Diane Frisch Destinations
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Special Interest - Adults Only

(50 offers included)
Departing on Mar 12, 2026 on the Brilliant Lady
Nights: 9
Dates: Mar 12, 2026 through Mar 21, 2026
Itinerary:
Miami, Puerto Plata, St. John's, Basseterre, Bimini Islands, Miami
On this 9-night voyage from Miami, you'll visit the Dominican Republic, Antigua, and St. Kitts & Nevis, with a final stop in Bimini before returning to Miami. Bimini, a small island in the Bahamas, is home to our exclusive beach club.
from
$1,521.00
(USD)
Per Person
Outside
$1,521.00
Cat: VZ
$169.00/Night
Balcony
$2,106.00
Cat: TR
$234.00/Night
Suite
$4,950.00
Cat: SS
$550.00/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
$1,743.00
(USD)
Per Person
Inside
$1,743.00
Cat: IZ
$249.00/Night
Outside
$1,883.00
Cat: VZ
$269.00/Night
Balcony
$2,093.00
Cat: TZ
$299.00/Night
Suite
$4,830.00
Cat: SS
$690.00/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
$2,913.00
(USD)
Per Person
Outside
$2,913.00
Cat: VW
$291.30/Night
Balcony
$3,009.00
Cat: TL
$300.90/Night
Suite
$5,893.00
Cat: RZ
$589.30/Night
Sandals Royal Barbados Hotel Rating: No Rating
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Christ Church
Located in the lively Lawrence Gap neighborhood, the luxurious all-suite Sandals Royal Barbados offers Sandals' signature accommodations including the magnificent Skypool Suites, Swim-up Suites and Millionaire Suites.
from
$1,487.33
(USD)
Per Person
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
$1,112.00
(USD)
Per Person
Inside
$1,112.00
Cat: IZ
$139.00/Night
Outside
$1,352.00
Cat: VZ
$169.00/Night
Balcony
$1,592.00
Cat: TZ
$199.00/Night
Suite
$4,920.00
Cat: SS
$615.00/Night
Ocean Eden Bay Hotel Rating: 4 stars
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Trelawny
Stay at the adults-only Ocean Eden Bay and you will be perfectly located on the white sands of the Montego Bay area.
from
$505.33
(USD)
Per Person
Departing on Dec 20, 2025 on the Valiant Lady
Nights: 7
Dates: Dec 20, 2025 through Dec 27, 2025
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, Basseterre, St. John's, Castries, Sailing, Tortola, San Juan
This 7-night idyllic journey departs from San Juan and docks the next day in St. Maarten. From there you'll head to St. Kitts followed by St. Johns in Antigua - the quintessential paradise lover's paradise - where you'll discover the epitome of a tropical haven. From there you'll dock in St. Lucia, then spend a day sailing to the British Virgin Islands before finally returning to San Juan.
from
$973.00
(USD)
Per Person
Inside
$973.00
Cat: IZ
$139.00/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 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
$1,677.00
(USD)
Per Person
Outside
$1,677.00
Cat: VW
$239.57/Night
Balcony
$1,744.00
Cat: TL
$249.14/Night
Suite
$4,340.00
Cat: SS
$620.00/Night
Royal Davui Island Resort Hotel Rating: 5 stars
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Beqa Island
Located in Beqa (pronounced Bengga) Lagoon, Fiji, Royal Davui Island is a lush eight-acre island paradise.
from
$1,379.67
(USD)
Per Person
Hotel Mousai Cancun Hotel Rating: 4.5 stars
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Cancun
The adults-only Hotel Mousai Cancun is a bold, all-inclusive oceanfront resort. It features ultra-chic suites with sleek décor and modern amenities.
from
$926.33
(USD)
Per Person
Departing on Dec 05, 2025 on the Valiant Lady
Nights: 8
Dates: Dec 05, 2025 through Dec 13, 2025
Ship: Valiant Lady
Itinerary:
San Juan, Curacao, Aruba, Roseau, Antigua, Philipsburg, San Juan
This 8-night getaway provides a day of on-board relaxation while sailing to the sprawling coral reefs and ocean blues as bright as the drink it's famous for, Curaçao. Dock the next day on the white sand beaches of Aruba, followed by a self-care day at sea before arriving in Dominica. Next, wake up in St. John's, Antigua then at the lush landscapes of St. Maarten before returning to San Juan.
from
$792.00
(USD)
Per Person
Inside
$792.00
Cat: IZ
$99.00/Night
Outside
$872.00
Cat: VZ
$109.00/Night
Balcony
$1,032.00
Cat: TZ
$129.00/Night
Suite
$2,880.00
Cat: RZ
$360.00/Night
Catalonia Royal Tulum Hotel Rating: 3.5 stars
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Riviera Maya
The adults-only Catalonia Royal Tulum is an all-inclusive paradise located in Xpu-Ha, Riviera Maya, one of the most beautiful beaches in the Caribbean.
from
$475.33
(USD)
Per Person
Departing on Jul 22, 2026 on the Valiant Lady
Nights: 14
Dates: Jul 22, 2026 through Aug 05, 2026
Ship: Valiant Lady
Itinerary:
Portsmouth, Sailing, Hamburg, Sailing, Copenhagen, Sailing, Stockholm, Tallinn, Sailing, Oslo, Sailing, Portsmouth
This epic 14-night journey brings you to some of Europe's most historic ports, starting with Hamburg, known for its ornate 19th-century architecture. Then head to the iconic Danish port of Copenhagen, with its rainbow-like Nyhavn harbor, Stockholm, and then stop in the Baltic capital of Tallinn, Estonia.
Departing on Nov 22, 2025 on the Resilient Lady
Nights: 7
Dates: Nov 22, 2025 through Nov 29, 2025
Itinerary:
Miami, Florida, Sailing, Ocho Rios, Sailing, George Town, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night Western Caribbean adventure sets sail from Miami and spends a day at sea on your way to a nature lover's haven: Ocho Rios, Jamaica. From there you'll spend a day sailing to George Town, Grand Cayman, a colorful capital city offering outdoor adventure, beautiful views and excitement at every turn.
from
$693.00
(USD)
Per Person
Inside
$693.00
Cat: IZ
$99.00/Night
Outside
$1,309.00
Cat: VW
$187.00/Night
Balcony
$1,342.00
Cat: TL
$191.71/Night
Suite
$3,430.00
Cat: RZ
$490.00/Night
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Punta Mita
Discover the perfect balance between luxury and nature ("armony") at the brand new all-inclusive Marival® Armony Luxury Resort & Suites.
from
$482.67
(USD)
Per Person
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 Oct 04, 2026 on the Scarlet Lady
Nights: 7
Dates: Oct 04, 2026 through Oct 11, 2026
Ship: Scarlet Lady
Itinerary:
Athens, Mykonos, Catania, Salerno, Rome, Barcelona
This 7-night voyage departs Athens arriving the next day in mystical Mykonos, followed by a day at sea headed to Catania, where you can explore the Baroque architecture of its UNESCO-World Heritage Site city center and soak up the sun on the beaches of Taormina.
from
$1,741.00
(USD)
Per Person
Inside
$1,741.00
Cat: IN
$248.71/Night
Outside
$1,953.00
Cat: VZ
$279.00/Night
Balcony
$2,207.00
Cat: TL
$315.29/Night
Suite
$3,758.00
Cat: RZ
$536.86/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
$1,533.00
(USD)
Per Person
Inside
$1,533.00
Cat: IZ
$219.00/Night
Outside
$1,673.00
Cat: VZ
$239.00/Night
Balcony
$1,883.00
Cat: TZ
$269.00/Night
Suite
$4,725.00
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 Oct 29, 2026 on the Brilliant Lady
Nights: 17
Dates: Oct 29, 2026 through Nov 15, 2026
Itinerary:
Los Angeles, California, Sailing, Cabo San Lucas, Sailing, Puerto Quetzal, Sailing, Puntarenas, Sailing, Panama City, Panama Canal (Cruising), Cartagena, Sailing, 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. Next, sail the Panama Canal's breathtaking vistas before arriving in Cartagena, Colombia for 2 days. Finally, sail 2 days returning to Miami.
from
$2,866.00
(USD)
Per Person
Inside
$2,866.00
Cat: IN
$168.59/Night
Outside
$2,873.00
Cat: VZ
$169.00/Night
Balcony
$4,400.00
Cat: TR
$258.82/Night
Suite
$10,625.00
Cat: SS
$625.00/Night
Secrets Riviera Cancun Resort & Spa Hotel Rating: 4.5 stars
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Puerto Morelos
Secrets® Riviera Cancun Resort & Spa is an all-suite luxury resort nestled between the Caribbean Sea and the Lagoon of Bahia Petempich.
from
$594.33
(USD)
Per Person
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
$1,253.00
Cat: VZ
$179.00/Night
Balcony
$1,463.00
Cat: TZ
$209.00/Night
Suite
$4,340.00
Cat: SS
$620.00/Night
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Cancun
Breathless® Cancun Soul Resort & Spa is located 25 minutes from Cancun International Airport (CUN) along the lively Cancun strip in the Hotel Zone.
from
$551.33
(USD)
Per Person
Couples Tower Isle Hotel Rating: 4.5 stars
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Ocho Rios
Blending breezy island-chic with Jamaica's flair for elegance and sophistication, Couples Tower Isle is Couples' flagship retreat on the lush coastline of Ocho Rios.
from
$619.00
(USD)
Per Person
Calabash Cove Resort & Spa Hotel Rating: 4 stars
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Gros Islet
This hotel offers unparalleled luxury on the beautiful island of Saint Lucia. Guests will be greeted with breathtaking views of the Caribbean Sea from all angles, as well as capital city Castries to the South and nearby Martinique to the North.
from
$1,163.67
(USD)
Per Person
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
$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
$2,250.00
Cat: SS
$450.00/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
$676.00
(USD)
Per Person
Inside
$676.00
Cat: IZ
$169.00/Night
Outside
$756.00
Cat: VZ
$189.00/Night
Balcony
$916.00
Cat: TZ
$229.00/Night
Suite
$2,100.00
Cat: SS
$525.00/Night
Sandals Regency La Toc Hotel Rating: No Rating
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Castries
Set amidst 210 lush acres on a half-mile crescent shaped beach, this spectacular 331-room resort offers a 9-hole golf course, eight restaurants and eight bars.
from
$989.00
(USD)
Per Person
The House by Elegant Hotels Hotel Rating: 4.5 stars
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
St. James
Overlooking the Caribbean Sea, this award-winning adults-only retreat is designed with romance in mind.
from
$1,921.33
(USD)
Per Person
Departing on Jul 26, 2026 on the Valiant Lady
Nights: 10
Dates: Jul 26, 2026 through Aug 05, 2026
Ship: Valiant Lady
Itinerary:
Barcelona, Sailing, Tangier, Lisbon, Sailing, La Coruña, Bilbao, Le Verdon (Bordeaux), Sailing, Portsmouth
This epic 10-night sailing from Barcelona crosses the Mediterranean and brings you to some of the sea's most magical ports, including Tangier, Lisbon, La Coruña, Bilbao, and Le Verdon.
from
$1,866.00
(USD)
Per Person
Inside
$1,866.00
Cat: IN
$186.60/Night
Outside
$2,290.00
Cat: VZ
$229.00/Night
Balcony
$2,290.00
Cat: TZ
$229.00/Night
Suite
$5,900.00
Cat: SS
$590.00/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
$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
$2,575.00
Cat: SS
$515.00/Night
Bahia Principe Luxury Sian Kaan Hotel Rating: 4 stars
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Riviera Maya
Sian Ka'an: the origin of the sky, as referred to by the ancient Mayan. This is the best way to describe the Caribbean celestial soul where its minimalist decoration reach perfection in the jungle effervescence of the Riviera Maya and the iridescent waters that bathe it.
from
$349.33
(USD)
Per Person
Departing on Nov 29, 2025 on the Valiant Lady
Nights: 6
Dates: Nov 29, 2025 through Dec 05, 2025
Ship: Valiant Lady
Itinerary:
San Juan, St. Maarten, St. Kitts, Roseau, Barbados, San Juan
This 6-night San Juan sojourn first arrives at the crystalline lagoons of lush landscapes of St. Maarten. Next, you'll dock in St. Kitt's for a beautiful blend of simple relaxation and beach adventures before heading to Roseau, Dominica - followed by the bright colors, welcoming beaches, and exciting food scene of Barbados. Finally, spend a day of self-care on board returning to sunny San Juan.
from
$1,403.00
(USD)
Per Room
Inside
$1,403.00
Cat: I1
$233.83/Night
Outside
$1,916.00
Cat: V1
$319.33/Night
Departing on Jan 07, 2026 on the Scarlet Lady
Nights: 4
Dates: Jan 07, 2026 through Jan 11, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Nassau, Beach Club at Bimini, Sailing, Miami
Cruise from vibrant Miami to Nassau for a day spent splashing around in the cerulean waters or exploring the lively downtown scene. Afterwards, you'll head to our private Beach Club experience in Bimini, Bahamas.
from
$596.00
(USD)
Per Person
Outside
$596.00
Cat: VZ
$149.00/Night
Balcony
$756.00
Cat: TZ
$189.00/Night
Suite
$1,836.00
Cat: RZ
$459.00/Night
Departing on Nov 25, 2026 on the Brilliant Lady
Nights: 5
Dates: Nov 25, 2026 through Nov 30, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
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
$895.00
(USD)
Per Person
Inside
$895.00
Cat: IZ
$179.00/Night
Outside
$995.00
Cat: VZ
$199.00/Night
Balcony
$1,195.00
Cat: TZ
$239.00/Night
Suite
$2,575.00
Cat: SS
$515.00/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.
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
Inside
$3,201.00
Cat: IN
$291.00/Night
Outside
$3,514.00
Cat: VW
$319.45/Night
Balcony
$3,775.00
Cat: TL
$343.18/Night
Suite
$8,580.00
Cat: SS
$780.00/Night
Departing on Dec 27, 2025 on the Resilient Lady
Nights: 7
Dates: Dec 27, 2025 through Jan 03, 2026
Itinerary:
Miami, Florida, Sailing, Ocho Rios, Sailing, George Town, Sailing, Beach Club at Bimini, Miami, Florida
Ring in the New Year on this epic 7-night voyage from San Juan 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.
from
$1,808.00
(USD)
Per Person
Inside
$1,808.00
Cat: IN
$258.29/Night
Outside
$1,953.00
Cat: VZ
$279.00/Night
Balcony
$2,041.00
Cat: TL
$291.57/Night
Suite
$6,685.00
Cat: SAP
$955.00/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
$1,393.00
(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
$4,725.00
Cat: SS
$675.00/Night
Departing on Oct 03, 2026 on the Resilient Lady
Nights: 5
Dates: Oct 03, 2026 through Oct 08, 2026
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
$2,875.00
Cat: SS
$575.00/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
$2,490.00
(USD)
Per Person
Inside
$2,490.00
Cat: IZ
$249.00/Night
Outside
$2,790.00
Cat: VZ
$279.00/Night
Balcony
$3,190.00
Cat: TZ
$319.00/Night
Suite
$7,200.00
Cat: SS
$720.00/Night
Departing on Mar 07, 2026 on the Valiant Lady
Nights: 7
Dates: Mar 07, 2026 through Mar 14, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Basseterre, Sailing, Castries, Fort-de-France, St. John's, Tortola, San Juan
This 7-night voyage starts in San Juan and makes its first stop in St. Kitts before sailing to St. Lucia's tropical capital, Castries, then the stylish French isle of Martinique. Next, you'll experience the epitome of beach luxury in St. Johns, Antigua, followed by Tortola - arguably the most thrilling of the British Virgin Islands to soak up the sun before returning to San Juan.
from
$972.00
(USD)
Per Person
Inside
$972.00
Cat: IN
$138.86/Night
Outside
$1,043.00
Cat: VZ
$149.00/Night
Balcony
$1,323.00
Cat: TZ
$189.00/Night
Suite
$3,162.00
Cat: RZ
$451.71/Night
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Playa Del Carmen
The Beachfront by The Fives Hotels is a boutique and secluded beach escape, located along the shores of Xcalacoco Beach, in beautiful Playa del Carmen.
from
$901.67
(USD)
Per Person
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
$986.00
(USD)
Per Person
Inside
$986.00
Cat: I4
$197.20/Night
Outside
$1,045.00
Cat: VZ
$209.00/Night
Balcony
$1,245.00
Cat: TZ
$249.00/Night
Suite
$2,595.00
Cat: RZ
$519.00/Night
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Cabo San Lucas
The Breathless® Cabo San Lucas Resort & Spa is wonderfully different from other Cabo resorts. In addition to its ideal location on beautiful Medano Beach, one of the only safely swimmable beaches in the area, guests can experience the pleasures of Unlimited-Luxury® - where everything is included.
from
$1,100.33
(USD)
Per Person
Sun Palace Hotel Rating: 4 stars
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Cancun
Bask in luxury at the adults-only Sun Palace ideally located in Cancun's Hotel Zone. Let the pampering begin in your lavish, amenity-rich room or suite.
from
$1,002.00
(USD)
Per Person
Departing on Jan 15, 2026 on the Brilliant Lady
Nights: 8
Dates: Jan 15, 2026 through Jan 23, 2026
Itinerary:
Miami, Florida, Sailing, Grand Turk, Puerto Plata, San Juan, St. Croix, Sailing, Miami, Florida
This 8-night voyage sails from Miami to Grand Turk, the Dominican Republic, Puerto Rico, and St. Croix, before returning to Miami. You'll also have a couple sea days to really explore the ship.
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Punta Cana
Sanctuary Cap Cana, a Luxury Collection Adult All-Inclusive Resort is set along a stretch of pure white-sand beach in the Dominican Republic, just 15 minutes from Punta Cana International Airport.
from
$788.67
(USD)
Per Person
Nights: 3
Dates: Feb 06, 2026 through Feb 09, 2026
Location(s):
Riviera Maya
The adults-only, Gourmet Inclusive® El Dorado Seaside Suites - Infinity, A Spa Resort blends personalized services, amenities and creative cuisine with a cool boutique-hotel atmosphere, perfect for laid-back rest and romance.
from
$552.67
(USD)
Per Person
Departing on May 16, 2027 on the Scarlet Lady
Nights: 7
Dates: May 16, 2027 through May 23, 2027
Ship: Scarlet Lady
Itinerary:
Athens, Santorini, Chania, Ephesus, Mykonos, Athens
Set sail from storied Athens, arriving the following day to the cliffside beauty, blue domes, windmills and sultry styles of Santorini.
from
$1,533.00
(USD)
Per Person
Inside
$1,533.00
Cat: IZ
$219.00/Night
Outside
$1,813.00
Cat: VZ
$259.00/Night
Balcony
$1,883.00
Cat: TZ
$269.00/Night
Suite
$4,725.00
Cat: SS
$675.00/Night