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Virgin Island Sailing
 
 
 
800-382-9666
Virgin Islands 29 years
 

All Inclusive Caribbean Sailing Yacht Charters - 2 Guests

All Inclusive Sailing Yacht Charters 2 Guests These beautiful yachts are available for Caribbean sailing vacations in the US and British Virgin Islands The charter rates are for one week / 7 nights for 2 guests. Most rates include: a reputable, professional crew, three freshly prepared gourmet meals per day, open standard bar and all running expenses. Many yachts have a surcharge over Christmas and New Years. Prices are subject to change without notice - please contact our Yacht Charter Specialists to verify rates.

 

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Max Guests Rate Yacht Length
7 Pax
21,500

68' sailboat: TILLY MINT

Virgin Islands (BVI/USVI)

Crew of 2
TILLY MINT

WEEKLY RATES:

Winter 2016
2 Guests: $21,500

 

TILLY MINT Crew

 3 2 person beds 1 1 person beds 3 heads Family Friendly AC
Snorkeling Activities Fishing Kayak 

TILLY MINT is a semi-custom, handcrafted 67ft sailboat built in England by Discovery Yachts – a boatyard renowned for innovative and award winning sailboats. She is the largest model offered by Discovery, and like her little sister the Discovery 55’, she was designed by the most...
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6 Pax
19,500

79' sailboat: DESTINY

Virgin Islands (BVI/USVI)

Crew of 2
DESTINY

WEEKLY RATES:

$19,500 - $25,715

 


 2 2 person beds 3 1 person beds AC

DESTINY can accommodate 6 guests in 3 cabins. The master cabin situated aft has a centerline King size bed, a settee and a writing table. There is an ensuite shower booth and toilet. The forward guest cabin has a queen berth. This cabin has an ensuite toilet and washbasin plus access to a...
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3 Pax
6,350

45' sailboat: HONIARA

Virgin Islands (BVI/USVI), Grenadines (St. Lucia/St. Vincent/Grenada)

Crew of 2
HONIARA

WEEKLY RATES:

Winter 2016
2 Guests: $6,350

Summer 2016
2 Guests: $6,350

Winter 2017
2 Guests: $6,350

Summer 2017
2 Guests: $6,350

 

HONIARA Crew

 3 2 person beds 3 heads Family Friendly
Snorkeling Fishing Kayak 

Come and share life in paradise with us in the Virgin Islands onboard HONIARA, a spacious, well-equipped 45 foot Beneteau sailboat that is compliant with the British Maritime and Coast Guard Agency regulations for your safety.

Your vacation includes gourmet meals and standard...
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4 Pax
5,600

48' sailboat: STORM PETREL

Virgin Islands (BVI/USVI)

Crew of 2 Allows Pets
STORM PETREL

WEEKLY RATES:

Winter 2016
2 Guests: $5,600

Summer 2016
2 Guests: $5,600

 

STORM PETREL Crew

 1 2 person beds 2 1 person beds 1 heads Family Friendly
Snorkeling Fishing 

From light zephyrs to brisk winds, STORM PETREL is a fast, safe, comfortable yacht and you can be as involved as you choose in sailing and navigation for an authentic experience.

You choose the mix of secluded romantic coves, charcoal grilled dinners, fishing, snorkeling,...
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6 Pax
7,500

50' sailboat: ANTILLEAN

Virgin Islands (BVI/USVI)

Crew of 2 Allows Pets
ANTILLEAN

WEEKLY RATES:

Winter 2016
2 Guests: $7,500

Summer 2016
2 Guests: $7,500

Winter 2017
2 Guests: $7,500

Summer 2017
2 Guests: $7,500

 

ANTILLEAN Crew

 3 2 person beds 3 heads Family Friendly AC
Onboard Snorkeling Activities Fishing Kayak 

Aboard Antillean it’s smooth sailing! Antillean is a 50’ Beneteau that accommodates up to six guests in three queen sized cabins. Stay cool indoors with full A/C throughout the interior while you and the family enjoy a movie in the salon on the 20’’ flat screen...
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4 Pax
7,000

50' sailboat: DALLIANCE

Virgin Islands (BVI/USVI)

Crew of 2
DALLIANCE

WEEKLY RATES:

Winter 2016
2 Guests: $7,000

Summer 2016
2 Guests: $7,000

Winter 2017
2 Guests: $7,000

Summer 2017
2 Guests: $7,000

 

DALLIANCE Crew

 2 2 person beds 2 heads Family Friendly
Snorkeling 

DALLIANCE is a 50' sailboat that accommodates 4 guests in 2 queen cabins, both with ensuite facilities. 

3 Pax
6,400

52' sailboat: SCORPIO

Virgin Islands (BVI/USVI), Grenadines (St. Lucia/St. Vincent/Grenada)

Crew of 2
SCORPIO

WEEKLY RATES:

Winter 2016
2 Guests: $6,400

Winter 2016
2 Guests: $6,400

 

SCORPIO Crew

 1 2 person beds 1 1 person beds 1 heads Family Friendly AC
Onboard Snorkeling 

SCORPIO is a fantastic yacht to charter. She is a fast sailing yacht, yet her spacious accommodations and high level of equipment make for luxurious living. The saloon is spacious and comfortable. On deck, a separate helmsman's cockpit aft leaves a spacious center cockpit with table for al...
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4 Pax
6,725

52' sailboat: BLITHE SPIRIT 2

Virgin Islands (BVI/USVI), Grenadines (St. Lucia/St. Vincent/Grenada)

Crew of 2
BLITHE SPIRIT 2

WEEKLY RATES:

Winter 2016
2 Guests: $6,725

Summer 2016
2 Guests: $6,725

 

BLITHE SPIRIT 2 Crew

 2 2 person beds 2 heads Family Friendly
Snorkeling Fishing Kayak 

BLITHE SPIRIT 2 is a comfortable 56ft. Irwin ketch that embodies the true spirit of sailing through the magnificent islands of St. Vincent and the Grenadines. This classic sailing yacht accommodates four passengers and specializes in honeymoon charters and couples charters including vegetarian...
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2 Pax
9,600

53' sailboat: BEL AMI

Virgin Islands (BVI/USVI)

Crew of 2
BEL AMI

WEEKLY RATES:

Winter 2016
2 Guests: $9,600

Summer 2016
2 Guests: $9,600

Winter 2017
2 Guests: $9,600

Summer 2017
2 Guests: $9,600

 

BEL AMI Crew

 1 2 person beds 2 heads AC
Snorkeling Fishing Kayak 

Captain Dave loves to introduce people to his world of sailing and cruising the islands. If you are a sailor looking for your first bareboat experience, but would like to get a little more 'big boat' experience under your belt, sailing the BEL AMI under Captain Dave's guidance is...
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4 Pax
8,800

54' sailboat: THE DOVE

Virgin Islands (BVI/USVI)

Crew of 2
THE DOVE

WEEKLY RATES:

$8,800 - $10,800

 

THE DOVE Crew

 2 2 person beds 2 heads Family Friendly
Snorkeling Activities Fishing 

THE DOVE is a 54' ocean going cutter designed by WI Crealock and custom built for captain Larry in 1988 and lovingly maintained. Her teak interior is accented by art and curios from Larry's cruises on THE DOVE through the Pacific, South China Sea, Indian Ocean Mediteranean, Caribbean,...
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5 Pax
9,650

54' sailboat: SCENTS OF PARADISE

Virgin Islands (BVI/USVI)

Crew of 2
SCENTS OF PARADISE

WEEKLY RATES:

Winter 2016
2 Guests: $9,650

 

SCENTS OF PARADISE Crew

 2 2 person beds 1 1 person beds 3 heads Family Friendly AC
Snorkeling 

SCENTS OF PARADISE offers 3 guest cabins (one king, one queen and one single), each with its independent head. The luxurious interior is in wild cherry. The large saloon can easily accommodate 8 people and the galley is adapted to the needs of the most demanding Cordon Bleu chef. Light and...
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4 Pax
7,500

58' sailboat: SEA WITCH

Virgin Islands (BVI/USVI)

Crew of 2
SEA WITCH

WEEKLY RATES:

Winter 2016
2 Guests: $7,500

Summer 2016
2 Guests: $8,500

Winter 2017
2 Guests: $7,600

Summer 2017
2 Guests: $8,500

 

SEA WITCH Crew

 2 2 person beds 4 1 person beds 2 heads Family Friendly AC
Snorkeling Fishing Kayak 

Experience the ultimate sailing adventure aboard Sea Witch a luxurious 58 foot Pearson Ketch with Captain John Stephenson and your chef/hostess Susan Stephenson. Relax and savor the tranquil breezes that fill the sails as you glide through the beautiful blue waters of the Caribbean, watching...
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8 Pax
10,800

60' sailboat: FLAMBOYANCE

Virgin Islands (BVI/USVI)

Crew of 2
FLAMBOYANCE

WEEKLY RATES:

Winter 2016
2 Guests: $10,800

Summer 2016
2 Guests: $10,800

Winter 2017
2 Guests: $10,800

Summer 2017
2 Guests: $10,800

 

FLAMBOYANCE Crew

 4 2 person beds 4 1 person beds 2 heads Family Friendly
Onboard Snorkeling Activities Fishing Kayak 

An Ocean 60' Schooner, FLAMBOYANCE was custom built for charter!

She can easily accommodate up to 8 guests in her four airy, identical cabins. Each cabin contains a double and a single berth, making her the perfect choice for couples, singles or families!

The...
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8 Pax
13,500

60' sailboat: BLUE PASSION

Virgin Islands (BVI/USVI)

Crew of 2
BLUE PASSION

WEEKLY RATES:

Summer 2016
2 Guests: $13,500

 

BLUE PASSION Crew

 4 2 person beds 2 1 person beds 5 heads Family Friendly AC
Onboard Snorkeling Activities Fishing Kayak 

We can offer you a luxury all - inclusive cruise around the beautiful Caribbean, with the option to create your personal itinerary. 
Onboard the late model 2010 luxury sailing yacht there are four en suite cabins with all the creature comforts you can expect from a five star...
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6 Pax
9,500

60' sailboat: AVALANCHE

Virgin Islands (BVI/USVI), New England

Crew of 1
AVALANCHE

WEEKLY RATES:

Winter 2016
2 Guests: $9,500

Summer 2016
2 Guests: $9,500

 

AVALANCHE Crew

 2 2 person beds 4 1 person beds 4 heads Family Friendly AC
Snorkeling Fishing 

S/Y Avalanche has a large and comfortable interior layout with many areas to enjoy, talk, live, play cards, and dine. This yacht is ideal for guests seeking a step above a typical BVI or New England sailing charter. 
Guest can enjoy 3 double staterooms, all with ensuite bathrooms...
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6 Pax
8,990

62' sailboat: CRYSTAL CLEAR

Virgin Islands (BVI/USVI)

Crew of 2
CRYSTAL CLEAR

WEEKLY RATES:

Winter 2016
2 Guests: $8,990

Summer 2016
2 Guests: $8,990

Winter 2017
2 Guests: $8,990

 

CRYSTAL CLEAR Crew

 3 2 person beds 2 1 person beds 2 heads Family Friendly AC
Snorkeling Activities Fishing Kayak 

CRYSTAL CLEAR...where your dreams come true!

Just imagine opening your eyes every day to a new tropical landscape, having breakfast at sunrise or tasting the exquisite chef's meals (prepared according to your tastes and needs) on deck. Relax while reading a book and...
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8 Pax
15,000

72' sailboat: SUBLIME

Virgin Islands (BVI/USVI)

Crew of 2
SUBLIME

WEEKLY RATES:

Winter 2016
2 Guests: $15,000

Summer 2016
2 Guests: $15,000

 

SUBLIME Crew

 4 2 person beds 4 heads Family Friendly AC
Onboard Snorkeling Activities Fishing 

The Virgin Islands...turquoise waters, pristine diving, white sand beaches, pirate lore and one of the best sailing locations in the world.

Step aboard your own private yacht and into a SUBLIME vacation. This vacation is not the stuff cruise ships are made of. This vacation is...
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6 Pax
10,000

72' sailboat: AYACANORA

Virgin Islands (BVI/USVI)

Crew of 3 Allows Pets
AYACANORA

WEEKLY RATES:

Winter 2016
2 Guests: $10,000

Summer 2016
2 Guests: $10,000

 

AYACANORA Crew

 2 2 person beds 2 1 person beds 3 heads Family Friendly AC
Snorkeling Activities Fishing Kayak 

Mike and Roberta want to welcome you aboard AYACANORA. They have been chartering in the Caribbean for fifteen years and love the lifestyle and the interesting guests they have had aboard.

 

Their yacht was built in England and the interior has a feel of a period home...
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4 Pax
9,900

72' sailboat: SANDCASTLE

Virgin Islands (BVI/USVI)

Crew of 2
SANDCASTLE

WEEKLY RATES:

Summer 2016
2 Guests: $9,900

Winter 2017
2 Guests: $9,900

Summer 2017
2 Guests: $9,900

Winter 2018
2 Guests: $9,900

 

SANDCASTLE Crew

 2 2 person beds 3 1 person beds 3 heads Family Friendly AC
This yacht has diving Available Snorkeling Activities Kayak 

Welcome aboard SANDCASTLE... 
 

While most yachts this size are divided into more cabins, SANDCASTLE'S focus is on comfort and space. 
 

Two unusually large, well appointed staterooms offer king size berths, en suite bathrooms with...
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8 Pax
15,000

72' sailboat: THREE MOONS

Virgin Islands (BVI/USVI)

Crew of 3
THREE MOONS

WEEKLY RATES:

Winter 2016
2 Guests: $15,000

Summer 2016
2 Guests: $15,000

Winter 2017
2 Guests: $15,000

Summer 2017
2 Guests: $15,000

 

THREE MOONS Crew

 4 2 person beds 4 heads Family Friendly AC
Snorkeling Activities Fishing Kayak 

Experience something different, special and fulfilling on your next vacation! We invite you to explore and experience the steady sailing waters of the U.S. Virgin Islands and British Virgin Islands.

To see new things, and old things, in a new way. To stand at the rail of the...
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8 Pax
14,500

72' sailboat: DRUMBEAT 1

Virgin Islands (BVI/USVI)

Crew of 3
DRUMBEAT 1

WEEKLY RATES:

Winter 2016
2 Guests: $14,500

Summer 2016
2 Guests: $14,500

 

DRUMBEAT 1 Crew

 4 2 person beds 4 heads Family Friendly AC
Onboard Snorkeling Activities Fishing Kayak 

DRUMBEAT I is a 72' sailing yacht designed specifically for the ultimate luxury charter! 

 

Owners Vince and Linda Stracener have a passion for sailing and a commitment to excellence. The beauty of the ocean will be shared through their stories and lived...
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6 Pax
18,000

72' sailboat: CAMPAI

Virgin Islands (BVI/USVI), Leeward Islands (St. Martin/Antigua), Grenadines (St. Lucia/St. Vincent/Grenada), Spanish Virgin Islands (Puerto Rico), New England

Crew of 3
CAMPAI

WEEKLY RATES:

$18,000 - $23,000

 

CAMPAI Crew

 2 2 person beds 2 1 person beds 3 heads Family Friendly AC
Snorkeling Activities Fishing Kayak 

Come discover the luxury of a private cruise on CAMPAI! This 72' performance cutter is not only a beautiful vessel, she is also an ideal blend of powerful sailing and unsurpassed cruising comfort!


A premier charter yacht, CAMPAI has the latest equipment for safe piloting,...
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6 Pax
14,500

72' sailboat: PACIFIC WAVE

Virgin Islands (BVI/USVI), Grenadines (St. Lucia/St. Vincent/Grenada)

Crew of 2
PACIFIC WAVE

WEEKLY RATES:

Summer 2016
2 Guests: $14,500

Winter 2017
2 Guests: $16,000

Summer 2018
2 Guests: $16,000

Summer 2017
2 Guests: $14,500

 

PACIFIC WAVE Crew

 1 2 person beds 4 1 person beds 3 heads Family Friendly AC
Snorkeling Activities Fishing Kayak 

Enjoy timeless Italian luxury and performance on a Caribbean crewed yacht charter onboard PACIFIC WAVE while exploring the best of the BVI. Steer a true sail boat between quiet anchorages, sunbathe on acres of the finest teak deck, dive with professionals in crystal clear waters, then dine on...
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8 Pax
0

72' sailboat: ON LIBERTY

Virgin Islands (BVI/USVI), Leeward Islands (St. Martin/Antigua)

Crew of 2
ON LIBERTY

WEEKLY RATES:

Summer 2016
2 Guests: $24,000

 

ON LIBERTY Crew

 3 2 person beds 2 1 person beds
Snorkeling Activities Fishing 

Experience a charter on the new Oyster 575  – ON LIBERTY. This is an exceptionally designed sailing yacht with a sleek deck saloon and a spacious cockpit with twin wheels. Every inch of space below deck has been optimised to provide comfortable, practical...
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6 Pax
11,500

75' sailboat: STARGAZER

Virgin Islands (BVI/USVI)

Crew of 3
STARGAZER

WEEKLY RATES:

Winter 2016
2 Guests: $11,500

Summer 2016
2 Guests: $11,500

Winter 2017
2 Guests: $11,500

Summer 2017
2 Guests: $11,500

 

STARGAZER Crew

 3 2 person beds 3 heads Family Friendly AC
This yacht has diving Available Snorkeling Activities Fishing 

Nowhere in the world is there a yacht just like her...STARGAZER is a customized 75-foot Ketch.


An excellent performer, STARGAZER is equipped with an abundance of state-of-the-art gear that makes her easy to handle and fun to sail in light or heavy weather. Whether cruising...
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6 Pax
18,500

76' sailboat: CAP II

Virgin Islands (BVI/USVI), Leeward Islands (St. Martin/Antigua)

CAP II

WEEKLY RATES:

Summer 2016
2 Guests: $18,500

Winter 2016
2 Guests: $18,500

 

CAP II Crew

 3 2 person beds 3 heads Family Friendly AC
Snorkeling Activities 

A performance cruiser, CAP II is more than a fantastic sailing yacht; she is luxurious and comfortable, and a joy to be aboard. She is operated from her aft cockpit, leaving the center cockpit for her guests to sun, sightsee and enjoy al fresco meals. A powerful sailing machine, CAP II is very...
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6 Pax
23,000

76' sailboat: NORTHERN STAR

Virgin Islands (BVI/USVI)

Crew of 2 Allows Pets
NORTHERN STAR

WEEKLY RATES:

$23,000 - $27,600

 


 1 2 person beds 6 1 person beds 3 heads Family Friendly AC
Snorkeling Fishing 

Come aboard and experience the luxury of NORTHERN STAR. This 76' modern cutter rigged sloop was designed by Ocke Mannerfelt and handcrafted by the Hinckley Company in 1993 with a traditional old world aesthetic that features teak decking, beautiful butterfly hatches and custom mahogany...
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6 Pax
23,000

76' sailboat: NEYINA

Virgin Islands (BVI/USVI)

Crew of 3
NEYINA

WEEKLY RATES:

€23,000 - €26,000

 

NEYINA Crew

 2 2 person beds 2 1 person beds 3 heads Family Friendly AC
Snorkeling Activities 

NEYINA is a brand new CNB 76 launched in 2015. She accommodates 6 guests in one master cabin, one double cabin and one cabin with bunk beds, all with ensuite bathroom and separate shower. NEYINA is fully air-conditioned throughout.

10 Pax
23,100

85' sailboat: TABOO

Virgin Islands (BVI/USVI)

Crew of 4
TABOO

WEEKLY RATES:

$23,100 - $38,390

 

TABOO Crew

 5 2 person beds 2 1 person beds 5 heads Family Friendly AC
Onboard Snorkeling Activities Fishing Kayak 

TABOO accomodates 10 guests in five queen sized roomy staterooms, each with their own shower and electric toilet. 2 staterooms have an additional upper bunk. Each stateroom is fitted with flat screen TV/DVD, Play Stations and iPod player, hair dryers, fans, A/C. 

TABOO is a...
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8 Pax
16,500

87' sailboat: QUIXOTE

Virgin Islands (BVI/USVI), Leeward Islands (St. Martin/Antigua), Grenadines (St. Lucia/St. Vincent/Grenada), New England

Crew of 3
QUIXOTE

WEEKLY RATES:

Winter 2016
2 Guests: $16,500

Summer 2016
2 Guests: $16,500

 

QUIXOTE Crew

 3 2 person beds 2 1 person beds 4 heads Family Friendly AC
Onboard Snorkeling Activities Fishing Kayak 

Join us aboard Quixote and we will take you on a delightful cruise through your favorite yachting destinations or we can embark on an adventure to parts unknown. Quixote is spacious, with ample deck areas for sunning and sail handling plus she sports a fly bridge helm station providing...
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4 Pax
7,950

62' sailboat: PARADISE (SAIL)

Virgin Islands (BVI/USVI), Grenadines (St. Lucia/St. Vincent/Grenada)

Crew of 2
PARADISE  (SAIL)

WEEKLY RATES:

Summer 2016
2 Guests: $7,950

Winter 2017
2 Guests: $7,950

Summer 2017
2 Guests: $7,950

Winter 2018
2 Guests: $7,950

 

PARADISE  (SAIL) Crew

 2 2 person beds 1 1 person beds 2 heads Family Friendly AC
Snorkeling Activities Fishing Kayak 

Create your own paradise while enjoying a myriad of activities including snorkeling, kayaking, knee-boarding, scuba-diving, night-life, sunbathing, relaxing on a great deck, and of course the pure pleasure of sailing.

It is easy to relax and enjoy the company of your crew, Bernd...
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8 Pax
42,500

112' sailboat: TAKAPUNA

Virgin Islands (BVI/USVI), Grenadines (St. Lucia/St. Vincent/Grenada)

Crew of 5
TAKAPUNA

WEEKLY RATES:

$42,500 - $60,000

 


 4 2 person beds 4 heads Family Friendly AC
Snorkeling Activities Fishing Kayak 

Powerful and luxurious, at 112' TAKAPUNA offers high adventure and excitement plus an amazing amount of interior and deck space to lounge, dine, sunbathe and dance under the stars. 

The full width Master Stateroom has a queen size bed, sitting area and separate...
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