Distinctive Travel of Naperville
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Special Interest - Adults Only

(50 offers included)
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
$895.00
(USD)
Per Person
Inside
$895.00
Cat: IZ
$179.00/Night
Outside
$1,045.00
Cat: VZ
$209.00/Night
Balcony
$1,195.00
Cat: TZ
$239.00/Night
Suite
$2,850.00
Cat: SS
$570.00/Night
Departing on Dec 27, 2026 on the Resilient Lady
Nights: 7
Dates: Dec 27, 2026 through Jan 03, 2027
Itinerary:
Miami, Florida, Sailing, Ocho Rios, Sailing, George Town, Sailing, Beach Club at Bimini, Miami, Florida
Usher in the new year on this 7-night Western Caribbean adventure. Set sail from Miami and spend 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 and beautiful views. From there spend a day sailing to the Beach Club at Bimini before returning to Miami.
from
$1,953.00
(USD)
Per Person
+ $229.00 taxes/fees
Inside
$1,953.00
Cat: IZ
$279.00/Night
Outside
$2,163.00
Cat: VZ
$309.00/Night
Balcony
$2,373.00
Cat: TZ
$339.00/Night
Suite
$5,600.00
Cat: SS
$800.00/Night
Departing on Jan 03, 2026 on the Resilient Lady
Nights: 7
Dates: Jan 03, 2026 through Jan 10, 2026
Itinerary:
Miami, Florida, Sailing, George Town, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami, Florida
This 7-night Western Caribbean getaway sets sail from Miami and spends a day at sea on your way to George Town, Grand Cayman. From there you'll spend a day sailing to Cozumel, a colorful capital city offering outdoor adventure, beautiful views and excitement at every turn.
from
$974.00
(USD)
Per Person
Inside
$974.00
Cat: IZ
$139.14/Night
Outside
$1,184.00
Cat: VZ
$169.14/Night
Balcony
$1,394.00
Cat: TZ
$199.14/Night
Suite
$4,270.00
Cat: SAP
$610.00/Night
Departing on Nov 08, 2025 on the Brilliant Lady
Nights: 12
Dates: Nov 08, 2025 through Nov 20, 2025
Itinerary:
Miami, Florida, Sailing, Oranjestad, Willemstad, Sailing, Cartagena, Sailing, Ocho Rios, George Town, Sailing...
This 12-night voyage from Miami stops in Aruba, Curacao, Colombia, Jamaica, and the Cayman Islands. Perhaps the most exciting part of the trip is spending a night in Cartagena, Colombia.
from
$1,548.00
(USD)
Per Person
Inside
$1,548.00
Cat: IZ
$129.00/Night
Outside
$1,908.00
Cat: VZ
$159.00/Night
Balcony
$2,268.00
Cat: TZ
$189.00/Night
Suite
$5,460.00
Cat: SS
$455.00/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
$1,184.00
(USD)
Per Person
Inside
$1,184.00
Cat: IZ
$169.14/Night
Outside
$1,394.00
Cat: VZ
$199.14/Night
Balcony
$1,604.00
Cat: TZ
$229.14/Night
Suite
$4,060.00
Cat: SS
$580.00/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)...
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
$3,900.00
(USD)
Per Person
Inside
$3,900.00
Cat: IN
$325.00/Night
Outside
$4,320.00
Cat: VW
$360.00/Night
Balcony
$4,560.00
Cat: TL
$380.00/Night
Suite
$10,020.00
Cat: SS
$835.00/Night
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Gros Islet
This luxurious adults-only resort offers a one-of-a-kind experience with anticipatory service, elegantly styled rooms and exceptional amenities.
from
$459.33
(USD)
Per Person
Viceroy Riviera Maya Hotel Rating: 5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Playa Del Carmen
This beachfront resort refuge is situated on seven miles of white-sand beach and nestled in the tropical forest.
from
$914.33
(USD)
Per Person
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
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
$372.00
(USD)
Per Person
Departing on Oct 04, 2026 on the Scarlet Lady
Nights: 7
Dates: Oct 04, 2026 through Oct 11, 2026
Ship: Scarlet Lady
Itinerary:
Piraeus (Athens), Mykonos, Sailing, Catania, Sicily, Sailing, Palma de Mallorca, Valencia, Barcelona
This 7-night Mediterranean voyage begins in Athens and docks the following day in mystical Mykonos. From there spend a day sailing to picturesque Catania, an ancient city on the Ionian Sea that radiates Sicilian vibes through and through. F
from
$1,207.00
(USD)
Per Person
Inside
$1,207.00
Cat: IZ
$172.43/Night
Outside
$1,394.00
Cat: VZ
$199.14/Night
Balcony
$1,604.00
Cat: TZ
$229.14/Night
Suite
$4,095.00
Cat: SS
$585.00/Night
Departing on Dec 20, 2026 on the Resilient Lady
Nights: 7
Dates: Dec 20, 2026 through Dec 27, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, San Juan, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night holiday adventure departs from Miami and spends two days sailing to sunny San Juan, Puerto Rico. Shake off those winter blues and immerse yourself in the enchanting culture, white sand beaches and verdant rainforests before arriving the next day in Puerto Plata. From there you'll spend a day sailing to The Beach Club at Bimini before returning to your final destination, Miami.
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
$5,600.00
Cat: SS
$800.00/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
$1,390.00
(USD)
Per Person
+ $251.00 taxes/fees
Inside
$1,390.00
Cat: IZ
$139.00/Night
Outside
$1,690.00
Cat: VZ
$169.00/Night
Balcony
$1,990.00
Cat: TZ
$199.00/Night
Suite
$5,800.00
Cat: SS
$580.00/Night
Secrets Aura Cozumel Hotel Rating: 4 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Cozumel
Light. Luxury. Love. The only hotel of its kind on picturesque Cozumel, Secrets® Aura Cozumel combines all of the amenities of Unlimited-Luxury® with an unparalleled island vacation experience.
from
$331.33
(USD)
Per Person
Live Aqua Beach Resort Punta Cana Hotel Rating: 4.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Punta Cana
Live a completely exclusive experience in the Uvero Alto district of Punta Cana. Your dream of paradise comes true in an exotic destination framed by virgin beaches, lush vegetation and unbeatable service.
from
$418.00
(USD)
Per Person
Hotel Mousai Puerto Vallarta Hotel Rating: 5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Puerto Vallarta
Hotel Mousai Puerto Vallarta is a tropical paradise that offers an eclectic fusion of imagination, contemporary design and inventive functionality.
from
$491.00
(USD)
Per Person
Departing on May 25, 2026 on the Valiant Lady
Nights: 6
Dates: May 25, 2026 through May 31, 2026
Ship: Valiant Lady
Itinerary:
Civitavecchia (Rome), Amalfi Coast (Salerno), Sailing, Cannes, Ibiza, Barcelona
Set sail on a glorious 6-night one-way voyage, beginning in Rome (via Civitavecchia) and ending in Barcelona. Experience the real dolce vita from the moment you breathe in the citrus-infused air of the Amalfi Coast in Salerno, step into the glamorous world of the jet set crowd in Cannes on the Côte d'Azur, and revel in Ibiza's blend of beaches and nightlife during a sensational overnight stay.
from
$1,074.00
(USD)
Per Person
Inside
$1,171.00
Cat: IN
$195.17/Night
Outside
$1,074.00
Cat: VZ
$179.00/Night
Balcony
$1,194.00
Cat: TZ
$199.00/Night
Suite
$3,510.00
Cat: SS
$585.00/Night
Departing on Sep 24, 2026 on the Resilient Lady
Nights: 4
Dates: Sep 24, 2026 through Sep 28, 2026
Itinerary:
Miami, Florida, Sailing, Key West, Beach Club at Bimini, Miami, Florida
Cruise from vibrant Miami to Key West for a day spent splashing around in the cerulean waters or exploring the lively downtown scene. Afterwards, you'll head to our private Beach Club experience in Bimini, Bahamas.
from
$596.00
(USD)
Per Person
Inside
$596.00
Cat: IZ
$149.00/Night
Outside
$676.00
Cat: VZ
$169.00/Night
Balcony
$796.00
Cat: TZ
$199.00/Night
Suite
$2,080.00
Cat: SS
$520.00/Night
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...
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.
from
$2,940.00
(USD)
Per Person
Inside
$2,940.00
Cat: IN
$210.00/Night
Outside
$3,430.00
Cat: VW
$245.00/Night
Balcony
$3,710.00
Cat: TL
$265.00/Night
Suite
$8,470.00
Cat: SS
$605.00/Night
Catalonia Royal Tulum Hotel Rating: 3.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
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
$337.33
(USD)
Per Person
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
$954.00
(USD)
Per Person
+ $255.00 taxes/fees
Inside
$954.00
Cat: IZ
$159.00/Night
Outside
$1,134.00
Cat: VZ
$189.00/Night
Balcony
$1,314.00
Cat: TZ
$219.00/Night
Suite
$3,120.00
Cat: SS
$520.00/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
$2,093.00
(USD)
Per Person
+ $146.00 taxes/fees
Inside
$2,093.00
Cat: IZ
$299.00/Night
Outside
$2,303.00
Cat: VZ
$329.00/Night
Balcony
$2,513.00
Cat: TZ
$359.00/Night
Suite
$4,536.00
Cat: SS
$648.00/Night
Departing on May 03, 2026 on the Brilliant Lady
Nights: 8
Dates: May 03, 2026 through May 11, 2026
Itinerary:
Los Angeles, California, Catalina Island, California, Sailing, San Francisco, California, Sailing, Astoria, Oregon, Sailing, Victoria, Vancouver
This 8-night North Pacific passage departs from LA over to Catalina Island then sails north to San Francisco. Next you'll visit Astoria, Oregon, then cross the Canadian border to Victoria, British Columbia where besides the abundance of activities, Victoria is arguably one of the most photogenic cities in North America. After, you'll end in Vancouver - a must-visit for every traveler.
from
$1,192.00
(USD)
Per Person
Inside
$1,192.00
Cat: IZ
$149.00/Night
Outside
$1,432.00
Cat: VZ
$179.00/Night
Balcony
$1,672.00
Cat: TZ
$209.00/Night
Suite
$3,800.00
Cat: SS
$475.00/Night
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Riviera Maya
Snuggled along the beach in a separate, private area within El Dorado Royale on Mexico's Riviera Maya, El Dorado Casitas Royale, A Spa Resort is an adults-only resort made for romance.
from
$623.00
(USD)
Per Person
Departing on Dec 20, 2025 on the Resilient Lady
Nights: 7
Dates: Dec 20, 2025 through Dec 27, 2025
Itinerary:
San Juan, Philipsburg, Sailing, Bridgetown, Castries, Fort-de-France, Basseterre, San Juan
This 7-night holiday adventure departs from Miami and spends two days sailing to sunny San Juan, Puerto Rico. Shake off those winter blues and immerse yourself in the enchanting culture, white sand beaches and verdant rainforests before arriving the next day in Puerto Plata.
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
$3,955.00
Cat: SS
$565.00/Night
Departing on Nov 28, 2026 on the Valiant Lady
Nights: 7
Dates: Nov 28, 2026 through Dec 05, 2026
Ship: Valiant Lady
Itinerary:
San Juan, St. Thomas, Sailing, Tortola, Basseterre, St. John's, Philipsburg, St. Maarten, San Juan
This 7-night pre-holiday sailing departs San Juan, docking the next day on the colorful shores with picturesque waters of St. Thomas, US Virgin Islands. Next sail over to Tortola, followed by the bustling beach town of Basseterre, St. Kitts and Nevis. Next arrive in the epicenter of paradise, St. John's, Antigua, then over to St. Maarten, before returning to San Juan.
from
$1,184.00
(USD)
Per Person
Inside
$1,184.00
Cat: IZ
$169.14/Night
Outside
$1,394.00
Cat: VZ
$199.14/Night
Balcony
$1,604.00
Cat: TZ
$229.14/Night
Suite
$4,060.00
Cat: SS
$580.00/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
$795.00
(USD)
Per Person
+ $226.00 taxes/fees
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
$2,700.00
Cat: SS
$540.00/Night
Departing on Jul 20, 2025 on the Valiant Lady
Nights: 7
Dates: Jul 20, 2025 through Jul 27, 2025
Ship: Valiant Lady
Itinerary:
Miami, Sailing, Puerto Plata, Grand Turk, Sailing, Beach Club at Bimini, Miami
This 7-night Eastern Caribbean respite starts in the magical city of Miami and spends two days sailing to Puerto Plata, where your adventure can run the gamut from exploring the various beach-side bars to exploring an excavated shipwreck.
from
$1,603.00
(USD)
Per Person
Inside
$1,603.00
Cat: IZ
$229.00/Night
Outside
$1,813.00
Cat: VZ
$259.00/Night
Balcony
$2,023.00
Cat: TZ
$289.00/Night
Suite
$4,585.00
Cat: SS
$655.00/Night
Couples Tower Isle Hotel Rating: 4.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
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
$422.33
(USD)
Per Person
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
$637.00
(USD)
Per Person
Inside
$637.00
Cat: IZ
$159.25/Night
Outside
$717.00
Cat: VZ
$179.25/Night
Balcony
$837.00
Cat: TZ
$209.25/Night
Suite
$1,783.00
Cat: RZ
$445.75/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
$845.00
(USD)
Per Person
Inside
$845.00
Cat: IZ
$169.00/Night
Outside
$945.00
Cat: VZ
$189.00/Night
Balcony
$1,095.00
Cat: TZ
$219.00/Night
Suite
$2,700.00
Cat: SS
$540.00/Night
Departing on Jun 12, 2025 on the Scarlet Lady
Nights: 10
Dates: Jun 12, 2025 through Jun 22, 2025
Ship: Scarlet Lady
Itinerary:
Barcelona, Sailing, Malaga, Cadiz, Casablanca, Sailing, Valencia, Palma de Mallorca, Ibiza, Barcelona
This 10-night Spanish sojourn starts in Barcelona and spends a day at sea headed to magical Malaga, followed by Cadiz and the sophisticated streets of Casablanca. Then spend another day sailing to a city that perfectly encapsulates the Mediterranean vibes - Valencia. From there you'll hit Palma de Mallorca and spend two days under the sun & stars in Ibiza before heading back to Barcelona.
from
$2,060.00
(USD)
Per Person
Inside
N/A
Outside
$2,060.00
Cat: VW
$206.00/Night
Balcony
$2,560.00
Cat: TL
$256.00/Night
Suite
$4,654.00
Cat: RZ
$465.40/Night
Departing on Nov 01, 2025 on the Brilliant Lady
Nights: 7
Dates: Nov 01, 2025 through Nov 08, 2025
Itinerary:
Miami, Florida, Sailing, Ocho Rios, Sailing, George Town, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night voyage from Miami brings you to Jamaica, the Cayman Islands, and our exclusive Bahamian beach club in Bimini. One of the trip's highlights is undoubtedly George Town on Grand Cayman.
from
$1,113.00
(USD)
Per Person
Inside
$1,113.00
Cat: IZ
$159.00/Night
Outside
$1,323.00
Cat: VZ
$189.00/Night
Balcony
$1,533.00
Cat: TZ
$219.00/Night
Suite
$3,990.00
Cat: SB
$570.00/Night
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Punta Cana
Unwind in paradise at this tropical oasis filled with plenty of sunshine and fun. The adults-only, all-inclusive Catalonia Royal Bávaro hotel is the ideal getaway to enjoy a relaxing vacation filled with luxury and personalized service.
from
$264.67
(USD)
Per Person
Sunset at the Palms Hotel Rating: 3.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Negril
Set amidst lush gardens at the edge of Negril, this intimate, all-inclusive resort offers chic and serene accommodations.
from
$475.67
(USD)
Per Person
Departing on Jan 24, 2026 on the Valiant Lady
Nights: 7
Dates: Jan 24, 2026 through Jan 31, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Bridgetown, Fort-de-France, St. John's, Philipsburg, San Juan
This 7-night Caribbean journey starts in San Juan, stopping for a full day in Tortola on the British Virgin Islands. After, you'll island hop between Barbados and magnetic Martinique before arriving at the epitome of a Caribbean paradise - St. Johns on the island of Antigua. Next, you'll sail to St. Maarten, a tiny island bursting with beauty, before returning to San Juan.
from
$974.00
(USD)
Per Person
Inside
$974.00
Cat: IZ
$139.14/Night
Outside
$1,184.00
Cat: VZ
$169.14/Night
Balcony
$1,394.00
Cat: TZ
$199.14/Night
Suite
$3,605.00
Cat: SS
$515.00/Night
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Montego Bay
Surrounded by Montego Bay Marine Park, the all-inclusive Breathless® Montego Bay Resort & Spa offers an idyllic adults-only getaway.
from
$708.33
(USD)
Per Person
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Costa Mujeres
Set along a beautiful beach and surrounded by mangroves, the adults-only Planet Planet Hollywood Adult Scene Cancun, An Autograph Collection All-Inclusive offers an ideal setting for a fun and intimate vacation.
from
$324.33
(USD)
Per Person
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Nassau
This award-winning resort is the premier destination for people in love who demand only the very best.
from
$896.67
(USD)
Per Person
Hyatt Zilara Rose Hall Hotel Rating: 4.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Montego Bay
Sophisticated and stylish, Hyatt Zilara Rose Hall is an indulgent escape for adults seeking refuge from the rigors of the outside world.
from
$562.33
(USD)
Per Person
Departing on Mar 21, 2026 on the Brilliant Lady
Nights: 16
Dates: Mar 21, 2026 through Apr 06, 2026
Itinerary:
Miami, Florida, Sailing, Cartagena, Colón, Panama Canal (Cruising), Sailing, Puntarenas, Sailing, Puerto Quetzal, Sailing...
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
$3,344.00
(USD)
Per Person
Inside
$3,344.00
Cat: IZ
$209.00/Night
Outside
$3,824.00
Cat: VZ
$239.00/Night
Balcony
$5,761.00
Cat: TR
$360.06/Night
Suite
$10,240.00
Cat: SS
$640.00/Night
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
$1,184.00
(USD)
Per Person
Inside
$1,184.00
Cat: IZ
$169.14/Night
Outside
$1,394.00
Cat: VZ
$199.14/Night
Balcony
$1,604.00
Cat: TZ
$229.14/Night
Suite
$4,235.00
Cat: SS
$605.00/Night
Departing on Sep 10, 2025 on the Brilliant Lady
Nights: 5
Dates: Sep 10, 2025 through Sep 15, 2025
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
$1,400.00
(USD)
Per Person
Inside
$1,400.00
Cat: IN
$280.00/Night
Outside
$1,445.00
Cat: VZ
$289.00/Night
Balcony
$1,595.00
Cat: TZ
$319.00/Night
Suite
$3,250.00
Cat: SS
$650.00/Night
Barcelo Bavaro Beach Hotel Rating: 4 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Punta Cana
Nestled along the Bávaro beach white sandy shores and the crystalline Caribbean Sea, discover the adults-only, 24-hour all-inclusive Barceló Bávaro Beach.
from
$306.67
(USD)
Per Person
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
$845.00
(USD)
Per Person
+ $273.00 taxes/fees
Inside
$845.00
Cat: IZ
$169.00/Night
Outside
$945.00
Cat: VZ
$189.00/Night
Balcony
$1,095.00
Cat: TZ
$219.00/Night
Suite
$2,700.00
Cat: SS
$540.00/Night
Departing on Nov 30, 2026 on the Brilliant Lady
Nights: 10
Dates: Nov 30, 2026 through Dec 10, 2026
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, St. Croix, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
Sail two days from Miami to the stunning beaches and immaculate vibes of Philipsburg, St. Maarten, followed by the enchanting rainforests and impressive wildlife of Tortola, British Virgin Islands. Awake the next day in St. Croix followed by San Juan and then the silver coasts of Puerto Plata, Dominican Republic. Sail another day to the brilliant Beach Club at Bimini before returning to Miami.
from
$1,390.00
(USD)
Per Person
+ $265.00 taxes/fees
Inside
$1,390.00
Cat: IZ
$139.00/Night
Outside
$1,690.00
Cat: VZ
$169.00/Night
Balcony
$1,990.00
Cat: TZ
$199.00/Night
Suite
$5,800.00
Cat: SS
$580.00/Night
Sandals Halcyon Beach Resort & Spa Hotel Rating: No Rating
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Castries
This intimate 169-room beachfront resort is an island paradise for two. Overlooking a serene bay with pristine white-sand beach and emerald waters, and nestled amongst stunning tropical gardens, this resort showcases such exquisite natural beauty and warm laid-back energy that you'll have no choice but to have the time of your life.
from
$765.00
(USD)
Per Person
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
$1,253.00
(USD)
Per Person
Inside
$1,253.00
Cat: IZ
$179.00/Night
Outside
$1,463.00
Cat: VZ
$209.00/Night
Balcony
$1,673.00
Cat: TZ
$239.00/Night
Suite
$4,060.00
Cat: SS
$580.00/Night
Riu Palace Pacifico Hotel Rating: 4 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Nuevo Vallarta
This exclusive beachfront hotel has over 400 rooms equipped with a host of amenities to ensure you have a comfortable and relaxing stay.
from
$360.33
(USD)
Per Person
Departing on Apr 25, 2025 on the Valiant Lady
Nights: 5
Dates: Apr 25, 2025 through Apr 30, 2025
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
$895.00
(USD)
Per Person
Inside
$895.00
Cat: IZ
$179.00/Night
Outside
$1,045.00
Cat: VZ
$209.00/Night
Balcony
$1,145.00
Cat: TZ
$229.00/Night
Suite
N/A
Temptation Cancun Resort Hotel Rating: 3.5 stars
Nights: 3
Dates: Jul 13, 2025 through Jul 16, 2025
Location(s):
Cancun
A one-of-a-kind "playground for grown-ups," this chic, trendy, all-inclusive resort caters to the uninhibited traveler, who seeks adventurous daytime activities, trendy evening shows and performances, theme parties, fine dining, endless entertainment options, and first class accommodations.
from
$336.00
(USD)
Per Person