Upland Travel
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Special Interest - Adults Only

(50 offers included)
Departing on Jun 17, 2027 on the Brilliant Lady
Nights: 7
Dates: Jun 17, 2027 through Jun 24, 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
$903.00
(USD)
Per Person
Inside
$903.00
Cat: IZ
$129.00/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,673.00
Cat: TZ
$239.00/Night
Suite
$4,403.00
Cat: RZ
$629.00/Night
Departing on Sep 26, 2027 on the Resilient Lady
Nights: 7
Dates: Sep 26, 2027 through Oct 03, 2027
Itinerary:
Barcelona, Marseille, Cannes, Ajaccio Corsica, Rome, Salerno, Palermo, Sicily, Cagliari Sardinia, 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
$1,323.00
(USD)
Per Person
Inside
$1,323.00
Cat: IZ
$189.00/Night
Outside
$1,603.00
Cat: VZ
$229.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$4,305.00
Cat: SS
$615.00/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
$2,104.00
(USD)
Per Person
Inside
$2,104.00
Cat: IN
$210.40/Night
Outside
$2,190.00
Cat: VZ
$219.00/Night
Balcony
$2,390.00
Cat: TZ
$239.00/Night
Suite
$6,700.00
Cat: SS
$670.00/Night
Departing on Apr 06, 2026 on the Valiant Lady
Nights: 5
Dates: Apr 06, 2026 through Apr 11, 2026
Ship: Valiant Lady
Itinerary:
New York City, New York, Sailing, Kings Wharf, Sailing, New York City, New York
This 5-night round trip getaway is the perfect respite of (much-needed) Vitamin Sea to restore your body, mind, and soul. From New York, bliss meets luxury (and relaxation) during your day at sea, before arriving at King's Wharf, Bermuda.
from
$966.00
(USD)
Per Person
Inside
$966.00
Cat: IN
$193.20/Night
Outside
$1,061.00
Cat: VW
$212.20/Night
Balcony
$1,132.00
Cat: TL
$226.40/Night
Suite
$2,495.00
Cat: RZ
$499.00/Night
Departing on Oct 11, 2027 on the Valiant Lady
Nights: 5
Dates: Oct 11, 2027 through Oct 16, 2027
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
$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
$2,875.00
Cat: SS
$575.00/Night
Departing on Feb 15, 2027 on the Scarlet Lady
Nights: 5
Dates: Feb 15, 2027 through Feb 20, 2027
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
$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
$2,575.00
Cat: SS
$515.00/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
$945.00
(USD)
Per Person
Inside
$945.00
Cat: IZ
$189.00/Night
Outside
$1,045.00
Cat: VZ
$209.00/Night
Balcony
$1,436.00
Cat: TR
$287.20/Night
Suite
$3,200.00
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
$2,390.00
(USD)
Per Person
Outside
$2,390.00
Cat: VZ
$239.00/Night
Balcony
$2,683.00
Cat: TL
$268.30/Night
Suite
$7,650.00
Cat: SB
$765.00/Night
Departing on Oct 03, 2026 on the Brilliant Lady
Nights: 7
Dates: Oct 03, 2026 through Oct 10, 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
$763.00
(USD)
Per Person
Inside
$763.00
Cat: IZ
$109.00/Night
Outside
$1,043.00
Cat: VZ
$149.00/Night
Balcony
$1,113.00
Cat: TZ
$159.00/Night
Suite
$3,493.00
Cat: RZ
$499.00/Night
Departing on May 11, 2026 on the Brilliant Lady
Nights: 10
Dates: May 11, 2026 through May 21, 2026
Itinerary:
Vancouver, Inside Passage (Cruising), Alaska, Ketchikan, Alaska, Sitka, Alaska, Hubbard Glacier (Cruising), Alaska, Skagway, Alaska, Juneau, Alaska, Icy Strait Point, Alaska, Sailing, Seattle, Washington
This 10-night Alaskan experience departs from Vancouver and spends a day sailing to Ketchikan, Alaska, a quaint village nestled in the Tongass National Forest. From there you'll dock in Sitka, Alaska before spending a day sailing past the iconic Hubbard Glacier.
from
$1,290.00
(USD)
Per Person
Outside
$1,290.00
Cat: VZ
$129.00/Night
Balcony
$1,690.00
Cat: TZ
$169.00/Night
Suite
$5,590.00
Cat: RZ
$559.00/Night
Departing on Nov 05, 2026 on the Scarlet Lady
Nights: 4
Dates: Nov 05, 2026 through Nov 09, 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
$543.00
(USD)
Per Person
Inside
$543.00
Cat: IN
$135.75/Night
Outside
$675.00
Cat: VW
$168.75/Night
Balcony
$771.00
Cat: TL
$192.75/Night
Suite
$2,100.00
Cat: SS
$525.00/Night
Departing on Nov 08, 2026 on the Resilient Lady
Nights: 8
Dates: Nov 08, 2026 through Nov 16, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, San Juan, Tortola, Sailing, Beach Club at Bimini, Miami, Florida
This stunning sojourn leaves Miami and sails a day to the picturesque silvers coasts, crystalline cenotes and lush jungles of Puerto Plata, Dominican Republic. Next, awake to the blissful sound of crashing waves in San Juan before arriving the next day in magical Tortola, nestled into the British Virgin Islands. Then sail two days to our private Beach Club at Bimini before returning to Miami.
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
$1,592.00
Cat: TZ
$199.00/Night
Suite
$3,912.00
Cat: RZ
$489.00/Night
Dates: Feb 04, 2026 through Jul 31, 2026
Location(s):
Los Cabos
$200 in instant savings at Paradisus Los Cabos
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
$700.00
(USD)
Per Person
Inside
$700.00
Cat: IN
$140.00/Night
Outside
$867.00
Cat: VW
$173.40/Night
Balcony
$985.00
Cat: TL
$197.00/Night
Suite
$2,875.00
Cat: SS
$575.00/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
$1,463.00
(USD)
Per Person
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
$4,725.00
Cat: SS
$675.00/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
$2,443.00
(USD)
Per Person
Inside
$2,443.00
Cat: IN
$244.30/Night
Outside
$2,590.00
Cat: VZ
$259.00/Night
Balcony
$2,790.00
Cat: TZ
$279.00/Night
Suite
$6,750.00
Cat: SS
$675.00/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
$795.00
(USD)
Per Person
Inside
$795.00
Cat: IZ
$159.00/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,445.00
Cat: RZ
$489.00/Night
Departing on Dec 30, 2026 on the Scarlet Lady
Nights: 5
Dates: Dec 30, 2026 through Jan 04, 2027
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, Cozumel (Playa Del Carmen), Sailing, Beach Club at Bimini, Miami, Florida
Ring in the new year cruising the Caribbean on a 5-night sailing to Cozumel (Playa del Carmen) and Tulum. Arriving early and departing late from Mexico - and with a day and sunset spent at The Beach Club at Bimini - you'll have plenty of time to ramp up the adventure and wind down to chill while seeing each port from every sun and moonlit angle.
from
$1,445.00
(USD)
Per Person
Inside
$1,445.00
Cat: IZ
$289.00/Night
Outside
$1,545.00
Cat: VZ
$309.00/Night
Balcony
$1,695.00
Cat: TZ
$339.00/Night
Suite
$3,425.00
Cat: SS
$685.00/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 NYC.
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
$1,672.00
Cat: TZ
$209.00/Night
Suite
$4,360.00
Cat: SS
$545.00/Night
Departing on May 30, 2027 on the Scarlet Lady
Nights: 11
Dates: May 30, 2027 through Jun 10, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Dubrovnik, Kotor, Corfu, Santorini, Bodrum, Mykonos, Chania, Athens
This sun-kissed 11-night journey from Athens sweeps you across the Adriatic and Aegean, from Dubrovnik's storied walls to Kotor's dramatic bay and Corfu's island charm.
from
$2,299.00
(USD)
Per Person
Inside
$2,370.00
Cat: IN
$215.45/Night
Outside
$2,299.00
Cat: VZ
$209.00/Night
Balcony
$2,519.00
Cat: TZ
$229.00/Night
Suite
$7,425.00
Cat: SS
$675.00/Night
Departing on Mar 14, 2026 on the Resilient Lady
Nights: 6
Dates: Mar 14, 2026 through Mar 20, 2026
Itinerary:
Miami, Roatan, Costa Maya, Cozumel, Miami
This 6-night Caribbean getaway departs Miami and provides a day of sun and self-care at sea while sailing to your first stop, Roatán, a tropical Honduran island that sports the second largest great barrier reef in the world, sprawling rainforests, cascading waterfalls and lush lagoons.
from
$1,379.00
(USD)
Per Person
Balcony
$1,379.00
Cat: TL
$229.83/Night
Suite
$2,780.00
Cat: RZ
$463.33/Night
Departing on Aug 13, 2026 on the Resilient Lady
Nights: 4
Dates: Aug 13, 2026 through Aug 17, 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
$619.00
(USD)
Per Person
Inside
$619.00
Cat: IN
$154.75/Night
Outside
$828.00
Cat: VW
$207.00/Night
Balcony
$847.00
Cat: TL
$211.75/Night
Suite
$1,876.00
Cat: RZ
$469.00/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
$1,673.00
Cat: VZ
$239.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$4,305.00
Cat: SS
$615.00/Night
Departing on Aug 24, 2027 on the Brilliant Lady
Nights: 9
Dates: Aug 24, 2027 through Sep 02, 2027
Itinerary:
Seattle, Ketchikan, Icy Strait, Hubbard Glacier, Sitka, Victoria, Seattle
This 9-night voyage departs from Seattle, gliding through Alaska’s majestic Inside Passage. After a serene day at sea, explore the colorful charm of Ketchikan and the natural wonders of Icy Strait Point.
from
$1,387.00
(USD)
Per Person
Inside
$1,387.00
Cat: IN
$154.11/Night
Outside
$1,521.00
Cat: VZ
$169.00/Night
Balcony
$2,327.00
Cat: TR
$258.56/Night
Suite
$5,400.00
Cat: SS
$600.00/Night
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
$795.00
(USD)
Per Person
Inside
$795.00
Cat: IZ
$159.00/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,095.00
Cat: TZ
$219.00/Night
Suite
$2,950.00
Cat: SS
$590.00/Night
Departing on Mar 07, 2027 on the Resilient Lady
Nights: 6
Dates: Mar 07, 2027 through Mar 13, 2027
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 there you'll sail to George Town, Grand Cayman, a colorful capital city offering outdoor adventure, beautiful views and excitement at every turn.
from
$774.00
(USD)
Per Person
+ $232.00 taxes/fees
Inside
$774.00
Cat: IZ
$129.00/Night
Outside
$954.00
Cat: VZ
$159.00/Night
Balcony
$1,124.00
Cat: TL
$187.33/Night
Suite
$2,814.00
Cat: RZ
$469.00/Night
Departing on Mar 06, 2027 on the Scarlet Lady
Nights: 5
Dates: Mar 06, 2027 through Mar 11, 2027
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
$745.00
(USD)
Per Person
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$845.00
Cat: VZ
$169.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,525.00
Cat: SS
$505.00/Night
Departing on Mar 27, 2027 on the Valiant Lady
Nights: 7
Dates: Mar 27, 2027 through Apr 03, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Willemstad, Oranjestad, Sailing, St. John's, Philipsburg, 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. Next, dock in Oranjestad, Aruba, then enjoy another restful day at sea en route to St. John's, Antigua - a true vacationer's paradise. Finally, visit sun-soaked 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
$4,970.00
Cat: RZ
$710.00/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
$1,463.00
(USD)
Per Person
Inside
$1,463.00
Cat: IZ
$209.00/Night
Outside
$1,813.00
Cat: VZ
$259.00/Night
Balcony
$1,883.00
Cat: TZ
$269.00/Night
Suite
$4,305.00
Cat: SS
$615.00/Night
Departing on Jun 28, 2026 on the Valiant Lady
Nights: 6
Dates: Jun 28, 2026 through Jul 04, 2026
Ship: Valiant Lady
Itinerary:
Barcelona, Nice, Rome, Ajaccio Corsica, Ibiza, Barcelona
After leaving Barcelona you'll arrive the following day to the pebbled beaches and cobblestone streets of the French Riviera's sparkling gem - Nice, France. From there you'll head to explore the ancient ruins and renowned food scene of Rome, followed by a day on the silvery shores of Corsica. Arrive the following day for two uninterrupted days (and nights) in Ibiza before returning to Barcelona.
from
$1,374.00
(USD)
Per Person
Outside
$1,374.00
Cat: VZ
$229.00/Night
Balcony
$1,434.00
Cat: TZ
$239.00/Night
Suite
$3,294.00
Cat: RZ
$549.00/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, Sailing, Oranjestad, Willemstad, Sailing, Fort-de-France, Basseterre, San Juan
This Valentine's Day sojourn departs from San Juan and provides a day of on-board luxury while sailing to your first stop, Oranjestad, Aruba. From there you'll dock in the warm waters of Willemstad, before spending another day sailing to Fort-de-France in magical Martinique, followed by the bustling beach town with beguiling beaches, Basseterre, St. Kitts & Nevis, 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 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
$954.00
(USD)
Per Person
Inside
$954.00
Cat: IZ
$159.00/Night
Outside
$1,134.00
Cat: VZ
$189.00/Night
Balcony
$1,254.00
Cat: TZ
$209.00/Night
Suite
$3,414.00
Cat: RZ
$569.00/Night
Departing on Aug 21, 2027 on the Valiant Lady
Nights: 5
Dates: Aug 21, 2027 through Aug 26, 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
$745.00
(USD)
Per Person
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$845.00
Cat: VZ
$169.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,925.00
Cat: SS
$585.00/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
$891.00
(USD)
Per Person
Inside
$891.00
Cat: IZ
$99.00/Night
Outside
$1,071.00
Cat: VZ
$119.00/Night
Balcony
$1,341.00
Cat: TZ
$149.00/Night
Suite
$4,221.00
Cat: RZ
$469.00/Night
Dates: Feb 16, 2026 through Apr 28, 2027
Itinerary:
Bimini Islands, George Town, San Juan, Cozumel, Miami
Plan your next getaway with 80% off your 2nd Sailor, up to $350 USD in free drinks, and up to $300 USD onboard credit on sailings from MIA and SJU. Palm trees and cool breezes, wrapped in our most inclusive offer of the year.
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
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,603.00
Cat: TZ
$229.00/Night
Suite
$4,403.00
Cat: RZ
$629.00/Night
Departing on Aug 10, 2026 on the Scarlet Lady
Nights: 12
Dates: Aug 10, 2026 through Aug 22, 2026
Ship: Scarlet Lady
Itinerary:
Barcelona, Palma de Mallorca, Sailing, Ibiza, Sailing, Cannes, Ajaccio, Corsica, La Spezia, Sailing, Amalfi Coast (Salerno), Catania, Sicily, Sailing, Civitavecchia (Rome)
This 12-night one-way voyage from Barcelona to Rome brings you to Mallorca, Ibiza, Cannes, Corsica, La Spezia, the Amalfi Coast, and Sicily. One minute you'll be partying it up in Ibiza, the next you'll be living the glamorous Hollywood lifestyle in Cannes, or walking in the footsteps of emperors in Rome - all under the magical, mysterious glow of the epic solar eclipse.
from
$3,228.00
(USD)
Per Person
Inside
$3,228.00
Cat: IZ
$269.00/Night
Outside
$3,468.00
Cat: VZ
$289.00/Night
Balcony
$3,588.00
Cat: TZ
$299.00/Night
Suite
$6,972.00
Cat: RZ
$581.00/Night
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
$1,272.00
(USD)
Per Person
+ $246.00 taxes/fees
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
$4,312.00
Cat: RZ
$539.00/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
$903.00
(USD)
Per Person
Inside
$903.00
Cat: IZ
$129.00/Night
Outside
$1,113.00
Cat: VZ
$159.00/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$3,283.00
Cat: RZ
$469.00/Night
Departing on Feb 28, 2026 on the Resilient Lady
Nights: 7
Dates: Feb 28, 2026 through Mar 07, 2026
Itinerary:
Miami, Sailing, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami
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
$763.00
(USD)
Per Person
Inside
$763.00
Cat: IZ
$109.00/Night
Balcony
$1,120.00
Cat: TZ
$160.00/Night
Suite
$5,950.00
Cat: SG
$850.00/Night
Departing on Jan 18, 2027 on the Scarlet Lady
Nights: 5
Dates: Jan 18, 2027 through Jan 23, 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
$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
$2,550.00
Cat: SS
$510.00/Night
Departing on Aug 22, 2026 on the Scarlet Lady
Nights: 9
Dates: Aug 22, 2026 through Aug 31, 2026
Ship: Scarlet Lady
Itinerary:
Civitavecchia (Rome), Sailing, Catania, Sicily, Naples, Sailing, Ajaccio, Corsica, Cannes, Livorno (Florence/Pisa), Sailing, Civitavecchia (Rome)
This 9-night epic adventure sails from Civitavecchia, the gateway to Rome and all its landmarks. The following day we'll arrive in Catania, followed by Naples, then Ajaccio. Next we'll arrive at every seasoned traveler (and celebrity)'s favorite vacation respite, Cannes. Next we'll dock in Livorno, located in Italy's Tuscany region and a stone's throw to Florence and Pisa before returning to Rome.
from
$1,791.00
(USD)
Per Person
Outside
$1,791.00
Cat: VZ
$199.00/Night
Balcony
$1,881.00
Cat: TZ
$209.00/Night
Suite
$4,581.00
Cat: RZ
$509.00/Night
Departing on Jul 28, 2027 on the Resilient Lady
Nights: 11
Dates: Jul 28, 2027 through Aug 08, 2027
Itinerary:
Barcelona, Palma de Mallorca, Malaga, Seville, Tangier, Funchal (Madeira), Valencia, Barcelona
After enjoying the palaces at the crossroads of Europe and Africa, experience the chance to witness the solar eclipse in totality from your red-hammocked balcony or a rooftop restaurant.
from
$3,201.00
(USD)
Per Person
Outside
$3,201.00
Cat: VW
$291.00/Night
Balcony
$3,462.00
Cat: TL
$314.73/Night
Suite
$8,580.00
Cat: SS
$780.00/Night
Departing on Sep 10, 2026 on the Scarlet Lady
Nights: 10
Dates: Sep 10, 2026 through Sep 20, 2026
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
$2,690.00
(USD)
Per Person
Outside
$2,690.00
Cat: VZ
$269.00/Night
Balcony
$3,108.00
Cat: TL
$310.80/Night
Suite
$6,750.00
Cat: SS
$675.00/Night
Departing on Jul 21, 2027 on the Scarlet Lady
Nights: 11
Dates: Jul 21, 2027 through Aug 01, 2027
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
$2,299.00
(USD)
Per Person
Inside
$2,299.00
Cat: IZ
$209.00/Night
Outside
$2,519.00
Cat: VZ
$229.00/Night
Balcony
$2,849.00
Cat: TZ
$259.00/Night
Suite
$7,370.00
Cat: SS
$670.00/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
$1,989.00
(USD)
Per Person
Inside
$1,989.00
Cat: IN
$248.63/Night
Outside
$2,293.00
Cat: VW
$286.63/Night
Balcony
$2,407.00
Cat: TL
$300.88/Night
Suite
$5,400.00
Cat: SS
$675.00/Night
Departing on Aug 16, 2027 on the Valiant Lady
Nights: 5
Dates: Aug 16, 2027 through Aug 21, 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
$745.00
(USD)
Per Person
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$845.00
Cat: VZ
$169.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,875.00
Cat: SS
$575.00/Night
Departing on May 10, 2026 on the Scarlet Lady
Nights: 7
Dates: May 10, 2026 through May 17, 2026
Ship: Scarlet Lady
Itinerary:
Barcelona, Sailing, Civitavecchia (Rome), Amalfi Coast (Salerno), Catania, Sicily, Sailing, Mykonos, Piraeus (Athens)
This 7-night Mediterranean respite sets sail from Barcelona and spends a day at sea headed to Civitavecchia, the gateway to Rome and all of its landmarks. From there you'll hit Salerno, on the Amalfi Coast, before discovering the architectural wonders of Catania.
from
$2,303.00
(USD)
Per Person
Balcony
$2,303.00
Cat: TZ
$329.00/Night
Suite
$7,273.00
Cat: MZ
$1,039.00/Night
Departing on Jul 08, 2026 on the Valiant Lady
Nights: 14
Dates: Jul 08, 2026 through Jul 22, 2026
Ship: Valiant Lady
Itinerary:
Portsmouth, Sailing, Cork (Cobh), Belfast, Dublin, Liverpool, Greenock, Sailing, Stornoway, Isle of Lewis, Kirkwall, Invergordon, Edinburgh, Sailing, Zeebrugge (Bruges), Portsmouth
Discover the best of the beautiful and brilliant British Isles on this 14-night voyage. Departing from Portsmouth, stop in Cork, Belfast, Dublin, Liverpool, Glasgow, Stornoway, Kirkwall, Invergordon, Edinburgh, with a bonus stop in Bruges.