Smooth Sailing Cruises
✆: 570-424-0918 | ✉:

Special Interest - Adults Only

(50 offers included)
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
San Jose del Cabo
Set along the Pacific Coast within the exclusive community of Puerto Los Cabos, the all-suite Secrets® Puerto Los Cabos Golf & Spa Resort provides the ultimate adults-only, Unlimited-Luxury® escape.
from
$603.00
(USD)
Per Person
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Dominicus
Enjoy tranquil vibes and luxurious accommodations at the all-inclusive Catalonia Royal La Romana Adults Only hotel.
from
$517.33
(USD)
Per Person
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Puerto Morelos
Paraiso de la Bonita, a Luxury Collection Resort, Riviera Maya, Adult All-Inclusive boasts 100 oceanfront suites and is focused on wellness, serenity and romance.
from
$826.33
(USD)
Per Person
Departing on Dec 28, 2025 on the Scarlet Lady
Nights: 5
Dates: Dec 28, 2025 through Jan 02, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami
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
$1,645.00
(USD)
Per Person
Outside
$1,645.00
Cat: VZ
$329.00/Night
Balcony
$1,845.00
Cat: TZ
$369.00/Night
Departing on Sep 19, 2026 on the Valiant Lady
Nights: 8
Dates: Sep 19, 2026 through Sep 27, 2026
Ship: Valiant Lady
Itinerary:
New York City, Boston, Portland, Saint John, Halifax, New York City
Embark on an 8-night Atlantic adventure from the heart of NYC.
from
$1,423.00
(USD)
Per Person
Inside
$1,423.00
Cat: IN
$177.88/Night
Outside
$1,512.00
Cat: VZ
$189.00/Night
Balcony
$1,752.00
Cat: TZ
$219.00/Night
Suite
$4,360.00
Cat: SS
$545.00/Night
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
$1,323.00
(USD)
Per Person
Balcony
$1,323.00
Cat: TZ
$189.00/Night
Suite
$3,570.00
Cat: RZ
$510.00/Night
Departing on May 10, 2026 on the Scarlet Lady
Nights: 7
Dates: May 10, 2026 through May 17, 2026
Ship: Scarlet Lady
Itinerary:
Barcelona, Sailing, Civitavecchia (Rome), Amalfi Coast (Salerno), Catania, Sicily, Sailing, Mykonos, Piraeus (Athens)
This 7-night Mediterranean respite sets sail from Barcelona and spends a day at sea headed to Civitavecchia, the gateway to Rome and all of its landmarks. From there you'll hit Salerno, on the Amalfi Coast, before discovering the architectural wonders of Catania.
from
$13,160.00
(USD)
Per Person
Suite
$13,160.00
Cat: SM
$1,880.00/Night
Departing on Feb 08, 2027 on the Brilliant Lady
Nights: 10
Dates: Feb 08, 2027 through Feb 18, 2027
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, St. Croix, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
Spend 2 days sailing from Miami to the beautiful vistas and sprawling beaches of Philipsburg, St. Maarten, followed by the enticing vibes and sparkling waters of Tortola, British Virgin Islands then fanciful Fredrikstad, St. Croix. Then, celebrate Valentine's Day in sunny San Juan followed by the silver coasts of Puerto Plata. Finally, sail a day to the Beach Club at Bimini then return to Miami.
from
$1,390.00
(USD)
Per Person
Inside
$1,390.00
Cat: IZ
$139.00/Night
Outside
$1,690.00
Cat: VZ
$169.00/Night
Balcony
$2,090.00
Cat: TZ
$209.00/Night
Suite
$6,100.00
Cat: SS
$610.00/Night
Sandals Dunn's River Hotel Rating: No Rating
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Ocho Rios
The completely reimagined Sandals Dunn's River is where nature and luxury go hand in hand. Ideally located on the stunning north coast of Jamaica, here you will find rivers meandering through forests and cascading waterfalls.
from
$1,101.67
(USD)
Per Person
Ocean Maya Royale Hotel Rating: 3.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Playa Del Carmen
This adults-only resort is located on the beachfront of the Riviera Maya, very close to Playa del Carmen.
from
$373.67
(USD)
Per Person
Sandals Ochi Beach Resort Hotel Rating: No Rating
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Ocho Rios
Nestled between luxuriant hillside gardens and the glistening turquoise waters of the Caribbean, this modern-day Garden of Eden features villa suites with private pools.
from
$780.00
(USD)
Per Person
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
$693.00
(USD)
Per Person
Inside
$693.00
Cat: IZ
$99.00/Night
Outside
$833.00
Cat: VZ
$119.00/Night
Balcony
$903.00
Cat: TZ
$129.00/Night
Suite
$4,270.00
Cat: SAE
$610.00/Night
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Punta Cana
This gorgeous resort in Punta Cana is the perfect place to discover an elegant adults-only vacation experience.
from
$442.00
(USD)
Per Person
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
$1,112.00
(USD)
Per Person
Inside
$1,112.00
Cat: IZ
$139.00/Night
Outside
$1,272.00
Cat: VZ
$159.00/Night
Balcony
$1,672.00
Cat: TZ
$209.00/Night
Suite
$6,760.00
Cat: SCP
$845.00/Night
Departing on Dec 05, 2026 on the Valiant Lady
Nights: 7
Dates: Dec 05, 2026 through Dec 12, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Oranjestad, Willemstad, Sailing, Fort-de-France, Basseterre, San Juan
Cruise from San Juan to the dreamiest islands in the southeast Caribbean - sailing to Aruba, Curaçao, Martinique, and St. Kitts & Nevis. With a very late-stay in Aruba, you can start your day beach-lounging and end it with a cocktail aboard a catamaran under the stars.
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
$4,130.00
Cat: RZ
$590.00/Night
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Nassau
This award-winning resort is the premier destination for people in love who demand only the very best.
from
$1,262.67
(USD)
Per Person
Departing on Apr 01, 2026 on the Scarlet Lady
Nights: 4
Dates: Apr 01, 2026 through Apr 05, 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
$396.00
(USD)
Per Person
Inside
$396.00
Cat: IZ
$99.00/Night
Outside
$716.00
Cat: VZ
$179.00/Night
Balcony
$836.00
Cat: TZ
$209.00/Night
Suite
$1,876.00
Cat: RZ
$469.00/Night
Hotel Mousai Puerto Vallarta Hotel Rating: 5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
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
$598.67
(USD)
Per Person
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
$952.00
(USD)
Per Person
+ $300.00 taxes/fees
Inside
$952.00
Cat: IZ
$119.00/Night
Outside
$1,192.00
Cat: VZ
$149.00/Night
Balcony
$1,432.00
Cat: TZ
$179.00/Night
Suite
$3,800.00
Cat: RZ
$475.00/Night
Departing on Jun 16, 2027 on the Resilient Lady
Nights: 11
Dates: Jun 16, 2027 through Jun 27, 2027
Itinerary:
Athens, Mykonos, Kotor, Sicily, Salerno, Tuscany, Cannes, Marseille, Barcelona
This 11-night journey departs from Athens arriving first in Mykonos followed by a day sailing to Montenegro, then to Catania on Sicily's rugged coastlines.
from
$2,189.00
(USD)
Per Person
Inside
$2,189.00
Cat: IZ
$199.00/Night
Outside
$2,739.00
Cat: VZ
$249.00/Night
Balcony
$2,739.00
Cat: TZ
$249.00/Night
Suite
$6,765.00
Cat: SS
$615.00/Night
Casa Chameleon at Mal Pais Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Puntarenas
Escape to an adults-only paradise in a remote part of the Costa Rican jungle. Surrounded by the beauty of nature and away from the hustle and bustle of the city life, unwind with a relaxing in-villa massage or a refreshing facial.
from
$147.00
(USD)
Per Person
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
$1,463.00
(USD)
Per Person
Inside
$1,463.00
Cat: IZ
$209.00/Night
Outside
$1,743.00
Cat: VZ
$249.00/Night
Balcony
$1,883.00
Cat: TZ
$269.00/Night
Suite
$4,305.00
Cat: SS
$615.00/Night
Bahia Principe Luxury Ambar Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Punta Cana
Live a luxury holiday in this incredible beachfront hotel boasting exclusive and themed restaurants, coffee shop and spacious and modern rooms, featuring luxurious swim-ups.
from
$440.00
(USD)
Per Person
Departing on Apr 15, 2027 on the Valiant Lady
Nights: 7
Dates: Apr 15, 2027 through Apr 22, 2027
Ship: Valiant Lady
Itinerary:
Miami, George Town, Ocho Rios, Bimini Islands, Miami
This 7-night Eastern Caribbean getaway departs from Miami and spends a day sailing to your first stop, George Town, Grand Cayman. Spend the day here swimming with stingrays, soaking up the culture (and the sun), and witnessing ocean wildlife through a glass bottom boat. From there, spend a day sailing to Ocho Rios followed by one more headed to the beach club at Bimini before returning to Miami.
from
$903.00
(USD)
Per Person
Inside
$903.00
Cat: IZ
$129.00/Night
Outside
$1,043.00
Cat: VZ
$149.00/Night
Balcony
$1,323.00
Cat: TZ
$189.00/Night
Suite
$4,060.00
Cat: RZ
$580.00/Night
Nights: 3
Dates: Mar 06, 2026 through Mar 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
$700.00
(USD)
Per Person
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
$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
$4,720.00
Cat: RZ
$590.00/Night
Departing on Aug 02, 2026 on the Scarlet Lady
Nights: 8
Dates: Aug 02, 2026 through Aug 10, 2026
Ship: Scarlet Lady
Itinerary:
Barcelona, Palma de Mallorca, Marseille, Cannes, Ajaccio Corsica, La Spezia, Barcelona
This 8-night roundtrip sojourn sails from Barcelona and arrives the following day in sun soaked Mallorca. Then spend a day sailing to Marseilles, along the prolific French Riviera before docking in every seasoned sailor (and celebrity)'s favorite vacation destination, Cannes, followed by Ajaccio, then La Spezia. Finally, we'll spend a day of luxury on board returning to beautiful Barcelona.
from
$1,672.00
(USD)
Per Person
Outside
$1,672.00
Cat: VZ
$209.00/Night
Balcony
$1,752.00
Cat: TZ
$219.00/Night
Suite
$4,339.00
Cat: RZ
$542.38/Night
Departing on Aug 31, 2026 on the Scarlet Lady
Nights: 10
Dates: Aug 31, 2026 through Sep 10, 2026
Ship: Scarlet Lady
Itinerary:
Civitavecchia (Rome), Livorno (Florence/Pisa), Sailing, Naples, Catania, Sicily, Sailing, Chania, Crete, Santorini, Mykonos, Piraeus (Athens)
This 10-night one-way journey departs from Civitavecchia, the gateway to Rome & arrives the next day in Livorno, conveniently located in Italy's Tuscany region and a stone's throw from Florence and Pisa.
from
$2,957.00
(USD)
Per Person
Outside
$2,957.00
Cat: VW
$295.70/Night
Balcony
$3,100.00
Cat: TL
$310.00/Night
Suite
$5,559.00
Cat: RZ
$555.90/Night
Departing on Nov 08, 2026 on the Resilient Lady
Nights: 8
Dates: Nov 08, 2026 through Nov 16, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, San Juan, Tortola, Sailing, Beach Club at Bimini, Miami, Florida
This stunning sojourn leaves Miami and sails a day to the picturesque silvers coasts, crystalline cenotes and lush jungles of Puerto Plata, Dominican Republic. Next, awake to the blissful sound of crashing waves in San Juan before arriving the next day in magical Tortola, nestled into the British Virgin Islands. Then sail two days to our private Beach Club at Bimini before returning to Miami.
from
$1,072.00
(USD)
Per Person
Inside
$1,072.00
Cat: IZ
$134.00/Night
Outside
$1,312.00
Cat: VZ
$164.00/Night
Balcony
$1,685.00
Cat: TL
$210.63/Night
Suite
$3,912.00
Cat: RZ
$489.00/Night
Departing on Apr 12, 2026 on the Brilliant Lady
Nights: 6
Dates: Apr 12, 2026 through Apr 18, 2026
Itinerary:
Los Angeles, California, Sailing, Cabo San Lucas, Mazatlan, Sailing, Los Angeles, California
This 6-night journey starts from Los Angeles with a full day of self-care and soaking up the sun while sailing to Cabo San Lucas. The next day you'll arrive to miles of sprawling beaches and an exciting cultural scene in Mazatlàn - an idyllic place for infinite reasons. After, you'll have two more days to relax on the ship before returning to LA.
from
$1,374.00
(USD)
Per Person
Outside
$1,374.00
Cat: VZ
$229.00/Night
Balcony
$1,614.00
Cat: TZ
$269.00/Night
Suite
$4,710.00
Cat: SB
$785.00/Night
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
$833.00
(USD)
Per Person
Inside
$833.00
Cat: IZ
$119.00/Night
Outside
$973.00
Cat: VZ
$139.00/Night
Balcony
$1,183.00
Cat: TZ
$169.00/Night
Suite
$2,838.00
Cat: RZ
$405.43/Night
Departing on Dec 13, 2025 on the Valiant Lady
Nights: 7
Dates: Dec 13, 2025 through Dec 20, 2025
Ship: Valiant Lady
Itinerary:
San Juan, Basseterre, Castries, Roseau, Bridgetown, Sailing, Philipsburg, San Juan
This 7-night San Juan voyage sails the Caribbean Sea to the best islands of the Lesser Antilles including St. Kitts followed by St. Lucia's tropical city of Castries - home to splendid beaches, lush rainforests, and cascading waterfalls. Next up is Dominica (known for its natural springs), Barbados, and the tiny island of St. Maarten before returning to San Juan.
from
$6,440.00
(USD)
Per Person
Suite
$6,440.00
Cat: SF
$920.00/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
+ $244.00 taxes/fees
Inside
$952.00
Cat: IZ
$119.00/Night
Outside
$1,192.00
Cat: VZ
$149.00/Night
Balcony
$1,432.00
Cat: TZ
$179.00/Night
Suite
$3,800.00
Cat: RZ
$475.00/Night
Departing on Feb 20, 2026 on the Brilliant Lady
Nights: 9
Dates: Feb 20, 2026 through Mar 01, 2026
Itinerary:
Miami, Florida, Sailing, Grand Turk, Sailing, St. John's, Basseterre, San Juan, Sailing, Miami, Florida
This 9-night round-trip sailing from Miami visits Grand Turk, Antigua, St. Kitts & Nevis, and San Juan, with a few sea days in between. Make sure to spend some time on St. Kitts' beautiful beaches, like Cockleshell Bay and Frigate Bay.
from
$1,521.00
(USD)
Per Person
Inside
$1,521.00
Cat: IZ
$169.00/Night
Outside
$2,061.00
Cat: VZ
$229.00/Night
Balcony
$2,241.00
Cat: TZ
$249.00/Night
Departing on May 24, 2026 on the Scarlet Lady
Nights: 7
Dates: May 24, 2026 through May 31, 2026
Ship: Scarlet Lady
Itinerary:
Piraeus (Athens), Sailing, Kotor, Dubrovnik, Corfu, Sailing, Mykonos, Piraeus (Athens)
This 7-night Greek and Croatian adventure starts in Athens before spending a day of at-sea luxury on the way to Kotor.
from
$1,674.00
(USD)
Per Person
Inside
$1,674.00
Cat: IN
$239.14/Night
Outside
$2,007.00
Cat: VW
$286.71/Night
Balcony
$1,953.00
Cat: TZ
$279.00/Night
Suite
$4,263.00
Cat: RZ
$609.00/Night
Departing on Mar 07, 2027 on the Resilient Lady
Nights: 6
Dates: Mar 07, 2027 through Mar 13, 2027
Itinerary:
Miami, Ocho Rios, George Town, Bimini Islands, Miami
This 6-night Western Caribbean adventure sets sail from Miami and spends one day at sea on your way to a nature lover's haven: Ocho Rios, Jamaica. From there you'll sail to George Town, Grand Cayman, a colorful capital city offering outdoor adventure, beautiful views and excitement at every turn.
from
$774.00
(USD)
Per Person
+ $232.00 taxes/fees
Inside
$774.00
Cat: IZ
$129.00/Night
Outside
$954.00
Cat: VZ
$159.00/Night
Balcony
$1,124.00
Cat: TL
$187.33/Night
Suite
$2,910.00
Cat: RZ
$485.00/Night
Departing on Jun 21, 2026 on the Valiant Lady
Nights: 7
Dates: Jun 21, 2026 through Jun 28, 2026
Ship: Valiant Lady
Itinerary:
Barcelona, Sailing, Civitavecchia (Rome), La Spezia, Cannes, Ibiza, Barcelona
This 7-night odyssey departs from Barcelona and spends a day sailing to Civitavecchia - the gateway to Rome. Next, you'll sail to La Spezia, a picturesque port city conveniently located near Italy's most beloved destinations: Pisa, Positano and Florence.
from
$1,743.00
(USD)
Per Person
Outside
$1,743.00
Cat: VZ
$249.00/Night
Balcony
$1,953.00
Cat: TZ
$279.00/Night
Suite
$3,792.00
Cat: RZ
$541.71/Night
Departing on Feb 07, 2026 on the Valiant Lady
Nights: 7
Dates: Feb 07, 2026 through Feb 14, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, St. Kitts, St. Lucia, Barbados, St. Thomas, San Juan
This 7-night winter escape departs from San Juan and docks the next day at the glowing lagoons and sprawling beaches of St. Maarten, followed by the bright green rainforests and unique shops of St. Kitts. Next, wake up to the breathtaking waterfalls and intricate coral reefs of St. Lucia, followed by Barbados. Finally, spend a day on board sailing to St. Thomas before returning to San Juan.
from
$693.00
(USD)
Per Person
Inside
$693.00
Cat: IZ
$99.00/Night
Outside
$1,043.00
Cat: VZ
$149.00/Night
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,245.00
Cat: RZ
$463.57/Night
Bahia Principe Luxury Sian Kaan Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 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
$303.00
(USD)
Per Person
Departing on Aug 24, 2027 on the Brilliant Lady
Nights: 9
Dates: Aug 24, 2027 through Sep 02, 2027
Itinerary:
Seattle, Ketchikan, Icy Strait, Hubbard Glacier, Sitka, Victoria, Seattle
This 9-night voyage departs from Seattle, gliding through Alaska’s majestic Inside Passage. After a serene day at sea, explore the colorful charm of Ketchikan and the natural wonders of Icy Strait Point.
from
$1,431.00
(USD)
Per Person
+ $351.00 taxes/fees
Inside
$1,431.00
Cat: IZ
$159.00/Night
Outside
$2,198.00
Cat: VW
$244.22/Night
Balcony
$2,376.00
Cat: TZ
$264.00/Night
Suite
$5,400.00
Cat: SS
$600.00/Night
Departing on Oct 26, 2026 on the Resilient Lady
Nights: 6
Dates: Oct 26, 2026 through Nov 01, 2026
Itinerary:
Miami, Florida, Sailing, Cozumel (Playa Del Carmen), Costa Maya, Sailing, Beach Club at Bimini, Miami, Florida
This spooky sojourn departs Miami and sails a day to your first dreamy destination of captivating Cozumel. The following day you’ll arrive at the sleepy beachside villages, breathtaking coral reefs and flawless vibes of Costa Maya, Mexico, nestled onto the breathtaking Yucatan Peninsula. After a day at sea you’ll dock at our sprawling private Beach Club at Bimini before finally returning to Miami.
from
$1,011.00
(USD)
Per Person
Inside
$1,011.00
Cat: IN
$168.50/Night
Outside
$1,074.00
Cat: VZ
$179.00/Night
Balcony
$1,314.00
Cat: TZ
$219.00/Night
Suite
$2,934.00
Cat: RZ
$489.00/Night
Departing on Dec 05, 2026 on the Resilient Lady
Nights: 8
Dates: Dec 05, 2026 through Dec 13, 2026
Itinerary:
Miami, St. Croix, San Juan, Puerto Plata, Bimini Islands, Miami
Embark on a can't-miss eight-night voyage through the Caribbean featuring a day in St. Croix, San Juan, and Puerto Plata, plus a visit to The Beach Club at Bimini.
from
$952.00
(USD)
Per Person
+ $232.00 taxes/fees
Inside
$952.00
Cat: IZ
$119.00/Night
Outside
$1,192.00
Cat: VZ
$149.00/Night
Balcony
$1,432.00
Cat: TZ
$179.00/Night
Suite
$3,560.00
Cat: RZ
$445.00/Night
Departing on Apr 11, 2026 on the Valiant Lady
Nights: 5
Dates: Apr 11, 2026 through Apr 16, 2026
Ship: Valiant Lady
Itinerary:
New York City, Royal Naval Dockyard, New York City
Get ready to laugh your aft off on this 5-night round-trip getaway sailing out of NYC, the global epicenter of stand-up comedy.
from
$745.00
(USD)
Per Person
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,095.00
Cat: TZ
$219.00/Night
Suite
$2,750.00
Cat: SS
$550.00/Night
Nights: 3
Dates: Mar 06, 2026 through Mar 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
$492.67
(USD)
Per Person
Departing on Apr 16, 2026 on the Valiant Lady
Nights: 9
Dates: Apr 16, 2026 through Apr 25, 2026
Ship: Valiant Lady
Itinerary:
New York City, New York, Sailing, Kings Wharf, Sailing, Nassau, Sailing, Charleston, South Carolina, Sailing, New York City, New York
This 9-night round-trip excursion departs from NYC and spends a day sailing to King's Wharf, Bermuda, where the pink sand and culture is so magical we've decided we have to stay for two days.
from
$981.00
(USD)
Per Person
Inside
$981.00
Cat: IZ
$109.00/Night
Outside
$1,251.00
Cat: VZ
$139.00/Night
Balcony
$1,431.00
Cat: TZ
$159.00/Night
Suite
$4,320.00
Cat: SS
$480.00/Night
Departing on Jan 23, 2027 on the Scarlet Lady
Nights: 5
Dates: Jan 23, 2027 through Jan 28, 2027
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, George Town, Sailing, Beach Club at Bimini, Miami, Florida
This 5-night Caribbean escape departs from the vibrant lights of Miami, offering a day of onboard luxury en route to your first destination: George Town, Grand Cayman. Here, you can swim with stingrays, bask in the sun, and savor authentic Caribbean cuisine. Afterward, enjoy another relaxing day at sea as you sail to the Beach Club at Bimini, before returning to Miami.
from
$745.00
(USD)
Per Person
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$845.00
Cat: VZ
$169.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,575.00
Cat: SS
$515.00/Night
TRS Coral Hotel Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Cancun
The TRS Coral Hotel is Cancun's newest Adults Only All-Inclusive resort. Located on sandy, white shores lapped by aquamarine water, the resort is a heavenly Caribbean hideaway.
from
$733.33
(USD)
Per Person
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
$2,918.00
(USD)
Per Person
Outside
$2,918.00
Cat: VW
$291.80/Night
Balcony
$3,108.00
Cat: TL
$310.80/Night
Suite
$5,893.00
Cat: RZ
$589.30/Night
Departing on Oct 19, 2026 on the Valiant Lady
Nights: 12
Dates: Oct 19, 2026 through Oct 31, 2026
Ship: Valiant Lady
Itinerary:
New York City, Bermuda, Bimini Islands, St. Croix, Philipsburg, Tortola Island, San Juan
This 12-night one-way escape departs NYC, sailing to Bermuda for two full days before heading to our exclusive Beach Club at Bimini. Then, explore St. Croix's verdant rainforests, the stunning beaches of St. Maarten, and the wondrous beauty overlooking the peaks of Tortola, before ending your journey in the vibrant streets of San Juan.
from
$1,188.00
(USD)
Per Person
Inside
$1,188.00
Cat: IZ
$99.00/Night
Outside
$1,548.00
Cat: VZ
$129.00/Night
Balcony
$1,908.00
Cat: TZ
$159.00/Night
Suite
$6,300.00
Cat: SS
$525.00/Night
Barcelo Maya Riviera Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Solidaridad
Surrounded by sea and nature is Barcelo Maya Riviera - Adults Only, a 1.2-mile beachfront all-inclusive hotel.
from
$788.00
(USD)
Per Person