Breakaway Enterprises
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Special Interest - Adults Only

(50 offers included)
Departing on Apr 15, 2027 on the Valiant Lady
Nights: 7
Dates: Apr 15, 2027 through Apr 22, 2027
Ship: Valiant Lady
Itinerary:
Miami, George Town, Ocho Rios, Bimini Islands, Miami
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 there, spend a day sailing to Ocho Rios followed by one more headed to the beach club at Bimini before returning to Miami.
from
$1,612.00
(USD)
Per Person
Balcony
$1,612.00
Cat: TR
$230.29/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
$596.00
(USD)
Per Person
Inside
$596.00
Cat: IZ
$119.20/Night
Outside
$646.00
Cat: VZ
$129.20/Night
Balcony
$795.00
Cat: TZ
$159.00/Night
Suite
$2,069.00
Cat: RZ
$413.80/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 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
$597.00
Cat: VZ
$149.25/Night
Balcony
$717.00
Cat: TZ
$179.25/Night
Suite
$2,400.00
Cat: SS
$600.00/Night
Departing on Sep 03, 2026 on the Brilliant Lady
Nights: 8
Dates: Sep 03, 2026 through Sep 11, 2026
Itinerary:
Seattle, Washington, Sailing, Sitka, Alaska, Icy Strait Point, Alaska, Skagway, Alaska, Tracy Arm Fjord (Cruising), Alaska, Ketchikan, Alaska, Sailing, 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. Next, sail up the Tracy Arm Fjord before arriving in Ketchikan, a picturesque village nestled in the Tongass National Forest. Finally, spend a day sailing to your final destination, Vancouver.
from
$1,192.00
(USD)
Per Person
Inside
$1,192.00
Cat: IZ
$149.00/Night
Outside
$1,513.00
Cat: VZ
$189.13/Night
Balcony
$1,992.00
Cat: TZ
$249.00/Night
Suite
$5,640.00
Cat: SS
$705.00/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 Apr 03, 2027 on the Scarlet Lady
Nights: 5
Dates: Apr 03, 2027 through Apr 08, 2027
Ship: Scarlet 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
+ $277.00 taxes/fees
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
$2,575.00
Cat: SS
$515.00/Night
Departing on Jul 04, 2027 on the Resilient Lady
Nights: 7
Dates: Jul 04, 2027 through Jul 11, 2027
Itinerary:
Barcelona, Nice, Rome, Salerno, Catania, Palma de Mallorca, Barcelona
This elegant Italian Riviera odyssey departs from Barcelona and arrives the next day in Nice, followed by Rome.
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
$1,673.00
Cat: TZ
$239.00/Night
Suite
$4,200.00
Cat: SS
$600.00/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 Jan 29, 2027 on the Valiant Lady
Nights: 8
Dates: Jan 29, 2027 through Feb 06, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Oranjestad, Willemstad, Kralendijk, Sailing, Fort-de-France, Philipsburg, St. Maarten, San Juan
This 8-night San Juan voyage spends a day sailing to your first stop, Oranjestad, Aruba - the happiest island in all of the Caribbean. Next, wake up in Willemstad, Curaçao, where European influences blend seamlessly with white-sand beaches. Continue to Kralendijk, Bonaire, followed by a day of luxury sailing to Martinique, then St. Maarten, before returning to San Juan.
from
$1,272.00
(USD)
Per Person
Inside
$1,272.00
Cat: IZ
$159.00/Night
Outside
$1,432.00
Cat: VZ
$179.00/Night
Balcony
$1,672.00
Cat: TZ
$209.00/Night
Suite
$4,552.00
Cat: RZ
$569.00/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 Jan 25, 2027 on the Brilliant Lady
Nights: 10
Dates: Jan 25, 2027 through Feb 04, 2027
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, Basseterre, St. John's, Sailing, Beach Club at Bimini, Miami, Florida
Depart Miami and sail 2 days to the beautiful beaches of Saint Maarten, Philipsburg, followed by the ancient ruins and glowing lagoons of Tortola, British Virgin Islands. The next day you'll awake in Basseterre, St. Kitts followed by the epitome of paradise with top-of-the-line everything - St. John's, Antigua. Finally, sail 2 days to the private Beach Club at Bimini before returning to Miami.
from
$1,191.00
(USD)
Per Person
Inside
$1,191.00
Cat: IZ
$119.10/Night
Outside
$1,490.00
Cat: VZ
$149.00/Night
Balcony
$1,791.00
Cat: TZ
$179.10/Night
Suite
$4,990.00
Cat: RZ
$499.00/Night
Departing on Jan 04, 2028 on the Brilliant Lady
Nights: 3
Dates: Jan 04, 2028 through Jan 07, 2028
Itinerary:
Miami, Bimini Islands, Miami
This 3-night voyage departs from vibrant Miami and spends a day sailing to the serene shores of Bimini, where you can relax at the exclusive Beach Club at Bimini, bask in the sun, and enjoy crafted cocktails before returning to your final destination of Miami.
from
$417.00
(USD)
Per Person
Inside
$423.00
Cat: IN
$141.00/Night
Outside
$417.00
Cat: VZ
$139.00/Night
Balcony
$507.00
Cat: TZ
$169.00/Night
Suite
$1,845.00
Cat: SS
$615.00/Night
Departing on Mar 19, 2027 on the Valiant Lady
Nights: 8
Dates: Mar 19, 2027 through Mar 27, 2027
Ship: Valiant Lady
Itinerary:
San Juan, St. Thomas, Sailing, Bridgetown, Kingstown, Roseau, Philipsburg, Sailing, San Juan
This 8-night escape departs from San Juan, arriving the next day at the colorful shores of St. Thomas, U.S. Virgin Islands. After a day at sea, continue to Bridgetown, Barbados, where turquoise waters and endless adventures await. Wake up the next morning in St. Vincent, followed by Roseau, Dominica - known for its lush rainforests - then St. Maarten, before sailing back to San Juan.
from
$1,272.00
(USD)
Per Person
Inside
$1,272.00
Cat: IZ
$159.00/Night
Outside
$1,512.00
Cat: VZ
$189.00/Night
Balcony
$1,752.00
Cat: TZ
$219.00/Night
Suite
$4,320.00
Cat: RZ
$540.00/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 11, 2027 on the Scarlet Lady
Nights: 10
Dates: Jul 11, 2027 through Jul 21, 2027
Ship: Scarlet Lady
Itinerary:
Piraeus (Athens), Santorini, Bodrum, Mykonos, Sailing, Dubrovnik, Kotor, Corfu, Sailing, Piraeus (Athens)
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 - where dazzling waters are perfectly paired with unbelievable views and world-class cuisine.
from
$2,190.00
(USD)
Per Person
Inside
$2,190.00
Cat: IZ
$219.00/Night
Outside
$2,490.00
Cat: VZ
$249.00/Night
Balcony
$2,690.00
Cat: TZ
$269.00/Night
Suite
$6,500.00
Cat: SS
$650.00/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 Apr 24, 2027 on the Scarlet Lady
Nights: 14
Dates: Apr 24, 2027 through May 08, 2027
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Las Palmas de Gran Canaria, Sailing, Casablanca, Sailing, Alicante, Barcelona
This transatlantic journey of culture and coastlines departs from Miami, providing eight blissful nights at sea before soaking up the sun in glamorous Gran Canaria.
from
$1,246.00
(USD)
Per Person
Inside
$1,246.00
Cat: IZ
$89.00/Night
Outside
$1,938.00
Cat: VW
$138.43/Night
Balcony
$1,526.00
Cat: TZ
$109.00/Night
Suite
$6,300.00
Cat: SS
$450.00/Night
Departing on Jul 22, 2026 on the Valiant Lady
Nights: 14
Dates: Jul 22, 2026 through Aug 05, 2026
Ship: Valiant Lady
Itinerary:
Portsmouth, Sailing, Hamburg, Sailing, Copenhagen, Sailing, Stockholm, Tallinn, Sailing, Oslo, Sailing, Portsmouth
This epic 14-night journey brings you to some of Europe's most historic ports, starting with Hamburg, known for its ornate 19th-century architecture. Then head to the iconic Danish port of Copenhagen, with its rainbow-like Nyhavn harbor, Stockholm, and then stop in the Baltic capital of Tallinn, Estonia.
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 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 Nov 12, 2027 on the Scarlet Lady
Nights: 8
Dates: Nov 12, 2027 through Nov 20, 2027
Ship: Scarlet Lady
Itinerary:
San Juan, Tortola Island, St. Kitts, Barbados, St. Lucia, Dominica, St. Maarten, San Juan
This 8-night Southern Caribbean escape departs from San Juan and sails to Road Town, Tortola.
from
$952.00
(USD)
Per Person
+ $248.00 taxes/fees
Inside
$952.00
Cat: IZ
$119.00/Night
Outside
$1,112.00
Cat: VZ
$139.00/Night
Balcony
$1,512.00
Cat: TZ
$189.00/Night
Suite
$4,320.00
Cat: SS
$540.00/Night
Departing on May 08, 2027 on the Scarlet Lady
Nights: 8
Dates: May 08, 2027 through May 16, 2027
Ship: Scarlet Lady
Itinerary:
Barcelona, Ajaccio Corsica, Rome, Salerno, Catania, Mykonos, Athens
Begin your journey in beautiful Barcelona, then enjoy a relaxing day at sea as you sail toward Corsica in Ajaccio, refreshed and ready to explore.
from
$1,672.00
(USD)
Per Person
Inside
$1,672.00
Cat: IZ
$209.00/Night
Outside
$1,912.00
Cat: VZ
$239.00/Night
Balcony
$2,072.00
Cat: TZ
$259.00/Night
Suite
$5,280.00
Cat: SS
$660.00/Night
Departing on Sep 10, 2026 on the Resilient Lady
Nights: 4
Dates: Sep 10, 2026 through Sep 14, 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
Outside
$596.00
Cat: VZ
$149.00/Night
Balcony
$756.00
Cat: TZ
$189.00/Night
Suite
$1,756.00
Cat: RZ
$439.00/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
$1,253.00
Cat: VZ
$179.00/Night
Balcony
$1,463.00
Cat: TZ
$209.00/Night
Suite
$3,983.00
Cat: RZ
$569.00/Night
Departing on Oct 17, 2027 on the Scarlet Lady
Nights: 7
Dates: Oct 17, 2027 through Oct 24, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Dubrovnik, Sarande, Corfu, Mykonos, Athens
Start your journey in Athens and spend a day of bliss on-board before arriving at the cobblestone streets and former fortresses of Dubrovnik.
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
$1,673.00
Cat: TZ
$239.00/Night
Suite
$4,620.00
Cat: SS
$660.00/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
Dates: Jul 07, 2026 through Apr 30, 2027
Location(s):
Montego Bay
Up to 47% off rooms + Resort coupons at Riu Montego Bay
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 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 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 Apr 26, 2027 on the Valiant Lady
Nights: 5
Dates: Apr 26, 2027 through May 01, 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
+ $245.00 taxes/fees
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
$2,875.00
Cat: SS
$575.00/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 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 Apr 23, 2027 on the Resilient Lady
Nights: 5
Dates: Apr 23, 2027 through Apr 28, 2027
Itinerary:
Miami, The Beach Club at Bimini, George Town, Miami
This 5-night Caribbean escape departs from the vibrant lights of Miami to your first stop The Beach Club at Bimini, our slice of Bahamian paradise.
from
$819.00
(USD)
Per Person
Inside
$819.00
Cat: IN
$163.80/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,250.00
Cat: SS
$450.00/Night
Departing on Jan 16, 2028 on the Resilient Lady
Nights: 7
Dates: Jan 16, 2028 through Jan 23, 2028
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 San Juan, Puerto Rico.
from
$833.00
(USD)
Per Person
+ $233.00 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 May 20, 2027 on the Brilliant Lady
Nights: 7
Dates: May 20, 2027 through May 27, 2027
Itinerary:
Seattle, Washington, Inside Passage (Cruising), Alaska, Ketchikan, Alaska, Juneau, Alaska, Tracy Arm Fjord (Cruising), Alaska, Prince Rupert, Sailing, Seattle, Washington
This 7-night adventure kicks off in Seattle, winding through the breathtaking Inside Passage before stopping in Ketchikan. Then it's off to Juneau, Alaska's rugged capital, where epic outdoor adventures await.
from
$1,184.00
(USD)
Per Person
Inside
$1,212.00
Cat: IN
$173.14/Night
Outside
$1,184.00
Cat: VZ
$169.14/Night
Balcony
$1,603.00
Cat: TZ
$229.00/Night
Suite
$4,403.00
Cat: RZ
$629.00/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 Oct 31, 2026 on the Valiant Lady
Nights: 7
Dates: Oct 31, 2026 through Nov 07, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Willemstad, Oranjestad, Fort-de-France, Basseterre, San Juan
This spooky season sailing spends a day sailing from San Juan to Willemstad, nestled onto the picturesque shores of Curaçao, followed by the iridescent turquoise waters of nearby Oranjestad, Aruba. From there, you'll sail another day to Fort-de-France, Martinique followed by Basseterre, St. Kitts and Nevis, where you'll be greeted by warm locals & white sand beaches before returning to San Juan.
from
$1,113.00
(USD)
Per Person
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
$4,123.00
Cat: RZ
$589.00/Night
Dates: Jul 01, 2026 through Apr 10, 2028
Itinerary:
Europe, Caribbean, North America
Book any voyage by July 31st and you'll get a balcony upgrade on us, plus 70% off your plus-one
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
$1,533.00
(USD)
Per Person
Outside
$1,533.00
Cat: VZ
$219.00/Night
Balcony
$1,737.00
Cat: TL
$248.14/Night
Suite
$4,110.00
Cat: RZ
$587.14/Night
Departing on Apr 12, 2027 on the Scarlet Lady
Nights: 5
Dates: Apr 12, 2027 through Apr 17, 2027
Ship: Scarlet Lady
Itinerary:
Miami, Puerto Plata, Bimini Islands, 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
$895.00
Cat: VZ
$179.00/Night
Balcony
$995.00
Cat: TZ
$199.00/Night
Suite
$2,575.00
Cat: SS
$515.00/Night
Departing on Aug 20, 2026 on the Valiant Lady
Nights: 7
Dates: Aug 20, 2026 through Aug 27, 2026
Ship: Valiant Lady
Itinerary:
Portsmouth, Bruges, Amsterdam, Hamburg, Portsmouth
Get ready to laugh your aft off on this 7-night comedy fest at sea.
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
$1,533.00
Cat: TZ
$219.00/Night
Suite
$3,810.00
Cat: RZ
$544.29/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 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 Dec 11, 2027 on the Scarlet Lady
Nights: 7
Dates: Dec 11, 2027 through Dec 18, 2027
Ship: Scarlet Lady
Itinerary:
San Juan, Aruba, Curacao, Antigua, St. Maarten, 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
$833.00
(USD)
Per Person
+ $224.00 taxes/fees
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$973.00
Cat: VZ
$139.00/Night
Balcony
$1,305.00
Cat: TL
$186.43/Night
Suite
$3,850.00
Cat: SS
$550.00/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
$973.00
Cat: VZ
$139.00/Night
Balcony
$1,323.00
Cat: TZ
$189.00/Night
Suite
$3,850.00
Cat: SS
$550.00/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 Oct 24, 2027 on the Resilient Lady
Nights: 14
Dates: Oct 24, 2027 through Nov 07, 2027
Itinerary:
Barcelona, Palma de Mallorca, Funchal (Madeira), Santa Cruz de Tenerife, Miami
This 14-night Spain to Miami Halloween Transatlantic departs Barcelona and stops in Palma de Mallorca before two expansive days at sea.
from
$1,386.00
(USD)
Per Person
+ $132.00 taxes/fees
Inside
$1,386.00
Cat: IZ
$99.00/Night
Outside
$1,526.00
Cat: VZ
$109.00/Night
Balcony
$1,603.00
Cat: TL
$114.50/Night
Suite
$6,090.00
Cat: SS
$435.00/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