Trips of a Lifetime
✆: 925-457-9671 | ✉:

Special Interest - Adults Only

(50 offers included)
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
Santorini
As seductive as the wine once made in Canaves (a domed warehouse where the island's pigeage took place), as breathtaking as the Caldera sunset and as charming as a well-hidden secret, Santorini Secret Suites & Spa Luxury Hotel in Oia is the ultimate new destination for travelers seeking the full Grecian package.
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
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 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
$1,214.00
(USD)
Per Person
Inside
$1,214.00
Cat: IN
$173.43/Night
Outside
$1,546.00
Cat: VW
$220.86/Night
Balcony
$1,845.00
Cat: TR
$263.57/Night
Suite
$4,403.00
Cat: RZ
$629.00/Night
Departing on Nov 29, 2026 on the Resilient Lady
Nights: 6
Dates: Nov 29, 2026 through Dec 05, 2026
Itinerary:
Miami, George Town, Ocho Rios, Bimini Islands, Miami
This 6-night Western Caribbean adventure sets sail from Miami and spends a day at sea on your way to George Town, Grand Cayman, a colorful capital city offering outdoor adventure, beautiful views and excitement at every turn.
from
$594.00
(USD)
Per Person
Inside
$594.00
Cat: IZ
$99.00/Night
Outside
$654.00
Cat: VZ
$109.00/Night
Balcony
$714.00
Cat: TZ
$119.00/Night
Suite
$3,000.00
Cat: SB
$500.00/Night
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 15, 2027 on the Scarlet Lady
Nights: 7
Dates: Aug 15, 2027 through Aug 22, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Dubrovnik, Kotor, Sarande, Mykonos, Athens
Sailing from historic Athens, spend a day at sea before arriving at the dazzling walled-marvel of Dubrovnik.
from
$1,463.00
(USD)
Per Person
Inside
$1,463.00
Cat: IZ
$209.00/Night
Outside
$1,673.00
Cat: VZ
$239.00/Night
Balcony
$1,883.00
Cat: TZ
$269.00/Night
Suite
$4,620.00
Cat: SS
$660.00/Night
Departing on Dec 26, 2027 on the Resilient Lady
Nights: 7
Dates: Dec 26, 2027 through Jan 02, 2028
Itinerary:
Miami, George Town, Ocho Rios, Bimini Islands, Miami
This nautical New Year's journey departs from Miami and sails a day to George Town, the picturesque capital city of Grand Cayman, for a day of swimming with stingrays and indulging in the local cuisine.
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
$2,023.00
Cat: TZ
$289.00/Night
Suite
$5,125.00
Cat: SS
$732.14/Night
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
Ballycotton
Discover the charm, warmth, and homely welcome that Sunville has to offer. Sunville House Bed and Breakfast is a newly renovated house within 3 minutes drive from Ballycotton bay, offering peaceful accommodation in a beautiful location.
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
$1,590.00
Cat: VZ
$159.00/Night
Balcony
$1,890.00
Cat: TZ
$189.00/Night
Suite
$4,949.00
Cat: SS
$494.90/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
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 Jan 02, 2027 on the Valiant Lady
Nights: 7
Dates: Jan 02, 2027 through Jan 09, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Castries, St. John's, Philipsburg, San Juan
Set out from San Juan on this epic 7-night voyage to some of the Caribbean's most beautiful islands. Start in Road Town, the capital of Tortola in the British Virgin Islands, where you can visit local rum distilleries, or relax at Cane Garden Bay Beach. Then complete your whirlwind Caribbean tour by heading to Barbados, St. Lucia, Antigua, and St. Maarten.
from
$1,183.00
(USD)
Per Person
Inside
$1,183.00
Cat: IZ
$169.00/Night
Outside
$1,253.00
Cat: VZ
$179.00/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$3,983.00
Cat: RZ
$569.00/Night
Departing on Nov 27, 2027 on the Valiant Lady
Nights: 5
Dates: Nov 27, 2027 through Dec 02, 2027
Ship: Valiant Lady
Itinerary:
Miami, Sailing, Grand Turk, Sailing, Beach Club at Bimini, Miami
Miami, Grand Turk (& back) sails to the snow-white shores of the Grand Turk for plenty of time to lay by the beach and explore the city streets. Add a full day spent at the exclusive Beach Club in Bimini, Bahamas.
from
$645.00
(USD)
Per Person
Inside
$645.00
Cat: IZ
$129.00/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$995.00
Cat: TZ
$199.00/Night
Suite
$3,000.00
Cat: SS
$600.00/Night
Departing on Sep 19, 2026 on the 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 20, 2027 on the Valiant Lady
Nights: 7
Dates: Dec 20, 2027 through Dec 27, 2027
Ship: Valiant Lady
Itinerary:
Miami, George Town, Ocho Rios, Bimini Islands, Miami
This 7-night Western Caribbean & Bimini Holiday sailing departs Miami with a day at sea before stopping in George Town and Ocho Rios.
from
$1,113.00
(USD)
Per Person
+ $229.00 taxes/fees
Inside
$1,113.00
Cat: IZ
$159.00/Night
Outside
$1,393.00
Cat: VZ
$199.00/Night
Balcony
$1,603.00
Cat: TZ
$229.00/Night
Suite
$3,725.00
Cat: SS
$532.14/Night
Dates: Oct 01, 2026 through Apr 30, 2027
Location(s):
Montego Bay
$150 in instant savings at Royalton Hideaway Blue Waters, Autograph Collection
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 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 Dec 23, 2027 on the Brilliant Lady
Nights: 5
Dates: Dec 23, 2027 through Dec 28, 2027
Itinerary:
Miami, Cozumel, Bimini Islands, Miami
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.
from
$845.00
(USD)
Per Person
Inside
$845.00
Cat: IZ
$169.00/Night
Outside
$995.00
Cat: VZ
$199.00/Night
Balcony
$1,195.00
Cat: TZ
$239.00/Night
Suite
$3,200.00
Cat: SS
$640.00/Night
Dates: Jan 01, 2026 through Dec 31, 2027
Location(s):
Torgiano
Perched atop a hill overlooking Assisi and Perugia, Borgobrufa Spa Resort offers an unparalleled retreat in the verdant heart of Umbria. The resort embodies sublime tranquility, comfort, and wellness, with panoramic vistas stretching from vineyard-dotted hills to the historic cities of Assisi, Perugia, and beyond.
Departing on 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 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
$770.00
(USD)
Per Person
Inside
$770.00
Cat: IN
$154.00/Night
Outside
$795.00
Cat: VZ
$159.00/Night
Balcony
$945.00
Cat: TZ
$189.00/Night
Suite
$2,250.00
Cat: SS
$450.00/Night
Departing on Jan 23, 2028 on the Resilient Lady
Nights: 6
Dates: Jan 23, 2028 through Jan 29, 2028
Itinerary:
Miami, Ocho Rios, George Town, Bimini Islands, Miami
This 6-night Western Caribbean adventure sets sail from Miami and spends one day at sea on your way to a nature lover's haven: Ocho Rios, Jamaica.
from
$714.00
(USD)
Per Person
Inside
$714.00
Cat: IZ
$119.00/Night
Outside
$954.00
Cat: VZ
$159.00/Night
Balcony
$1,134.00
Cat: TZ
$189.00/Night
Suite
$2,875.00
Cat: SS
$479.17/Night
Departing on Jan 30, 2027 on the Resilient Lady
Nights: 8
Dates: Jan 30, 2027 through Feb 07, 2027
Itinerary:
Miami, Puerto Plata, San Juan, St. Croix, Bimini Islands, Miami
Embark on a spectacular eight-night voyage through the Caribbean featuring a day in Puerto Plata, a late-night stay in San Juan, and a visit to St. Croix.
from
$952.00
(USD)
Per Person
Inside
$952.00
Cat: IZ
$119.00/Night
Outside
$1,112.00
Cat: VZ
$139.00/Night
Balcony
$1,192.00
Cat: TZ
$149.00/Night
Suite
$3,592.00
Cat: RZ
$449.00/Night
Departing on Dec 28, 2026 on the Brilliant Lady
Nights: 10
Dates: Dec 28, 2026 through Jan 07, 2027
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Basseterre, Tortola, St. John's, Sailing, Beach Club at Bimini, Miami, Florida
Depart Miami and sail 2 days to the bounding beaches (& beach bars) of Philipsburg, Saint Maarten. The next day ring in the New Year surrounded by the iridescent waters and flawless vibes of Basseterre, St. Kitts, followed by Tortola, British Virgin Islands then the world-renowned paradise oasis of St. John's, Antigua. Sail 2 more days to the private Beach Club at Bimini before returning to Miami.
from
$1,190.00
(USD)
Per Person
Inside
$1,190.00
Cat: IZ
$119.00/Night
Outside
$1,390.00
Cat: VZ
$139.00/Night
Balcony
$1,590.00
Cat: TZ
$159.00/Night
Suite
$5,990.00
Cat: RZ
$599.00/Night
Departing on Nov 20, 2027 on the Resilient Lady
Nights: 8
Dates: Nov 20, 2027 through Nov 28, 2027
Itinerary:
Miami, Puerto Plata, San Juan, Philipsburg, Bimini Islands, Miami
This 8-night voyage departs from Miami, beginning with a peaceful day at sea before arriving in Puerto Plata's golden landscapes and the vibrant streets of San Juan.
from
$1,684.00
(USD)
Per Person
Balcony
$1,684.00
Cat: TR
$210.50/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
$834.00
(USD)
Per Person
Inside
$834.00
Cat: IZ
$139.00/Night
Outside
$954.00
Cat: VZ
$159.00/Night
Balcony
$1,014.00
Cat: TZ
$169.00/Night
Suite
$2,814.00
Cat: RZ
$469.00/Night
Departing on Feb 12, 2028 on the Resilient Lady
Nights: 8
Dates: Feb 12, 2028 through Feb 20, 2028
Itinerary:
Miami, Grand Turk, Samana, Puerto Plata, Nassau, Bimini Islands, Miami
This 8-night Caribbean voyage departs from Miami and sets sail toward the crystal-clear waters of Grand Turk.
from
$1,032.00
(USD)
Per Person
Inside
$1,032.00
Cat: IZ
$129.00/Night
Outside
$1,352.00
Cat: VZ
$169.00/Night
Balcony
$1,592.00
Cat: TZ
$199.00/Night
Suite
$3,795.00
Cat: SS
$474.38/Night
Departing on Feb 07, 2028 on the Brilliant Lady
Nights: 10
Dates: Feb 07, 2028 through Feb 17, 2028
Itinerary:
Miami, Puerto Plata, San Juan, Tortola Island, 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, Tortola, St. Thomas, St. Kitts, and St. Maarten.
from
$1,290.00
(USD)
Per Person
Inside
$1,290.00
Cat: IZ
$129.00/Night
Outside
$1,690.00
Cat: VZ
$169.00/Night
Balcony
$1,990.00
Cat: TZ
$199.00/Night
Suite
$4,949.00
Cat: SS
$494.90/Night
Departing on Nov 15, 2026 on the Brilliant Lady
Nights: 10
Dates: Nov 15, 2026 through Nov 25, 2026
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
$990.00
(USD)
Per Person
Inside
$990.00
Cat: IZ
$99.00/Night
Outside
$1,090.00
Cat: VZ
$109.00/Night
Balcony
$1,190.00
Cat: TZ
$119.00/Night
Suite
$4,812.00
Cat: SS
$481.20/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 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
$3,722.00
(USD)
Per Person
Inside
$3,722.00
Cat: IN
$338.36/Night
Outside
$3,773.00
Cat: VW
$343.00/Night
Suite
$25,355.00
Cat: SM
$2,305.00/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
$1,272.00
(USD)
Per Person
Inside
$1,272.00
Cat: IN
$159.00/Night
Outside
$1,432.00
Cat: VZ
$179.00/Night
Balcony
$1,832.00
Cat: TZ
$229.00/Night
Suite
$4,800.00
Cat: SS
$600.00/Night
Departing on Oct 30, 2027 on the Brilliant Lady
Nights: 7
Dates: Oct 30, 2027 through Nov 06, 2027
Itinerary:
Los Angeles, San Diego, Ensenada, Cabo San Lucas, Los Angeles
This 7-night specialty sailing departs Los Angeles and stops in San Diego and Ensenada before a day at sea.
from
$763.00
(USD)
Per Person
Inside
$763.00
Cat: IZ
$109.00/Night
Outside
$973.00
Cat: VZ
$139.00/Night
Balcony
$1,183.00
Cat: TZ
$169.00/Night
Suite
$3,239.00
Cat: RZ
$462.71/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
$423.00
(USD)
Per Person
Inside
$423.00
Cat: IN
$141.00/Night
Outside
$447.00
Cat: VZ
$149.00/Night
Balcony
$537.00
Cat: TZ
$179.00/Night
Suite
$1,845.00
Cat: SS
$615.00/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
$1,323.00
(USD)
Per Person
Inside
$1,323.00
Cat: IZ
$189.00/Night
Outside
$1,463.00
Cat: VZ
$209.00/Night
Balcony
$1,603.00
Cat: TZ
$229.00/Night
Departing on Nov 20, 2027 on the Brilliant Lady
Nights: 7
Dates: Nov 20, 2027 through Nov 27, 2027
Itinerary:
Los Angeles, Cabo San Lucas, La Paz, Mazatlan, Los Angeles
This 7-night sailing departs Los Angeles with a day at sea before stopping in Cabo San Lucas, La Paz, and Mazatlán.
from
$903.00
(USD)
Per Person
Inside
$903.00
Cat: IZ
$129.00/Night
Outside
$1,043.00
Cat: VZ
$149.00/Night
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,241.00
Cat: RZ
$463.00/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
$1,533.00
(USD)
Per Person
Inside
$1,533.00
Cat: IZ
$219.00/Night
Outside
$1,673.00
Cat: VZ
$239.00/Night
Balcony
$1,978.00
Cat: TL
$282.57/Night
Suite
$3,773.00
Cat: RZ
$539.00/Night
Departing on Sep 02, 2027 on the Resilient Lady
Nights: 10
Dates: Sep 02, 2027 through Sep 12, 2027
Itinerary:
Barcelona, Marseille, Cannes, Ajaccio Corsica, Rome, Salerno, Catania, Palma de Mallorca, Barcelona
Depart Barcelona and wake up the next day in Marseille, followed by Cannes and Ajaccio, Corsica before sailing a day to the remarkable ruins, relics and pizza-peppered piazzas of Rome.
from
$2,090.00
(USD)
Per Person
Inside
$2,090.00
Cat: IZ
$209.00/Night
Outside
$2,290.00
Cat: VZ
$229.00/Night
Balcony
$2,590.00
Cat: TZ
$259.00/Night
Suite
$5,899.00
Cat: SS
$589.90/Night
Dates: Sep 08, 2026 through Apr 30, 2027
Location(s):
Los Cabos
Free room upgrade + Room savings + $50 spa credit + $50 romantic experience credit + 10% Boutique discount at Grand Velas Boutique Hotel Los Cabos
Departing on 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 Oct 08, 2026 on the Resilient Lady
Nights: 4
Dates: Oct 08, 2026 through Oct 12, 2026
Itinerary:
Miami, Florida, Sailing, Key West, Beach Club at Bimini, Miami, Florida
Cruise from vibrant Miami to Key West for a day spent splashing around in the cerulean waters or exploring the lively downtown scene. Afterwards, you'll head to our private Beach Club experience in Bimini, Bahamas.
from
$596.00
(USD)
Per Person
Inside
$790.00
Cat: IN
$197.50/Night
Outside
$596.00
Cat: VZ
$149.00/Night
Balcony
$716.00
Cat: TZ
$179.00/Night
Suite
$1,956.00
Cat: RZ
$489.00/Night
Departing on 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
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 May 16, 2027 on the Resilient Lady
Nights: 7
Dates: May 16, 2027 through May 23, 2027
Itinerary:
Barcelona, Nice, Toulon, Valencia, Ibiza, Barcelona
This 7-night Spanish sojourn departs from Barcelona arriving the next day in Nice, followed by Toulon and a day at sea sailing the pinnacle of Mediterranean vibes - Valencia, Spain.
from
$1,463.00
(USD)
Per Person
Inside
$1,474.00
Cat: IN
$210.57/Night
Outside
$1,463.00
Cat: VZ
$209.00/Night
Balcony
$1,673.00
Cat: TZ
$239.00/Night
Suite
$3,655.00
Cat: SS
$522.14/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 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 Jan 09, 2028 on the Resilient Lady
Nights: 7
Dates: Jan 09, 2028 through Jan 16, 2028
Itinerary:
Miami, Key West, Ocho Rios, George Town, Bimini Islands, Miami
This 7-night voyage departs from Miami, beginning with the laid-back charm of Key West before a relaxing day at sea leads you to the lush beauty of Ocho Rios and the turquoise waters of George Town.
from
$833.00
(USD)
Per Person
+ $260.00 taxes/fees
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,323.00
Cat: TZ
$189.00/Night
Suite
$3,375.00
Cat: SS
$482.14/Night
Departing on Feb 12, 2028 on the Scarlet Lady
Nights: 7
Dates: Feb 12, 2028 through Feb 19, 2028
Ship: Scarlet Lady
Itinerary:
San Juan, Tortola Island, Barbados, St. Lucia, Antigua, St. Maarten, San Juan
Set out from San Juan on this epic 7-night voyage to some of the Caribbean's most beautiful islands.
from
$833.00
(USD)
Per Person
+ $285.00 taxes/fees
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$3,725.00
Cat: SS
$532.14/Night