Thompson Travel
✆: 978.257.8245 | ✉:

Special Interest - Adults Only

(50 offers included)
Departing on Aug 01, 2027 on the Scarlet Lady
Nights: 7
Dates: Aug 01, 2027 through Aug 08, 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
$1,393.00
(USD)
Per Person
Inside
$1,393.00
Cat: IZ
$199.00/Night
Outside
$1,603.00
Cat: VZ
$229.00/Night
Balcony
$1,813.00
Cat: TZ
$259.00/Night
Suite
$4,620.00
Cat: SS
$660.00/Night
Departing on 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 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
$1,393.00
(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 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
$895.00
(USD)
Per Person
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$995.00
Cat: TZ
$199.00/Night
Suite
$2,495.00
Cat: RZ
$499.00/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 Feb 07, 2027 on the Resilient Lady
Nights: 7
Dates: Feb 07, 2027 through Feb 14, 2027
Itinerary:
Miami, George Town, Ocho Rios, Nassau, Bimini Islands, Miami
This 7-night voyage departs from Miami, beginning with a tranquil day at sea before exploring the crystal-clear waters of George Town in the Cayman Islands and the lush waterfalls of Ocho Rios.
from
$833.00
(USD)
Per Person
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$973.00
Cat: VZ
$139.00/Night
Balcony
$1,043.00
Cat: TZ
$149.00/Night
Suite
$3,283.00
Cat: RZ
$469.00/Night
Departing on Feb 14, 2027 on the Resilient Lady
Nights: 7
Dates: Feb 14, 2027 through Feb 21, 2027
Itinerary:
Miami, Freeport, Progreso, Bimini Islands, Miami
Join us for our first-ever, fleet-wide meet up at sea. This once-in-a-shiptime 7-night sailing on Resilient Lady departs Miami and stops in Freeport, Bahamas before our epic Rendezvous Day with exclusive events and moments on the water.
from
$1,043.00
(USD)
Per Person
Inside
$1,043.00
Cat: IZ
$149.00/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,323.00
Cat: TZ
$189.00/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
$903.00
(USD)
Per Person
Inside
$903.00
Cat: IZ
$129.00/Night
Outside
$1,113.00
Cat: VZ
$159.00/Night
Balcony
$1,183.00
Cat: TZ
$169.00/Night
Suite
$3,003.00
Cat: RZ
$429.00/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
$1,183.00
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 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
$2,190.00
(USD)
Per Person
Inside
$2,190.00
Cat: IZ
$219.00/Night
Outside
$2,390.00
Cat: VZ
$239.00/Night
Balcony
$2,690.00
Cat: TZ
$269.00/Night
Suite
$5,899.00
Cat: SS
$589.90/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
$1,192.00
(USD)
Per Person
Inside
$1,192.00
Cat: IZ
$149.00/Night
Outside
$1,352.00
Cat: VZ
$169.00/Night
Balcony
$1,432.00
Cat: TZ
$179.00/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
$1,095.00
(USD)
Per Person
Inside
$1,245.00
Cat: IZ
$249.00/Night
Outside
$1,095.00
Cat: VZ
$219.00/Night
Balcony
$1,295.00
Cat: TZ
$259.00/Night
Suite
$3,500.00
Cat: SS
$700.00/Night
Departing on Sep 12, 2027 on the Resilient Lady
Nights: 7
Dates: Sep 12, 2027 through Sep 19, 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
$1,673.00
(USD)
Per Person
Inside
$1,673.00
Cat: IZ
$239.00/Night
Outside
$1,813.00
Cat: VZ
$259.00/Night
Balcony
$2,072.00
Cat: TL
$296.00/Night
Suite
$4,200.00
Cat: SS
$600.00/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
$695.00
Cat: IZ
$139.00/Night
Outside
$645.00
Cat: VZ
$129.00/Night
Balcony
$795.00
Cat: TZ
$159.00/Night
Suite
$2,195.00
Cat: RZ
$439.00/Night
Departing on Apr 10, 2027 on the Valiant Lady
Nights: 5
Dates: Apr 10, 2027 through Apr 15, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Grand Turk, Bimini Islands, Miami
This 5-night escape begins in San Juan, before a day of sailing sets the tone for relaxation.
from
$745.00
(USD)
Per Person
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$795.00
Cat: VZ
$159.00/Night
Balcony
$895.00
Cat: TZ
$179.00/Night
Suite
$2,395.00
Cat: RZ
$479.00/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
$952.00
(USD)
Per Person
Inside
$952.00
Cat: IZ
$119.00/Night
Outside
$1,192.00
Cat: VZ
$149.00/Night
Balcony
$1,272.00
Cat: TZ
$159.00/Night
Suite
$4,552.00
Cat: RZ
$569.00/Night
Departing on Mar 21, 2027 on the Resilient Lady
Nights: 6
Dates: Mar 21, 2027 through Mar 27, 2027
Itinerary:
Miami, Grand Turk, Samana, Puerto Plata, Miami
This 6-night voyage departs from Miami, beginning with a relaxing day at sea before arriving at the pristine beaches of Grand Turk.
from
$894.00
(USD)
Per Person
Inside
$894.00
Cat: IZ
$149.00/Night
Outside
$1,014.00
Cat: VZ
$169.00/Night
Balcony
$1,134.00
Cat: TZ
$189.00/Night
Suite
$2,874.00
Cat: RZ
$479.00/Night
Departing on Oct 13, 2026 on the Valiant Lady
Nights: 6
Dates: Oct 13, 2026 through Oct 19, 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
$654.00
Cat: VZ
$109.00/Night
Balcony
$714.00
Cat: TZ
$119.00/Night
Suite
$2,394.00
Cat: RZ
$399.00/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
$645.00
(USD)
Per Person
Inside
$645.00
Cat: IZ
$129.00/Night
Outside
$645.00
Cat: VZ
$129.00/Night
Balcony
$795.00
Cat: TZ
$159.00/Night
Suite
$2,195.00
Cat: RZ
$439.00/Night
Departing on Mar 20, 2027 on the Scarlet Lady
Nights: 5
Dates: Mar 20, 2027 through Mar 25, 2027
Ship: Scarlet Lady
Itinerary:
Miami, Grand Turk, Bimini Islands, Miami
Calling all amateur sleuths — Virgin's enthralling True Crime Voyage returns for a second year.
from
$845.00
(USD)
Per Person
+ $196.00 taxes/fees
Inside
$845.00
Cat: IZ
$169.00/Night
Outside
$845.00
Cat: VZ
$169.00/Night
Balcony
$995.00
Cat: TZ
$199.00/Night
Suite
$2,145.00
Cat: RZ
$429.00/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
$1,323.00
(USD)
Per Person
Inside
$1,323.00
Cat: IZ
$189.00/Night
Outside
$1,603.00
Cat: VZ
$229.00/Night
Balcony
$1,813.00
Cat: TZ
$259.00/Night
Suite
$4,495.00
Cat: SS
$642.14/Night
Departing on Dec 26, 2027 on the Scarlet Lady
Nights: 7
Dates: Dec 26, 2027 through Jan 02, 2028
Ship: Scarlet Lady
Itinerary:
San Juan, St. Maarten, Bridgetown, Fort-de-France, St. John's, St. Thomas, San Juan
Ring in the New Year on this 7-night Southern Caribbean escape as you sail from San Juan to Philipsburg, St. Maarten before a relaxing day at sea to enjoy ship life.
from
$1,673.00
(USD)
Per Person
+ $236.00 taxes/fees
Inside
$1,673.00
Cat: IZ
$239.00/Night
Outside
$1,953.00
Cat: VZ
$279.00/Night
Balcony
$2,093.00
Cat: TZ
$299.00/Night
Suite
$4,480.00
Cat: SS
$640.00/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
Departing on Jan 16, 2027 on the Resilient Lady
Nights: 8
Dates: Jan 16, 2027 through Jan 24, 2027
Itinerary:
Miami, Costa Maya, Roatan, Belize City, Cozumel, Bimini Islands, Miami
This 8-night voyage departs from Miami, sailing into the Caribbean with a relaxing day at sea before exploring the vibrant shores of Costa Maya, the lush beauty of Roatán, and the cultural charm of Belize City.
from
$1,032.00
(USD)
Per Person
Inside
$1,032.00
Cat: IZ
$129.00/Night
Outside
$1,192.00
Cat: VZ
$149.00/Night
Balcony
$1,272.00
Cat: TZ
$159.00/Night
Suite
$3,272.00
Cat: RZ
$409.00/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
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
$545.00
(USD)
Per Person
Inside
$545.00
Cat: IZ
$109.00/Night
Outside
$595.00
Cat: VZ
$119.00/Night
Balcony
$645.00
Cat: TZ
$129.00/Night
Suite
$2,295.00
Cat: RZ
$459.00/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 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 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
$1,603.00
(USD)
Per Person
Inside
$1,603.00
Cat: IZ
$229.00/Night
Outside
$1,673.00
Cat: VZ
$239.00/Night
Balcony
$1,883.00
Cat: TZ
$269.00/Night
Suite
$3,568.00
Cat: RZ
$509.71/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 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 Oct 29, 2026 on the Brilliant Lady
Nights: 17
Dates: Oct 29, 2026 through Nov 15, 2026
Itinerary:
Los Angeles, Cabo San Lucas, Puerto Quetzal, Puntarenas, Panama City, Cartagena, 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.
from
$9,503.00
(USD)
Per Person
Suite
$9,503.00
Cat: RZ
$559.00/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
$895.00
(USD)
Per Person
Inside
$945.00
Cat: IZ
$189.00/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,650.00
Cat: SS
$530.00/Night
Departing on Apr 01, 2028 on the Valiant Lady
Nights: 5
Dates: Apr 01, 2028 through Apr 06, 2028
Ship: Valiant Lady
Itinerary:
Miami, Cozumel, Bimini Islands, 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
$645.00
(USD)
Per Person
+ $228.00 taxes/fees
Inside
$645.00
Cat: IZ
$129.00/Night
Outside
$845.00
Cat: VZ
$169.00/Night
Balcony
$945.00
Cat: TZ
$189.00/Night
Suite
$2,750.00
Cat: SS
$550.00/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
$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 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
$3,011.00
(USD)
Per Person
Outside
$3,011.00
Cat: VW
$301.10/Night
Balcony
$3,190.00
Cat: TZ
$319.00/Night
Suite
$6,849.00
Cat: SS
$684.90/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
Amor Arenal 4+ Star Hotel
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
Arenal
Amor Arenal is a luxury resort set at the foothills of the Arenal Volcano in Costa Rica, perched on the edge of a pristine forest canyon at an elevation that delivers a naturally temperate climate and cooler temperatures year-round. Spacious luxury cabins crafted from tropical hardwoods frame panoramic views of the virgin rainforest canyon and direct sightlines to the volcano, combining natural materials with refined comfort in a setting that feels as remote as it is beautiful.
Departing on Dec 19, 2027 on the Resilient Lady
Nights: 7
Dates: Dec 19, 2027 through Dec 26, 2027
Itinerary:
Miami, Puerto Plata, San Juan, Bimini Islands, Miami
This 7-night Eastern Caribbean & Bimini Holiday sailing departs Miami with a day at sea before stopping in Puerto Plata and San Juan.
from
$1,113.00
(USD)
Per Person
+ $225.00 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 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
$1,071.00
(USD)
Per Person
Inside
$1,071.00
Cat: IZ
$119.00/Night
Outside
$1,431.00
Cat: VZ
$159.00/Night
Balcony
$1,701.00
Cat: TZ
$189.00/Night
Suite
$6,120.00
Cat: SAE
$680.00/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 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
Dates: Sep 04, 2026 through Apr 30, 2027
Location(s):
Los Cabos
$200 spa credit + Kids eat free at Zadún, a Ritz-Carlton Reserve
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 Dec 27, 2027 on the Valiant Lady
Nights: 3
Dates: Dec 27, 2027 through Dec 30, 2027
Ship: Valiant Lady
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
$477.00
(USD)
Per Person
Inside
$477.00
Cat: IZ
$159.00/Night
Outside
$627.00
Cat: VZ
$209.00/Night
Balcony
$657.00
Cat: TZ
$219.00/Night
Suite
$2,085.00
Cat: SAE
$695.00/Night
Screebe House Hotel 4 Star Hotel
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
Connemara
Set on Irelands Wild Atlantic coast in the heart of Connemara, Screebe House is a beautifully restored Victorian fishing lodge overlooking Camus Bay and its original harbour. With landscaped gardens and a sweeping terrace facing the water, the setting feels wonderfully secluded and scenicyet the hotel is known just as much for its warm hospitality, comfort, and fine cuisine as for its views. Family-owned for many years, Screebe House has a personal, welcoming atmosphere, reflected in the thoughtful attention to detail throughout.
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 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 Nov 14, 2027 on the Resilient Lady
Nights: 6
Dates: Nov 14, 2027 through Nov 20, 2027
Itinerary:
Miami, Bimini Islands, Puerto Plata, Grand Turk, Miami
Set sail on a 6-night journey from vibrant Miami 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.
from
$714.00
(USD)
Per Person
+ $217.00 taxes/fees
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 26, 2026 on the Valiant Lady
Nights: 7
Dates: Dec 26, 2026 through Jan 02, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, St. Maarten, Basseterre, Castries, Bridgetown, Sailing, St. Croix, San Juan
This 7-night sunny adventure departs from San Juan before docking the next day in Phillipsburg, St. Maarten followed by Basseterre, St. Kitts - home to some of the world's best beaches and dreamiest vacay-vibes. The next day you'll hit Castries, St. Lucia before Bridgetown, Barbados. Then spend a day relaxing on board headed to Frederiksted, St. Croix before returning to San Juan.
from
$1,533.00
(USD)
Per Person
Inside
$1,533.00
Cat: IZ
$219.00/Night
Outside
$1,603.00
Cat: VZ
$229.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$4,823.00
Cat: RZ
$689.00/Night