 2026
Itinerary:
Los Angeles, Catalina Island, San Diego, Ensenada, Los Angeles
This spooky season, set sail on a 5-night West Coast getaway that departs from Los Angeles and docks the next day in Catalina Island.
from
$495.00
(USD)
Per Person
Inside
$495.00
Cat: IZ
$99.00/Night
Outside
$545.00
Cat: VZ
$109.00/Night
Balcony
$595.00
Cat: TZ
$119.00/Night
Suite
$2,295.00
Cat: RZ
$459.00/Night
Departing on Feb 17, 2028 on the Brilliant Lady
Nights: 4
Dates: Feb 17, 2028 through Feb 21, 2028
Itinerary:
Miami, Freeport, Bimini Islands, Miami
This 4-night escape departs Miami for Freeport, Bahamas, where colorful markets and local flavors make for a lively day ashore.
from
$516.00
(USD)
Per Person
+ $208.00 taxes/fees
Inside
$516.00
Cat: IZ
$129.00/Night
Outside
$636.00
Cat: VZ
$159.00/Night
Balcony
$756.00
Cat: TZ
$189.00/Night
Suite
$2,400.00
Cat: SS
$600.00/Night
Matachica Resort 5 Star Hotel
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
Ambergris Caye
Matachica Resort & Spa is an intimate adults-only retreat nestled near Belize's second-largest barrier reef on Ambergris Caye, where sustainable design and understated luxury come together in perfect harmony. The resort's 32 vibrant casitas and villas are each thoughtfully appointed with private patios and hammocks, creating a sense of seclusion and tranquility that sets Matachica apart from larger, more conventional properties.
Departing on Jan 23, 2028 on the Resilient Lady
Nights: 6
Dates: Jan 23, 2028 through Jan 29, 2028
Itinerary:
Miami, Ocho Rios, George Town, Bimini Islands, Miami
This 6-night Western Caribbean adventure sets sail from Miami and spends one day at sea on your way to a nature lover's haven: Ocho Rios, Jamaica.
from
$714.00
(USD)
Per Person
Inside
$714.00
Cat: IZ
$119.00/Night
Outside
$954.00
Cat: VZ
$159.00/Night
Balcony
$1,134.00
Cat: TZ
$189.00/Night
Suite
$2,875.00
Cat: SS
$479.17/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
$1,393.00
Cat: VZ
$199.00/Night
Balcony
$1,603.00
Cat: TZ
$229.00/Night
Suite
$3,725.00
Cat: SS
$532.14/Night
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
$795.00
(USD)
Per Person
Inside
$895.00
Cat: IZ
$179.00/Night
Outside
$795.00
Cat: VZ
$159.00/Night
Balcony
$995.00
Cat: TZ
$199.00/Night
Suite
$2,395.00
Cat: RZ
$479.00/Night
Departing on Nov 27, 2027 on the Valiant Lady
Nights: 5
Dates: Nov 27, 2027 through Dec 02, 2027
Ship: Valiant Lady
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
$645.00
(USD)
Per Person
Inside
$645.00
Cat: IZ
$129.00/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$995.00
Cat: TZ
$199.00/Night
Suite
$3,000.00
Cat: SS
$600.00/Night
Departing on Sep 19, 2026 on the Brilliant Lady
Nights: 7
Dates: Sep 19, 2026 through Sep 26, 2026
Itinerary:
Los Angeles, Cabo San Lucas, Mazatlan, Puerto Vallarta, Los Angeles
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
$693.00
(USD)
Per Person
Inside
$693.00
Cat: IZ
$99.00/Night
Outside
$763.00
Cat: VZ
$109.00/Night
Balcony
$833.00
Cat: TZ
$119.00/Night
Suite
$3,348.00
Cat: RZ
$478.29/Night
Departing on Nov 23, 2026 on the Scarlet Lady
Nights: 5
Dates: Nov 23, 2026 through Nov 28, 2026
Ship: Scarlet Lady
This 5-night Caribbean getaway departs from the beaches of Miami, offering a full day of onboard luxury and five-star entertainment over to Ocho Rios, a waterfall-ladened oasis on the white sand shores of Jamaica. From there, spend a day savoring the Michelin chef-curated menus onboard headed to the Beach Club at Bimini, before returning to Miami.
from
$795.00
(USD)
Per Person
Inside
$845.00
Cat: IZ
$169.00/Night
Outside
$795.00
Cat: VZ
$159.00/Night
Balcony
$945.00
Cat: TZ
$189.00/Night
Suite
$2,245.00
Cat: RZ
$449.00/Night
Departing on Dec 12, 2026 on the Valiant Lady
Nights: 7
Dates: Dec 12, 2026 through Dec 19, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, Sailing, Bridgetown, Castries, Fort-de-France, Basseterre, San Juan
This dreamy 7-night Caribbean adventure begins in San Juan and docks the following day in St. Maarten. After spending a day of self-care at sea you'll land in Barbados, followed by St. Lucia, and stylish Martinique before arriving in Basseterre, St. Kitts - a bustling beach town known for its sprawling white sand beaches and quaint Caribbean vibes before returning to San Juan.
from
$973.00
(USD)
Per Person
Inside
$973.00
Cat: IZ
$139.00/Night
Outside
$1,043.00
Cat: VZ
$149.00/Night
Balcony
$1,183.00
Cat: TZ
$169.00/Night
Suite
$2,711.00
Cat: RZ
$387.29/Night
Dates: Jul 10, 2026 through Sep 12, 2028
Location(s):
Puerto Plata
Escape to a tranquil adults-only spa retreat in Puerto Plata. Enjoy roundtrip transportation, a welcome non-alcoholic drink, light snacks, and your choice of a 50-minute relaxation massage or rejuvenating facial. Unwind with access to the sauna, jacuzzi, and peaceful lounge areas, and then return to your ship, feeling refreshed and recharged.
from
$169.00
(USD)
Per Person
Departing on Oct 08, 2026 on the Resilient Lady
Nights: 4
Dates: Oct 08, 2026 through Oct 12, 2026
Itinerary:
Miami, Florida, Sailing, Key West, Beach Club at Bimini, Miami, Florida
Cruise from vibrant Miami to Key West for a day spent splashing around in the cerulean waters or exploring the lively downtown scene. Afterwards, you'll head to our private Beach Club experience in Bimini, Bahamas.
from
$596.00
(USD)
Per Person
Inside
$790.00
Cat: IN
$197.50/Night
Outside
$596.00
Cat: VZ
$149.00/Night
Balcony
$716.00
Cat: TZ
$179.00/Night
Suite
$1,956.00
Cat: RZ
$489.00/Night
Departing on Feb 20, 2027 on the Valiant Lady
Nights: 7
Dates: Feb 20, 2027 through Feb 27, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Castries, Bridgetown, Roseau, Philipsburg, San Juan
This 7-night sojourn departs from San Juan and arrives the next day in Tortola on the British Virgin Islands. After a day at sea you'll arrive amongst the waterfalls and lagoons of Castries, St. Lucia followed by the beguiling beaches of Bridgetown, Barbados. Next, arrive on the shores of Roseau, Dominica then Phillipsburg, on the beloved Dutch side of St. Maarten before returning to San Juan.
from
$1,043.00
(USD)
Per Person
Inside
$1,043.00
Cat: IZ
$149.00/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,983.00
Cat: RZ
$569.00/Night
Departing on Oct 17, 2026 on the Brilliant Lady
Nights: 7
Dates: Oct 17, 2026 through Oct 24, 2026
Itinerary:
Los Angeles, Cabo San Lucas, Mazatlan, Puerto Vallarta, Los Angeles
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.
from
$693.00
(USD)
Per Person
Inside
$693.00
Cat: IZ
$99.00/Night
Outside
$763.00
Cat: VZ
$109.00/Night
Balcony
$833.00
Cat: TZ
$119.00/Night
Suite
$3,003.00
Cat: RZ
$429.00/Night
Secrets Papagayo 4 Star Hotel
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
Guanacaste
Nestled on the stunning Papagayo Peninsula in Guanacaste, Secrets Papagayo Costa Rica offers an All-Inclusive Luxury experience in one of the most romantic and intimate settings imaginable. Luxurious guestrooms and suites feature views of the gardens or the Gulf of Papagayo, along with private, furnished terraces or balconies and spacious bathrooms.
Departing on Nov 29, 2026 on the Resilient Lady
Nights: 6
Dates: Nov 29, 2026 through Dec 05, 2026
Itinerary:
Miami, George Town, Ocho Rios, Bimini Islands, Miami
This 6-night Western Caribbean adventure sets sail from Miami and spends a day at sea on your way to George Town, Grand Cayman, a colorful capital city offering outdoor adventure, beautiful views and excitement at every turn.
from
$594.00
(USD)
Per Person
Inside
$594.00
Cat: IZ
$99.00/Night
Outside
$654.00
Cat: VZ
$109.00/Night
Balcony
$714.00
Cat: TZ
$119.00/Night
Suite
$3,000.00
Cat: SB
$500.00/Night
Dates: Oct 01, 2026 through Apr 30, 2027
Location(s):
Montego Bay
$150 in instant savings at Royalton Hideaway Blue Waters, Autograph Collection
Departing on Oct 30, 2027 on the Valiant Lady
Nights: 5
Dates: Oct 30, 2027 through Nov 04, 2027
Ship: Valiant Lady
Itinerary:
Miami, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami
The Riviera Maya is a dreamer's gateway to Cozumel (Playa del Carmen) and Tulum. Arriving from Miami and departing late with an additional day and night spent at The Beach Club at Bimini, you'll have plenty of time to see each port from every sun and moonlit angle.
from
$695.00
(USD)
Per Person
Inside
$695.00
Cat: IZ
$139.00/Night
Outside
$795.00
Cat: VZ
$159.00/Night
Balcony
$995.00
Cat: TZ
$199.00/Night
Suite
$2,950.00
Cat: SS
$590.00/Night
Departing on Nov 28, 2026 on the Valiant Lady
Nights: 7
Dates: Nov 28, 2026 through Dec 05, 2026
Ship: Valiant Lady
Itinerary:
San Juan, St. Thomas, Sailing, Tortola, Basseterre, St. John's, Philipsburg, St. Maarten, San Juan
This 7-night pre-holiday sailing departs San Juan, docking the next day on the colorful shores with picturesque waters of St. Thomas, US Virgin Islands. Next sail over to Tortola, followed by the bustling beach town of Basseterre, St. Kitts and Nevis. Next arrive in the epicenter of paradise, St. John's, Antigua, then over to St. Maarten, before returning to San Juan.
from
$693.00
(USD)
Per Person
Inside
$693.00
Cat: IZ
$99.00/Night
Outside
$763.00
Cat: VZ
$109.00/Night
Balcony
$833.00
Cat: TZ
$119.00/Night
Suite
$2,703.00
Cat: RZ
$386.14/Night
Departing on Dec 02, 2027 on the Valiant Lady
Nights: 4
Dates: Dec 02, 2027 through Dec 06, 2027
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
$516.00
(USD)
Per Person
+ $206.00 taxes/fees
Inside
$516.00
Cat: IZ
$129.00/Night
Outside
$676.00
Cat: VZ
$169.00/Night
Balcony
$756.00
Cat: TZ
$189.00/Night
Suite
$2,400.00
Cat: SS
$600.00/Night
Departing on Jan 23, 2027 on the Valiant Lady
Nights: 6
Dates: Jan 23, 2027 through Jan 29, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Basseterre, St. John's, Castries, Sailing, San Juan
This 6-night voyage departs from San Juan, arriving the next day in Tortola, British Virgin Islands. Next, sail to Basseterre, St. Kitts and Nevis, where the beauty of their beaches match the vibe of the local landscape. Next, wake up in St. John's, a true vacationer's paradise on the island of Antigua, followed by Castries, St. Lucia, and a relaxing day at sea before returning to San Juan.
from
$894.00
(USD)
Per Person
Inside
$894.00
Cat: IZ
$149.00/Night
Outside
$894.00
Cat: VZ
$149.00/Night
Balcony
$1,014.00
Cat: TZ
$169.00/Night
Suite
$3,294.00
Cat: RZ
$549.00/Night
Departing on Apr 10, 2028 on the Valiant Lady
Nights: 6
Dates: Apr 10, 2028 through Apr 16, 2028
Ship: Valiant Lady
Itinerary:
Miami, Grand Turk, Puerto Plata, Bimini Islands, Miami
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.
from
$954.00
(USD)
Per Person
+ $220.00 taxes/fees
Inside
$954.00
Cat: IZ
$159.00/Night
Outside
$1,194.00
Cat: VZ
$199.00/Night
Balcony
$1,314.00
Cat: TZ
$219.00/Night
Suite
$2,755.00
Cat: SS
$459.17/Night
Departing on Sep 02, 2027 on the Resilient Lady
Nights: 10
Dates: Sep 02, 2027 through Sep 12, 2027
Itinerary:
Barcelona, Marseille, Cannes, Ajaccio Corsica, Rome, Salerno, Catania, Palma de Mallorca, Barcelona
Depart Barcelona and wake up the next day in Marseille, followed by Cannes and Ajaccio, Corsica before sailing a day to the remarkable ruins, relics and pizza-peppered piazzas of Rome.
from
$2,090.00
(USD)
Per Person
Inside
$2,090.00
Cat: IZ
$209.00/Night
Outside
$2,290.00
Cat: VZ
$229.00/Night
Balcony
$2,590.00
Cat: TZ
$259.00/Night
Suite
$5,899.00
Cat: SS
$589.90/Night
Departing on Sep 06, 2028 on the Scarlet Lady
Nights: 11
Dates: Sep 06, 2028 through Sep 17, 2028
Ship: Scarlet Lady
Itinerary:
Athens, Chania, Rhodes Island, Mykonos, Ephesus, Istanbul, Santorini, Athens
Depart from Athens, arriving the next day in charming Chania, followed by a day of meandering the streets of Rhodes, then mystical Mykonos.
from
$1,859.00
(USD)
Per Person
+ $438.00 taxes/fees
Inside
$1,859.00
Cat: IZ
$169.00/Night
Outside
$2,299.00
Cat: VZ
$209.00/Night
Balcony
$2,629.00
Cat: TZ
$239.00/Night
Suite
$6,599.00
Cat: SS
$599.91/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
$534.00
(USD)
Per Person
Inside
$534.00
Cat: IZ
$89.00/Night
Outside
$594.00
Cat: VZ
$99.00/Night
Balcony
$714.00
Cat: TZ
$119.00/Night
Suite
$2,394.00
Cat: RZ
$399.00/Night
Departing on Aug 12, 2027 on the Brilliant Lady
Nights: 12
Dates: Aug 12, 2027 through Aug 24, 2027
Itinerary:
Seattle, Inside Passage, Ketchikan, Sitka, Hubbard Glacier, Skagway, Haines, Juneau, Icy Strait, Victoria, Seattle
This 12-night adventure departs from Seattle, winding through the serene Inside Passage before reaching Ketchikan and the historic port of Sitka.
from
$2,074.00
(USD)
Per Person
Inside
$2,074.00
Cat: IN
$172.83/Night
Outside
$2,872.00
Cat: VW
$239.33/Night
Balcony
$2,988.00
Cat: TZ
$249.00/Night
Suite
$7,499.00
Cat: SS
$624.92/Night
Departing on Nov 27, 2027 on the Brilliant Lady
Nights: 17
Dates: Nov 27, 2027 through Dec 14, 2027
Itinerary:
Los Angeles, California, Sailing, Cabo San Lucas, Sailing, Puerto Quetzal, Sailing, Puntarenas, Sailing, Panama City, Panama Canal (Cruising), Cartagena, Sailing, Miami
This paramount Panamanian voyage sails 2 days from LA before arriving in idyllic Cabo, then sails 3 days to the natural wonders of Puerto Quetzal, Guatemala & 1 more day to the verdant jungles of Puntarenas, Costa Rica followed by a sea day to Panama City. Next, sail the Panama Canal's breathtaking vistas before arriving in Cartagena, Colombia for 2 days. Finally, sail 2 days returning to Miami.
from
$1,977.00
(USD)
Per Person
Inside
$1,977.00
Cat: IN
$116.29/Night
Outside
$2,023.00
Cat: VZ
$119.00/Night
Balcony
$2,533.00
Cat: TZ
$149.00/Night
Suite
$9,860.00
Cat: SS
$580.00/Night
Dates: Sep 04, 2026 through Jan 31, 2027
Location(s):
Punta Cana
$150 resort credit + Welcome amenity + Late checkout at Sanctuary Cap Cana, A Luxury Collection Adult All-Inclusive
Departing on Dec 19, 2026 on the Resilient Lady
Nights: 8
Dates: Dec 19, 2026 through Dec 27, 2026
Itinerary:
Miami, Puerto Plata, San Juan, Philipsburg, Bimini Islands, Miami
This 8-night, holiday-in-the-sun getaway departs from Miami sailing a day to the stunning silver coasts of Puerto Plata, Dominican Republic.
from
$1,192.00
(USD)
Per Person
Inside
$1,192.00
Cat: IZ
$149.00/Night
Outside
$1,272.00
Cat: VZ
$159.00/Night
Balcony
$1,352.00
Cat: TZ
$169.00/Night
Suite
$4,312.00
Cat: RZ
$539.00/Night
Departing on Mar 26, 2027 on the Brilliant Lady
Nights: 16
Dates: Mar 26, 2027 through Apr 11, 2027
Itinerary:
Miami, Florida, Sailing, Cartagena, Colón, Panama Canal (Cruising), Sailing, Puntarenas, Sailing, Puerto Quetzal, Sailing, Cabo San Lucas, Sailing, Los Angeles, California
This 16-night one-way truly is a once-in-a-lifetime odyssey. From Miami, you'll sail to Cartagena, followed by Colon, Panama. Marvel at the view (while being part of it) across the Panama Canal then onward to Guatemala's volcanic coast. Next, you'll sail to Cabo San Lucas (known for its endless activities) before arriving on the famed shores of Los Angeles.
from
$1,744.00
(USD)
Per Person
Inside
$1,744.00
Cat: IZ
$109.00/Night
Outside
$2,064.00
Cat: VZ
$129.00/Night
Balcony
$2,544.00
Cat: TZ
$159.00/Night
Suite
$8,784.00
Cat: RZ
$549.00/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
$1,393.00
(USD)
Per Person
Inside
$1,393.00
Cat: IZ
$199.00/Night
Outside
$1,533.00
Cat: VZ
$219.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$3,445.00
Cat: SS
$492.14/Night
Departing on Feb 13, 2027 on the Valiant Lady
Nights: 7
Dates: Feb 13, 2027 through Feb 20, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Samana, Grand Turk, Cabo Rojo, San Juan
Join us for our first-ever, fleet-wide meet-up at sea. This once-in-a-shiptime 7-night sailing on Valiant Lady departs San Juan and stops in Samaná, Dominican Republic, and Grand Turk before our unforgettable fleet-wide Rendezvous Days.
from
$1,323.00
(USD)
Per Person
Inside
$1,323.00
Cat: IZ
$189.00/Night
Outside
$1,463.00
Cat: VZ
$209.00/Night
Balcony
$1,603.00
Cat: TZ
$229.00/Night
Departing on Mar 11, 2028 on the Resilient Lady
Nights: 8
Dates: Mar 11, 2028 through Mar 19, 2028
Itinerary:
Miami, Puerto Plata, San Juan, St. Croix, Bimini Islands, Miami
This 8-night epic Caribbean sojourn departing from Miami spends a day sailing to your first respite, Puerto Plata.
from
$1,032.00
(USD)
Per Person
Inside
$1,032.00
Cat: IZ
$129.00/Night
Outside
$1,352.00
Cat: VZ
$169.00/Night
Balcony
$1,592.00
Cat: TZ
$199.00/Night
Suite
$3,795.00
Cat: SS
$474.38/Night
Departing on Sep 07, 2027 on the Scarlet Lady
Nights: 12
Dates: Sep 07, 2027 through Sep 19, 2027
Ship: Scarlet Lady
Itinerary:
Rome, Livorno, Naples, Palermo, Sicily, Valleta, Chania, Mykonos, Santorini, Ephesus, Athens
Launching from Rome on this 12-night journey, you'll wander Livorno's artistic treasures before a serene day at sea leads you to Naples' vibrant coast.
from
$2,388.00
(USD)
Per Person
Inside
$2,388.00
Cat: IZ
$199.00/Night
Outside
$2,628.00
Cat: VZ
$219.00/Night
Balcony
$3,095.00
Cat: TL
$257.92/Night
Suite
$7,859.00
Cat: SS
$654.92/Night
Departing on Aug 15, 2027 on the Scarlet Lady
Nights: 7
Dates: Aug 15, 2027 through Aug 22, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Dubrovnik, Kotor, Sarande, Mykonos, Athens
Sailing from historic Athens, spend a day at sea before arriving at the dazzling walled-marvel of Dubrovnik.
from
$1,463.00
(USD)
Per Person
Inside
$1,463.00
Cat: IZ
$209.00/Night
Outside
$1,673.00
Cat: VZ
$239.00/Night
Balcony
$1,883.00
Cat: TZ
$269.00/Night
Suite
$4,620.00
Cat: SS
$660.00/Night
Dates: Sep 08, 2026 through Apr 30, 2027
Location(s):
Los Cabos
Free room upgrade + Room savings + $50 spa credit + $50 romantic experience credit + 10% Boutique discount at Grand Velas Boutique Hotel Los Cabos
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
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,323.00
Cat: TZ
$189.00/Night
Suite
$3,375.00
Cat: SS
$482.14/Night
Departing on Feb 12, 2028 on the Scarlet Lady
Nights: 7
Dates: Feb 12, 2028 through Feb 19, 2028
Ship: Scarlet Lady
Itinerary:
San Juan, Tortola Island, Barbados, St. Lucia, Antigua, St. Maarten, San Juan
Set out from San Juan on this epic 7-night voyage to some of the Caribbean's most beautiful islands.
from
$833.00
(USD)
Per Person
+ $285.00 taxes/fees
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$3,725.00
Cat: SS
$532.14/Night