Island Jack's Travel
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Special Interest - Adults Only

(50 offers included)
Hyatt Centric Playa del Carmen Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Playa Del Carmen
This chic adults-only retreat along the Riviera Maya is crowned by a stunning signature rooftop "play-scape" with 360-degree views and a block-long infinity pool.
from
$264.00
(USD)
Per Person
Princess Senses The Mangrove Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Green Island
The Princess Senses The Mangrove is an all-inclusive adults only resort, located on the shores of Green Island, Jamaica.
from
$577.67
(USD)
Per Person
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 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
$763.00
(USD)
Per Person
Inside
$763.00
Cat: IZ
$109.00/Night
Outside
$1,043.00
Cat: VZ
$149.00/Night
Balcony
$1,270.00
Cat: TL
$181.43/Night
Suite
$2,987.00
Cat: RZ
$426.71/Night
Departing on Nov 14, 2026 on the Valiant Lady
Nights: 6
Dates: Nov 14, 2026 through Nov 20, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Tortola Island, St. Kitts, Antigua, St. Lucia, San Juan
This 6-night voyage departs from San Juan, arriving the next day in Tortola, British Virgin Islands. Next, sail to Basseterre, St. Kitts and Nevis, where the beauty of their beaches match the vibe of the local landscape.
from
$865.00
(USD)
Per Person
Inside
$865.00
Cat: IN
$144.17/Night
Outside
$894.00
Cat: VZ
$149.00/Night
Balcony
$1,074.00
Cat: TZ
$179.00/Night
Suite
$3,540.00
Cat: RZ
$590.00/Night
Departing on Dec 19, 2026 on the Resilient Lady
Nights: 8
Dates: Dec 19, 2026 through Dec 27, 2026
Itinerary:
Miami, Puerto Plata, San Juan, Philipsburg, Bimini Islands, Miami
This 8-night, holiday-in-the-sun getaway departs from Miami sailing a day to the stunning silver coasts of Puerto Plata, Dominican Republic.
from
$1,272.00
(USD)
Per Person
+ $246.00 taxes/fees
Inside
$1,272.00
Cat: IZ
$159.00/Night
Outside
$1,512.00
Cat: VZ
$189.00/Night
Balcony
$1,752.00
Cat: TZ
$219.00/Night
Suite
$4,520.00
Cat: RZ
$565.00/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
$2,363.00
(USD)
Per Person
Inside
$2,363.00
Cat: IZ
$139.00/Night
Outside
$3,835.00
Cat: VW
$225.59/Night
Balcony
$3,553.00
Cat: TZ
$209.00/Night
Suite
$10,625.00
Cat: SS
$625.00/Night
Nights: 3
Dates: Mar 06, 2026 through Mar 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
$466.67
(USD)
Per Person
Departing on Jun 07, 2026 on the Scarlet Lady
Nights: 7
Dates: Jun 07, 2026 through Jun 14, 2026
Ship: Scarlet Lady
Itinerary:
Piraeus (Athens), Santorini, Rhodes, Bodrum, Sailing, Mykonos, Piraeus (Athens)
Sail from Athens to the most idyllic Greek Isles in the Med - like Santorini, Rhodes, and Bodrum (Turkey). With an overnight in the glamorous hot spot of Mykonos, you can immerse yourself in the quiet charm of the island and attend those world-famous beach club parties.
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
$1,953.00
Cat: TZ
$279.00/Night
Suite
$3,913.00
Cat: RZ
$559.00/Night
Departing on Oct 31, 2026 on the Scarlet Lady
Nights: 5
Dates: Oct 31, 2026 through Nov 05, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami, Florida
This 5-night excursion departs Miami and allows for a day of self-care, spooky surprises and on-board luxury while sailing to one of the most popular destinations for beach-goers and water-adventurer's alike: Cozumel. From there spend a day recuperating with a cocktail on the sun deck headed to our private beach club on the picturesque island of Bimini before returning the following day to Miami.
from
$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
$2,925.00
Cat: SS
$585.00/Night
Departing on Feb 20, 2027 on the Valiant Lady
Nights: 7
Dates: Feb 20, 2027 through Feb 27, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Tortola, Sailing, Castries, Bridgetown, Roseau, Philipsburg, San Juan
This 7-night sojourn departs from San Juan and arrives the next day in Tortola on the British Virgin Islands. After a day at sea you'll arrive amongst the waterfalls and lagoons of Castries, St. Lucia followed by the beguiling beaches of Bridgetown, Barbados. Next, arrive on the shores of Roseau, Dominica then Phillipsburg, on the beloved Dutch side of St. Maarten before returning to San Juan.
from
$1,043.00
(USD)
Per Person
Inside
$1,043.00
Cat: IZ
$149.00/Night
Outside
$1,253.00
Cat: VZ
$179.00/Night
Balcony
$1,463.00
Cat: TZ
$209.00/Night
Suite
$4,130.00
Cat: RZ
$590.00/Night
Secrets Royal Beach Punta Cana Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Punta Cana
Located on over 700 yards of a palm-studded white sand beach along the majestic turquoise Caribbean Sea, Secrets® Royal Beach Punta Cana offers adults a serene seaside getaway in paradise.
from
$654.00
(USD)
Per Person
Live Aqua Beach Resort Punta Cana Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
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
$833.33
(USD)
Per Person
Departing on Mar 27, 2027 on the Valiant Lady
Nights: 7
Dates: Mar 27, 2027 through Apr 03, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Willemstad, Oranjestad, Sailing, St. John's, Philipsburg, San Juan
This 7-night spring sailing departs from San Juan, offering a day of onboard relaxation before arriving at the picturesque waters and colorful shores of Willemstad, Curaçao. Next, dock in Oranjestad, Aruba, then enjoy another restful day at sea en route to St. John's, Antigua - a true vacationer's paradise. Finally, visit sun-soaked St. Maarten, before returning to San Juan.
from
$1,508.00
(USD)
Per Person
Balcony
$1,508.00
Cat: TL
$215.43/Night
Departing on Jun 23, 2026 on the Brilliant Lady
Nights: 9
Dates: Jun 23, 2026 through Jul 02, 2026
Itinerary:
Seattle, Washington, Inside Passage (Cruising), Alaska, Ketchikan, Alaska, Icy Strait Point, Alaska, Hubbard Glacier (Cruising), Alaska, Sitka, Alaska, Sailing, Victoria, Seattle, Washington
This 9-night North Pacific journey departs from Seattle and spends a day sailing up the wondrous Inside Passage to Ketchikan, Alaska in the heart of the Tongass National Forest.
from
$2,061.00
(USD)
Per Person
Inside
$2,061.00
Cat: IZ
$229.00/Night
Outside
$2,331.00
Cat: VZ
$259.00/Night
Balcony
$2,781.00
Cat: TZ
$309.00/Night
Suite
$7,830.00
Cat: SCP
$870.00/Night
Departing on Jan 31, 2026 on the Resilient Lady
Nights: 7
Dates: Jan 31, 2026 through Feb 07, 2026
Itinerary:
Miami, Sailing, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami
This 7-night Eastern Caribbean adventure departs from Miami and spends two days sailing to sunny San Juan, Puerto Rico. Here you can immerse yourself in the enchanting culture, white sand beaches and lush rainforests before arriving the next day in Puerto Plata.
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
$2,835.00
Cat: RZ
$405.00/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
$596.00
Cat: IZ
$149.00/Night
Outside
$676.00
Cat: VZ
$169.00/Night
Balcony
$836.00
Cat: TZ
$209.00/Night
Suite
$2,300.00
Cat: SS
$575.00/Night
Hotel Mousai Cancun Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 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
$822.00
(USD)
Per Person
Departing on Feb 10, 2026 on the Valiant Lady
Nights: 11
Dates: Feb 10, 2026 through Feb 21, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Sailing, Cartagena, Sailing, Willemstad, Oranjestad, Sailing, St. John's, St. Croix, Philipsburg, San Juan
This exciting 11-night round trip from San Juan kicks off with two days at sea, before touching down in Cartagena, Colombia. From there it's a mix of sea days and full days spent in the Caribbean's top spots.
Departing on Aug 12, 2027 on the Brilliant Lady
Nights: 12
Dates: Aug 12, 2027 through Aug 24, 2027
Itinerary:
Seattle, Inside Passage, Ketchikan, Sitka, Hubbard Glacier, Skagway, Haines, Juneau, Icy Strait, Victoria, Seattle
This 12-night adventure departs from Seattle, winding through the serene Inside Passage before reaching Ketchikan and the historic port of Sitka.
from
$1,909.00
(USD)
Per Person
+ $437.00 taxes/fees
Inside
$1,909.00
Cat: IZ
$159.08/Night
Outside
$2,569.00
Cat: VZ
$214.08/Night
Balcony
$3,169.00
Cat: TZ
$264.08/Night
Suite
$7,080.00
Cat: SS
$590.00/Night
Departing on Feb 21, 2026 on the Valiant Lady
Nights: 7
Dates: Feb 21, 2026 through Feb 28, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Philipsburg, Sailing, Bridgetown, Fort-de-France, St. John's, Tortola, San Juan
This 7-night San Juan sojourn makes its first stop in Philipsburg, St. Maarten - a quaint island oasis offering white sand beaches, an eclectic foodie scene and endless places to reconnect with nature. From there you'll spend a day at sea headed to Barbados, followed by Martinique and the epitome of luxury in St. Johns, Antigua. Finally you'll explore Tortola, BVI, before returning to San Juan.
from
$693.00
(USD)
Per Person
Inside
$693.00
Cat: IZ
$99.00/Night
Outside
$973.00
Cat: VZ
$139.00/Night
Balcony
$1,253.00
Cat: TZ
$179.00/Night
Suite
$3,325.00
Cat: RZ
$475.00/Night
Departing on May 31, 2026 on the Valiant Lady
Nights: 7
Dates: May 31, 2026 through Jun 07, 2026
Ship: Valiant Lady
Itinerary:
Barcelona, Palma de Mallorca, Sailing, Civitavecchia (Rome), Cannes, Ibiza, Barcelona
The allure of the Med will pull you in from the moment you sail away from - and return to - Barcelona. In Palma de Mallorca, uncork Iberia's best flavors on a trip to the Mallorcan countryside, explore the eternal landmarks of Rome (via Civitavecchia), immerse yourself in peak coastal chic in glamorous Cannes, and indulge in Ibiza's famed nightlife during an unforgettable overnight stay.
from
$1,673.00
(USD)
Per Person
Outside
$1,673.00
Cat: VW
$239.00/Night
Balcony
$1,743.00
Cat: TZ
$249.00/Night
Suite
$4,202.00
Cat: RZ
$600.29/Night
Calabash Cove Resort & Spa Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 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 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
$3,848.00
Cat: RZ
$549.71/Night
Departing on Jan 04, 2026 on the Brilliant Lady
Nights: 11
Dates: Jan 04, 2026 through Jan 15, 2026
Itinerary:
Miami, Florida, Sailing, Oranjestad, Kralendijk, Sailing, Cartagena, Sailing, Ocho Rios, George Town, Sailing, Miami, Florida
Embark on an 11-night round-trip voyage from Miami, with stops in Aruba, Bonaire, Colombia, Jamaica, and the Cayman Islands. Make the most of your time in South America by exploring Cartagena's colorful colonial architecture, walled 16th century Old Town, narrow stone walkways, and white sand beaches.
from
$1,529.00
(USD)
Per Person
Outside
$1,529.00
Cat: VZ
$139.00/Night
Balcony
$1,969.00
Cat: TZ
$179.00/Night
The House by Elegant Hotels Hotel Rating: 4.5 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
St. James
Overlooking the Caribbean Sea, this award-winning adults-only retreat is designed with romance in mind.
from
$1,482.67
(USD)
Per Person
Valentin Imperial Riviera Maya Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Playa Del Carmen
Valentin Imperial Riviera Maya is an all-inclusive resort designed in the style of an elegant Mexican hacienda nestled amid sumptuous tropical gardens.
from
$675.67
(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.
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
$4,620.00
Cat: RZ
$660.00/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
$1,883.00
Cat: VZ
$269.00/Night
Balcony
$2,023.00
Cat: TZ
$289.00/Night
Suite
$6,685.00
Cat: SAP
$955.00/Night
El Dorado Maroma, a Spa Resort Hotel Rating: 4 stars
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Playa Del Carmen
Set on Maroma beach in Mexico's Riviera Maya, El Dorado Maroma, a Spa Resort provides a secluded, enchanting setting for those looking to get away.
from
$923.67
(USD)
Per Person
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 Barbados Hotel Rating: No Rating
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
St. Lawrence
Located at the bottom of the famed St. Lawrence Gap. Sandals Barbados offers luxury with inventive accommodations spanning three unique villages, featuring everything from ocean views, Butler Elite service to private tranquility soaking tubs on most patios and terraces and world-class cuisine with international appeal, including a festive Indian cuisine restaurant.
from
$1,266.00
(USD)
Per Person
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
$1,076.00
(USD)
Per Person
Inside
$1,076.00
Cat: IN
$153.71/Night
Outside
$1,183.00
Cat: VZ
$169.00/Night
Balcony
$1,393.00
Cat: TZ
$199.00/Night
Suite
$4,130.00
Cat: RZ
$590.00/Night
Departing on Jan 17, 2026 on the Valiant Lady
Nights: 7
Dates: Jan 17, 2026 through Jan 24, 2026
Ship: Valiant Lady
Itinerary:
San Juan, Basseterre, Sailing, Bridgetown, Fort-de-France, St. John's, Philipsburg, San Juan
This 7-night San Juan voyage makes its first stop in Basseterre, a tropical paradise on the island of St. Kitts that boasts stunning beaches, lush rainforests, and sparkling waterfalls waiting to be explored. Next, spend a day at sea before exploring Barbados and Martinique, followed by the epitome of luxury in St. Johns, Antigua, and finally St. Maarten before returning to San Juan.
from
$1,271.00
(USD)
Per Person
Balcony
$1,271.00
Cat: TL
$181.57/Night
Suite
$2,975.00
Cat: RZ
$425.00/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
$2,190.00
(USD)
Per Person
Inside
$2,190.00
Cat: IZ
$219.00/Night
Outside
$2,490.00
Cat: VZ
$249.00/Night
Balcony
$2,690.00
Cat: TZ
$269.00/Night
Suite
$6,150.00
Cat: SS
$615.00/Night
Departing on Dec 18, 2025 on the Brilliant Lady
Nights: 8
Dates: Dec 18, 2025 through Dec 26, 2025
Itinerary:
Miami, Florida, Sailing, Grand Turk, Puerto Plata, San Juan, Samaná, Sailing, Miami, Florida
What better way to get in the holiday spirit than with this 8-night round-trip voyage sailing from Miami to Grand Turk, the Dominican Republic, and Puerto Rico. In Puerto Plata, ditch the snow for pristine beaches, like Playa Dorada and Playa Sousa, and visit natural wonders like the spectacular Damajaqua Cascades and Las Cuevas de Cabarete caves.
from
$1,492.00
(USD)
Per Person
Outside
$1,492.00
Cat: VW
$186.50/Night
Balcony
$1,644.00
Cat: TR
$205.50/Night
Suite
$4,200.00
Cat: SS
$525.00/Night
Departing on Feb 13, 2026 on the Scarlet Lady
Nights: 5
Dates: Feb 13, 2026 through Feb 18, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Puerto Plata, Bimini Islands, Miami
Scarlet Valentine's Voyage 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
$845.00
(USD)
Per Person
Inside
$845.00
Cat: IZ
$169.00/Night
Outside
$945.00
Cat: VZ
$189.00/Night
Balcony
$1,145.00
Cat: TZ
$229.00/Night
Suite
$2,295.00
Cat: RZ
$459.00/Night
Sandals Negril Beach Resort & Spa Hotel Rating: No Rating
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
Location(s):
Negril
Hugging the longest and best span of Negril's stunning seven-mile beach, this resort provides endless vistas of pristine shore and phenomenally clear turquoise waters.
from
$971.00
(USD)
Per Person
Departing on Aug 05, 2027 on the Brilliant Lady
Nights: 7
Dates: Aug 05, 2027 through Aug 12, 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
$1,183.00
(USD)
Per Person
+ $329.00 taxes/fees
Inside
$1,183.00
Cat: IZ
$169.00/Night
Outside
$1,568.00
Cat: VZ
$224.00/Night
Balcony
$1,918.00
Cat: TZ
$274.00/Night
Suite
$4,760.00
Cat: SS
$680.00/Night
Departing on Dec 30, 2026 on the Scarlet Lady
Nights: 5
Dates: Dec 30, 2026 through Jan 04, 2027
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, Cozumel (Playa Del Carmen), Sailing, Beach Club at Bimini, Miami, Florida
Ring in the new year cruising the Caribbean on a 5-night sailing to Cozumel (Playa del Carmen) and Tulum. Arriving early and departing late from Mexico - and with a day and sunset spent at The Beach Club at Bimini - you'll have plenty of time to ramp up the adventure and wind down to chill while seeing each port from every sun and moonlit angle.
from
$1,495.00
(USD)
Per Person
Inside
$1,495.00
Cat: IZ
$299.00/Night
Outside
$1,595.00
Cat: VZ
$319.00/Night
Balcony
$1,745.00
Cat: TZ
$349.00/Night
Suite
$3,200.00
Cat: SS
$640.00/Night
Departing on Oct 30, 2027 on the Valiant Lady
Nights: 5
Dates: Oct 30, 2027 through Nov 04, 2027
Ship: Valiant Lady
Itinerary:
Miami, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami
The Riviera Maya is a dreamer's gateway to Cozumel (Playa del Carmen) and Tulum. Arriving from Miami and departing late with an additional day and night spent at The Beach Club at Bimini, you'll have plenty of time to see each port from every sun and moonlit angle.
from
$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 Jun 21, 2027 on the Valiant Lady
Nights: 5
Dates: Jun 21, 2027 through Jun 26, 2027
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
$845.00
(USD)
Per Person
Inside
$845.00
Cat: IZ
$169.00/Night
Outside
$945.00
Cat: VZ
$189.00/Night
Balcony
$1,145.00
Cat: TZ
$229.00/Night
Suite
$2,875.00
Cat: SS
$575.00/Night
Departing on Jan 07, 2027 on the Brilliant Lady
Nights: 4
Dates: Jan 07, 2027 through Jan 11, 2027
Itinerary:
Miami, Florida, Key West, Florida, Sailing, 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
$836.00
Cat: TZ
$209.00/Night
Suite
$2,100.00
Cat: SS
$525.00/Night
Departing on Jul 04, 2026 on the Valiant Lady
Nights: 7
Dates: Jul 04, 2026 through Jul 11, 2026
Ship: Valiant Lady
Itinerary:
Barcelona, Rome, Livorno, Cannes, Ibiza, Barcelona
From Barcelona, you'll spend a day sailing to the ruins and relics of Rome, followed by Livorno - the gateway to Tuscany, where you'll be able to explore the cobblestone streets of Florence and lean against the famous tower of Pisa, followed by a day of glamorous sightseeing in Cannes. Finally, arrive in Ibiza for two days (and nights) of fun under the sun (& stars) before returning to Barcelona.
from
$1,707.00
(USD)
Per Person
Outside
$1,707.00
Cat: VW
$243.86/Night
Balcony
$1,807.00
Cat: TL
$258.14/Night
Suite
$3,920.00
Cat: SS
$560.00/Night
Nights: 3
Dates: Mar 06, 2026 through Mar 09, 2026
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
$692.33
(USD)
Per Person
Departing on Oct 11, 2027 on the Valiant Lady
Nights: 5
Dates: Oct 11, 2027 through Oct 16, 2027
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
$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
$2,875.00
Cat: SS
$575.00/Night
Departing on Jun 08, 2026 on the Resilient Lady
Nights: 5
Dates: Jun 08, 2026 through Jun 13, 2026
Itinerary:
Miami, Cayman Islands, 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
$1,082.00
(USD)
Per Person
Inside
$1,082.00
Cat: IN
$216.40/Night
Outside
$1,344.00
Cat: VW
$268.80/Night
Balcony
$1,367.00
Cat: TL
$273.40/Night
Suite
$2,845.00
Cat: RZ
$569.00/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, 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
$1,043.00
(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
$4,130.00
Cat: RZ
$590.00/Night
Departing on Apr 10, 2027 on the Valiant Lady
Nights: 5
Dates: Apr 10, 2027 through Apr 15, 2027
Ship: Valiant Lady
Itinerary:
San Juan, Puerto Plata, Bimini Islands, Miami
This 5-night journey to magnetic Miami departs from San Juan.
from
$745.00
(USD)
Per Person
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$895.00
Cat: VZ
$179.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,900.00
Cat: SS
$580.00/Night