Tailwind Destinations
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Special Interest - Adults Only

(50 offers included)
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 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
$1,190.00
(USD)
Per Person
Inside
$1,344.00
Cat: IN
$134.40/Night
Outside
$1,190.00
Cat: VZ
$119.00/Night
Balcony
$1,290.00
Cat: TZ
$129.00/Night
Suite
$3,990.00
Cat: RZ
$399.00/Night
Departing on May 27, 2027 on the Brilliant Lady
Nights: 7
Dates: May 27, 2027 through Jun 03, 2027
Itinerary:
Seattle, Washington, Inside Passage (Cruising), Alaska, Ketchikan, Sitka, Tracy Arm Fjord (Cruising), Alaska, Prince Rupert, Sailing, Seattle, Washington
This 7-night odyssey departs from Seattle and cruises up the picturesque Inside Passage to Ketchikan, a quaint village nestled amongst the Tongass National Forest. From there you'll hit stunning Sitka before traveling up the picturesque Tracy Arm Fjord (Cruising).
from
$903.00
(USD)
Per Person
Inside
$903.00
Cat: IZ
$129.00/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 Jun 06, 2027 on the Resilient Lady
Nights: 10
Dates: Jun 06, 2027 through Jun 16, 2027
Itinerary:
Barcelona, Cannes, Rome, Salerno, Malta, Crete, Mykonos, Athens
This 10-night Western Mediterranean medley departs from Barcelona and stops in Cannes before sailing a day to the ancient relics, pizza shop-lined piazzas and palatial palaces of Rome.
from
$1,990.00
(USD)
Per Person
Inside
$1,990.00
Cat: IZ
$199.00/Night
Outside
$2,490.00
Cat: VZ
$249.00/Night
Balcony
$2,722.00
Cat: TL
$272.20/Night
Suite
$5,900.00
Cat: SS
$590.00/Night
Departing on Feb 15, 2027 on the Scarlet Lady
Nights: 5
Dates: Feb 15, 2027 through Feb 20, 2027
Ship: Scarlet Lady
Itinerary:
Miami, Freeport, Bimini Islands, Miami
This once-in-a-shiptime 5-night sailing on Scarlet Lady departs Miami and heads straight to the Rendezvous at Sea - our first-ever, fleet-wide celebration packed with exclusive events, surprise moments, and once-in-a-lifetime experiences on the water.
from
$1,095.00
(USD)
Per Person
Inside
$1,095.00
Cat: IZ
$219.00/Night
Outside
$1,145.00
Cat: VZ
$229.00/Night
Balcony
$1,245.00
Cat: TZ
$249.00/Night
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
Bocas Del Toro
Nayara Bocas del Toro is an adults-only, all-inclusive resort occupying the entirety of Frangipani Island in Panama's Bocas del Toro archipelago on the Caribbean coast. Part of the Costa Rica-based Nayara Resorts group, the island is covered in mangroves and faces out over the turquoise waters of Dolphin Bay Reserve and Bastimentos National Marine Park. Getting there involves a 45-minute flight from Panama City to Bocas Town followed by a private 20-minute water taxi to the island.
Departing on Oct 31, 2026 on the Scarlet Lady
Nights: 5
Dates: Oct 31, 2026 through Nov 05, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami, Florida
This 5-night excursion departs Miami and allows for a day of self-care, spooky surprises and on-board luxury while sailing to one of the most popular destinations for beach-goers and water-adventurer's alike: Cozumel. From there spend a day recuperating with a cocktail on the sun deck headed to our private beach club on the picturesque island of Bimini before returning the following day to Miami.
from
$745.00
(USD)
Per Person
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$845.00
Cat: VZ
$169.00/Night
Balcony
$895.00
Cat: TZ
$179.00/Night
Suite
$2,295.00
Cat: RZ
$459.00/Night
Departing on Feb 08, 2027 on the Brilliant Lady
Nights: 10
Dates: Feb 08, 2027 through Feb 18, 2027
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, St. Croix, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
Spend 2 days sailing from Miami to the beautiful vistas and sprawling beaches of Philipsburg, St. Maarten, followed by the enticing vibes and sparkling waters of Tortola, British Virgin Islands then fanciful Fredrikstad, St. Croix. Then, celebrate Valentine's Day in sunny San Juan followed by the silver coasts of Puerto Plata. Finally, sail a day to the Beach Club at Bimini then return to Miami.
from
$1,490.00
(USD)
Per Person
Inside
$1,490.00
Cat: IZ
$149.00/Night
Outside
$1,791.00
Cat: VZ
$179.10/Night
Balcony
$2,726.00
Cat: TR
$272.60/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
$1,253.00
(USD)
Per Person
Inside
$1,253.00
Cat: IZ
$179.00/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 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
$903.00
(USD)
Per Person
Inside
$903.00
Cat: IZ
$129.00/Night
Outside
$1,677.00
Cat: VW
$239.57/Night
Balcony
$1,603.00
Cat: TZ
$229.00/Night
Suite
$4,403.00
Cat: RZ
$629.00/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 Nov 09, 2026 on the Scarlet Lady
Nights: 5
Dates: Nov 09, 2026 through Nov 14, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, George Town, Sailing, Beach Club at Bimini, Miami, Florida
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
$545.00
(USD)
Per Person
Inside
$545.00
Cat: IZ
$109.00/Night
Outside
$645.00
Cat: VZ
$129.00/Night
Balcony
$795.00
Cat: TZ
$159.00/Night
Suite
$2,145.00
Cat: RZ
$429.00/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
$756.00
(USD)
Per Person
Inside
$756.00
Cat: IZ
$189.00/Night
Outside
$796.00
Cat: VZ
$199.00/Night
Balcony
$876.00
Cat: TZ
$219.00/Night
Suite
$1,796.00
Cat: RZ
$449.00/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
$556.00
(USD)
Per Person
Inside
$556.00
Cat: IZ
$139.00/Night
Outside
$596.00
Cat: VZ
$149.00/Night
Balcony
$636.00
Cat: TZ
$159.00/Night
Suite
$1,756.00
Cat: RZ
$439.00/Night
Departing on Jul 24, 2026 on the Scarlet Lady
Nights: 9
Dates: Jul 24, 2026 through Aug 02, 2026
Ship: Scarlet Lady
Itinerary:
Barcelona, Palma de Mallorca, Cannes, Rome, Livorno, Ajaccio Corsica, Ibiza, Barcelona
This 9-night getaway departs from Barcelona to Palma de Mallorca before spending a luxurious day at sea sailing to Cannes, Rome, and followed by Livorno - the gateway to Florence and Pisa.
from
$1,701.00
(USD)
Per Person
Inside
$1,701.00
Cat: IZ
$189.00/Night
Outside
$1,971.00
Cat: VZ
$219.00/Night
Balcony
$2,061.00
Cat: TZ
$229.00/Night
Suite
$8,181.00
Cat: MZ
$909.00/Night
Departing on May 11, 2027 on the Brilliant Lady
Nights: 9
Dates: May 11, 2027 through May 20, 2027
Itinerary:
Vancouver, Inside Passage, Juneau, Skagway, Hubbard Glacier, Icy Strait, Ketchikan, Seattle
This 9-night North Pacific voyage departs from Vancouver, gliding through the breathtaking Inside Passage to vibrant Juneau, historic Skagway, and the awe-inspiring Hubbard Glacier.
from
$1,162.00
(USD)
Per Person
Inside
$1,162.00
Cat: IZ
$129.11/Night
Outside
$1,521.00
Cat: VZ
$169.00/Night
Balcony
$1,972.00
Cat: TZ
$219.11/Night
Suite
$5,121.00
Cat: RZ
$569.00/Night
Dates: Jan 09, 2025 through Jul 22, 2028
Location(s):
Split
Discover Croatia's rich flavors and breathtaking sights on our exclusive, adult-only tour. Starting at your cruise port, we embark on an enchanting drive to the picturesque town of Kastel, filled with panoramic views of Split.
from
$305.00
(USD)
Per Person
Departing on Sep 24, 2026 on the Resilient Lady
Nights: 4
Dates: Sep 24, 2026 through Sep 28, 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
$516.00
(USD)
Per Person
Inside
$516.00
Cat: IZ
$129.00/Night
Outside
$596.00
Cat: VZ
$149.00/Night
Balcony
$676.00
Cat: TZ
$169.00/Night
Suite
$1,636.00
Cat: RZ
$409.00/Night
Departing on Jan 16, 2027 on the Valiant Lady
Nights: 7
Dates: Jan 16, 2027 through Jan 23, 2027
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
$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
$2,863.00
Cat: RZ
$409.00/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 Dec 12, 2026 on the Scarlet Lady
Nights: 5
Dates: Dec 12, 2026 through Dec 17, 2026
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
Inside
$645.00
Cat: IZ
$129.00/Night
Outside
$695.00
Cat: VZ
$139.00/Night
Balcony
$795.00
Cat: TZ
$159.00/Night
Suite
$2,195.00
Cat: RZ
$439.00/Night
Departing on Dec 21, 2026 on the Scarlet Lady
Nights: 5
Dates: Dec 21, 2026 through Dec 26, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, Cozumel (Playa Del Carmen), Sailing, Beach Club at Bimini, Miami, Florida
This 5-night Holiday excursion departs from Miami and spends a day sailing to the most quintessential location for a "holiday in the sun," Cozumel, Mexico. After basking on the white-sand beaches and exploring the miles-long Meso-American barrier reef, you'll spend a day of self-care on board sailing to our private Beach Club at Bimini before returning to your final destination of Miami.
from
$795.00
(USD)
Per Person
Inside
$1,033.00
Cat: IN
$206.60/Night
Outside
$795.00
Cat: VZ
$159.00/Night
Balcony
$845.00
Cat: TZ
$169.00/Night
Suite
$2,645.00
Cat: RZ
$529.00/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
$1,463.00
(USD)
Per Person
Inside
$1,463.00
Cat: IZ
$209.00/Night
Outside
$1,743.00
Cat: VZ
$249.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$3,773.00
Cat: RZ
$539.00/Night
Departing on Nov 14, 2026 on the Valiant Lady
Nights: 6
Dates: Nov 14, 2026 through Nov 20, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Tortola Island, St. Kitts, Antigua, St. Lucia, 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.
from
$894.00
(USD)
Per Person
Inside
$894.00
Cat: IZ
$149.00/Night
Outside
$1,014.00
Cat: VZ
$169.00/Night
Balcony
$1,194.00
Cat: TZ
$199.00/Night
Suite
$3,294.00
Cat: RZ
$549.00/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
$695.00
(USD)
Per Person
Inside
$695.00
Cat: IZ
$139.00/Night
Outside
$795.00
Cat: VZ
$159.00/Night
Balcony
$895.00
Cat: TZ
$179.00/Night
Suite
$2,595.00
Cat: RZ
$519.00/Night
Departing on Jun 10, 2027 on the Scarlet Lady
Nights: 10
Dates: Jun 10, 2027 through Jun 20, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Santorini, Ephesus, Alexandria, Rhodes Island, Mykonos, Athens
Sailing from Athens on this 10-night sojurn, you'll sail into stunning Santorini before exploring ancient Ephesus.
from
$2,487.00
(USD)
Per Person
Inside
$2,487.00
Cat: IN
$248.70/Night
Outside
$3,057.00
Cat: VW
$305.70/Night
Balcony
$3,057.00
Cat: TL
$305.70/Night
Suite
$6,850.00
Cat: SS
$685.00/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
$903.00
(USD)
Per Person
Inside
$903.00
Cat: IZ
$129.00/Night
Outside
$973.00
Cat: VZ
$139.00/Night
Balcony
$1,043.00
Cat: TZ
$149.00/Night
Suite
$2,863.00
Cat: RZ
$409.00/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 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
$1,463.00
Cat: VZ
$209.00/Night
Balcony
$1,646.00
Cat: TL
$235.14/Night
Suite
$3,810.00
Cat: RZ
$544.29/Night
Departing on May 02, 2027 on the Resilient Lady
Nights: 14
Dates: May 02, 2027 through May 16, 2027
Itinerary:
Miami, Santa Cruz de Tenerife, Tangier, Malaga, Barcelona
From Miami, spend 8 blissful days onboard sailing to the white sand shores of Santa Cruz de Tenerife in Spain's canary islands.
from
$1,106.00
(USD)
Per Person
Inside
$1,106.00
Cat: IZ
$79.00/Night
Outside
$1,246.00
Cat: VZ
$89.00/Night
Balcony
$1,386.00
Cat: TZ
$99.00/Night
Suite
$5,530.00
Cat: SS
$395.00/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 Dec 14, 2026 on the Brilliant Lady
Nights: 9
Dates: Dec 14, 2026 through Dec 23, 2026
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, San Juan, Sailing, Beach Club at Bimini, Miami, Florida
Spend two days of self-care at sea sailing from Miami to the beguiling beaches and glowing vibes of Philipsburg, St. Maarten, followed by the lush rainforests and natural wonders of Tortola, British Virgin Islands, then the renowned architecture, unique history and stunning sights of San Juan. After two days of on-board luxury, arrive at the Beach Club at Bimini before finally returning to Miami.
from
$891.00
(USD)
Per Person
Inside
$891.00
Cat: IZ
$99.00/Night
Outside
$981.00
Cat: VZ
$109.00/Night
Balcony
$1,161.00
Cat: TZ
$129.00/Night
Suite
$3,681.00
Cat: RZ
$409.00/Night
Departing on Dec 23, 2026 on the Brilliant Lady
Nights: 5
Dates: Dec 23, 2026 through Dec 28, 2026
Itinerary:
Miami, Florida, Beach Club at Bimini, Sailing, Puerto Plata, Sailing, Miami, Florida
This holiday-in-the-sun sojourn departs from Miami arriving the next day on the white sandy shores of our private Beach Club at Bimini. Then spend an extra special day at sea sailing to the shimmering silver coast of Puerto Plata, Dominican Republic, where cascading waterfalls, glistening lagoons and endless outdoor activities await. Finally, spend a final day at sea returning to magical Miami.
from
$1,045.00
(USD)
Per Person
Inside
$1,045.00
Cat: IZ
$209.00/Night
Outside
$1,095.00
Cat: VZ
$219.00/Night
Balcony
$1,145.00
Cat: TZ
$229.00/Night
Suite
$3,125.00
Cat: SS
$625.00/Night
Departing on Nov 08, 2027 on the Valiant Lady
Nights: 5
Dates: Nov 08, 2027 through Nov 13, 2027
Ship: Valiant Lady
Itinerary:
Miami, Costa Maya, Bimini Islands, Miami
Created exclusively for our most loyal Sailors, this Specialty Cruise features curated events, immersive programming, and behind-the-scenes access to Virgin Voyages and the wider Virgin Family.
from
$595.00
(USD)
Per Person
+ $221.00 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
$2,750.00
Cat: SS
$550.00/Night
Departing on Dec 14, 2027 on the Brilliant Lady
Nights: 9
Dates: Dec 14, 2027 through Dec 23, 2027
Itinerary:
Miami, San Juan, St. Thomas, St. Maarten, Bimini Islands, Miami
This 9-night sailing departs Miami with two days at sea before stopping in San Juan, St. Thomas and St. Maarten.
from
$1,080.00
(USD)
Per Person
Inside
$1,080.00
Cat: IZ
$120.00/Night
Outside
$1,341.00
Cat: VZ
$149.00/Night
Balcony
$1,611.00
Cat: TZ
$179.00/Night
Suite
$6,120.00
Cat: SAE
$680.00/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
$545.00
(USD)
Per Person
Inside
$545.00
Cat: IZ
$109.00/Night
Outside
$645.00
Cat: VZ
$129.00/Night
Balcony
$795.00
Cat: TZ
$159.00/Night
Suite
$2,045.00
Cat: RZ
$409.00/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
$1,533.00
(USD)
Per Person
Outside
$1,533.00
Cat: VZ
$219.00/Night
Balcony
$1,813.00
Cat: TZ
$259.00/Night
Departing on Oct 24, 2027 on the Scarlet Lady
Nights: 7
Dates: Oct 24, 2027 through Oct 31, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Mykonos, Salerno, Cannes, Barcelona
Set sail from Athens to your first stop in the sun-soaked charm and blue-door dotted wonder of Mykonos.
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
$1,603.00
Cat: TZ
$229.00/Night
Suite
$4,620.00
Cat: SS
$660.00/Night
Departing on Nov 20, 2027 on the Scarlet Lady
Nights: 7
Dates: Nov 20, 2027 through Nov 27, 2027
Ship: Scarlet Lady
Itinerary:
San Juan, Curacao, Aruba, Antigua, St. Maarten, San Juan
This 7-night spring sailing departs from San Juan, offering a day of onboard relaxation before arriving at the picturesque waters and colorful shores of Willemstad, Curaçao.
from
$763.00
(USD)
Per Person
+ $229.00 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 Oct 07, 2026 on the Valiant Lady
Nights: 6
Dates: Oct 07, 2026 through Oct 13, 2026
Ship: Valiant Lady
Itinerary:
New York City, Bermuda, New York City
This 6-night escape departs from New York, giving you two blissful days at sea to unwind before arriving at the pink sand shores of Bermuda.
from
$594.00
(USD)
Per Person
Inside
$594.00
Cat: IZ
$99.00/Night
Outside
$714.00
Cat: VZ
$119.00/Night
Balcony
$835.00
Cat: TZ
$139.17/Night
Suite
$2,394.00
Cat: RZ
$399.00/Night
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
Hersonissos Crete
In the heart of Crete, where the sun meets the sea, lies a haven of indulgence, destined for those who seek refined luxury.
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
$1,490.00
(USD)
Per Person
Inside
$1,490.00
Cat: IZ
$149.00/Night
Outside
$1,790.00
Cat: VZ
$179.00/Night
Balcony
$2,540.00
Cat: TL
$254.00/Night
Suite
$7,400.00
Cat: SB
$740.00/Night
Departing on Nov 20, 2026 on the Valiant Lady
Nights: 8
Dates: Nov 20, 2026 through Nov 28, 2026
Ship: Valiant Lady
Itinerary:
San Juan, St. Thomas, Sailing, Willemstad, Oranjestad, Sailing, Basseterre, Philipsburg, St. Maarten, San Juan
This 8-night Thanksgiving sailing departs from San Juan, first docking at the stunning St. Thomas, U.S. Virgin Islands. After a day at sea, arrive in Willemstad, Curaçao's capital that combines European influences with Caribbean cultures (and vibrant architecture). Next, wake up in Aruba, followed by sailing to St. Kitts and Nevis, then on to St. Maarten, before returning to San Juan.
from
$1,192.00
(USD)
Per Person
Inside
$1,192.00
Cat: IZ
$149.00/Night
Outside
$1,432.00
Cat: VZ
$179.00/Night
Balcony
$1,512.00
Cat: TZ
$189.00/Night
Suite
$4,552.00
Cat: RZ
$569.00/Night
Departing on May 23, 2027 on the Scarlet Lady
Nights: 7
Dates: May 23, 2027 through May 30, 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
$1,113.00
(USD)
Per Person
Inside
$1,113.00
Cat: IZ
$159.00/Night
Outside
$1,393.00
Cat: VZ
$199.00/Night
Balcony
$1,463.00
Cat: TZ
$209.00/Night
Suite
$3,920.00
Cat: SS
$560.00/Night
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
El Calafate
Eolo Patagonia Spirit is perfectly situated between El Calafate and Los Glaciares National Park, offering a serene escape from the bustling tourist spots. Nestled on a 10,000-acre estate, this luxurious retreat is ideal for horseback riding, mountain biking, trekking, and bird watching, or simply enjoying the tranquility of its elegant surroundings.
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
$774.00
(USD)
Per Person
Inside
$774.00
Cat: IZ
$129.00/Night
Outside
$954.00
Cat: VZ
$159.00/Night
Balcony
$1,014.00
Cat: TZ
$169.00/Night
Suite
$2,934.00
Cat: RZ
$489.00/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 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 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
$1,090.00
(USD)
Per Person
Inside
$1,090.00
Cat: IZ
$109.00/Night
Outside
$1,918.00
Cat: VW
$191.80/Night
Balcony
$1,690.00
Cat: TZ
$169.00/Night
Suite
$4,990.00
Cat: RZ
$499.00/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