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SLIDESHOW OF SOME EXCITING DESTINATIONS

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British Virgin Islands (20 offers included)

from $21,980.00 (USD)
Per Person
Feb 28, 2026
through Mar 14, 2026
Nights: 14
Price Per Night:$1,570.00 (USD)
(based on double occupancy, for comparison only)
Feb 28, 2026 through Mar 14, 2026
Itinerary: San Juan, Puerto Rico, Culebra Island & Vieques Island, Puerto Rico, St. John, U.S. Virgin Islands, Jost Van Dyke, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthélemy, Little Bay, Montserrat, St John's, Antigua, Barbuda, Antigua and Barbuda, Îles des Saintes, Guadeloupe...
from $1,491.00 (USD)
Per Person
Feb 08, 2027
through Feb 18, 2027
Nights: 10
Price Per Night:$149.10 (USD)
(based on double occupancy, for comparison only)
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.
Other Categories Starting At:
Inside
$1,491.00
Cat:IZ
149.10 per night
Outside
$1,791.00
Cat:VZ
179.10 per night
Balcony
$2,091.00
Cat:TZ
209.10 per night
Suite
$5,800.00
Cat:SS
580.00 per night
Dec 21, 2025
through Jan 06, 2026
Nights: 16
Ship: Explora I
Price Per Night:$590.00 (USD)
(based on double occupancy, for comparison only)
Dec 21, 2025 through Jan 06, 2026
Itinerary: Bridgetown, Tobago/Scarborough, Martinique/Fort de France, St. John's (Antigua), St. Maarten/Philipsburg, Tortola/Road Town, Miami, New Year Fireworks SJU, Jost van Dyke, Deshaies...
Capture the party spirit with the joyful ring of steel drums from bustling Bridgetown to Tobago's colourful markets. Explore the delights of Martinique with its blend of French and Caribbean culture. We spend Christmas revelling in the sunny climes of Sint Maarten, then welcome the New Year admiring San Juan's glorious firework display before sailing to the British Virgin Islands and beyond, taking in the splendours of Guadeloupe, Martinique and St Kitts.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$9,440.00
Cat:OT2
590.00 per night
from $1,183.19 (USD)
Per Person
Non-Refundable
Dec 12, 2026
through Dec 22, 2026
Nights: 10
Price Per Night:$118.32 (USD)
(based on double occupancy, for comparison only)
Dec 12, 2026 through Dec 22, 2026
Itinerary: Fort Lauderdale, Florida, Tortola, B.V.I., St. Johns, Antigua, Bridgetown, Barbados, Castries, St. Lucia, Basseterre, St Kitts & Nevis, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$1,183.19
Cat:Z
118.32 per night
Outside
$1,468.19
Cat:Y
146.82 per night
Balcony
$1,541.19
Cat:X
154.12 per night
Suite
$5,307.69
Cat:W
530.77 per night
Caribbean: Great Stirrup Cay & Dominican Republic
Roundtrip from Orlando-Beaches-Port Canaveral, Fl
from $939.92 (USD)
Per Person
Nov 13, 2026
through Nov 20, 2026
Nights: 7
Price Per Night:$134.27 (USD)
(based on double occupancy, for comparison only)
Nov 13, 2026 through Nov 20, 2026
Itinerary: Orlando-Beaches-Port Canaveral, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, ST THOMAS, VI, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Orlando-Beaches-Port Canaveral, Fl
Set sail to paradise on an exciting cruise aboard Norwegian Escape. For stunning views, take a cable car ride to the peak of Mount Isabel de Torres in Puerto Plata. Take in the beautiful turquoise waters and the laidback Caribbean vibes on Long Bay Beach in Tortola. Day dreaming about your own private island? Grab a frozen drink and lounge in your private beachfront cabana on Great Stirrup Cay, our tropical paradise that’s just for you.
Other Categories Starting At:
Inside
$939.92
Cat:IF
134.27 per night
Outside
$1,139.92
Cat:OB
162.85 per night
Balcony
$1,389.92
Cat:BF
198.56 per night
Suite
$1,589.92
Cat:MC
227.13 per night
from $725.00 (USD)
Per Person
Feb 01, 2026
through Feb 08, 2026
Nights: 7
Price Per Night:$103.57 (USD)
(based on double occupancy, for comparison only)
Feb 01, 2026 through Feb 08, 2026
Itinerary: San Juan, Tortola, St Kitts, Antigua, Dominica, Barbados, San Juan
Other Categories Starting At:
Inside
$725.00
Cat:IF
103.57 per night
Outside
$841.00
Cat:OZ
120.14 per night
Balcony
$1,195.00
Cat:BF
170.71 per night
Suite
$1,305.00
Cat:ME
186.43 per night
from $1,280.00 (USD)
Per Person
Mar 07, 2026
through Mar 14, 2026
Nights: 7
Ship: Valiant Lady
Price Per Night:$182.86 (USD)
(based on double occupancy, for comparison only)
Mar 07, 2026 through Mar 14, 2026
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.
Other Categories Starting At:
Inside
$1,280.00
Cat:IZ
182.86 per night
Outside
$1,731.00
Cat:VW
247.29 per night
Balcony
$1,892.00
Cat:TL
270.29 per night
Suite
N/A
Splendours of the Caribbean
San Juan to St Thomas
from $8,990.00 (USD)
Per Person
Dec 07, 2026
through Dec 13, 2026
Nights: 6
Price Per Night:$1,498.33 (USD)
(based on double occupancy, for comparison only)
Dec 07, 2026 through Dec 13, 2026
Itinerary: San Juan, Puerto Rico, Cruz Bay, Saint John, US Virgin Islands, Nevis, Saint Kitts and Nevis, Falmouth Harbour, Antigua and Barbuda, Gustavia, Saint Barthélemy, Prickly Pear Cays, Virgin Gorda, British Virgin Islands, Saint Thomas, US Virgin Islands
from $7,560.00 (USD)
Per Person
Mar 03, 2026
through Mar 18, 2026
Nights: 7
Ship: Explora II
Price Per Night:$1,080.00 (USD)
(based on double occupancy, for comparison only)
Mar 03, 2026 through Mar 18, 2026
Itinerary: San Juan, St. George's (Grenada), Bequia, Bridgetown, Martinique/Fort de France, Gustavia, Basseterre, San Juan, Road Bay, St. John's (Antigua)...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$7,560.00
Cat:OT2
1,080.00 per night
from $3,599.00 (USD)
Per Person
+ $58.00 taxes/fees
Oct 28, 2026
through Nov 08, 2026
Nights: 11
Ship: Star Pride
Price Per Night:$327.18 (USD)
(based on double occupancy, for comparison only)
Oct 28, 2026 through Nov 08, 2026
Itinerary: San Juan, CRUZ BAY, ST. JOHN, Virgin Islands (U.S.), Gustavia, Basseterre, Falmouth Harbour, Les Saintes, Pigeon Island, St. George's, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands...
With 10 days instead of the usual 7,  on this cruise you have time to take in the full measure of this most iconic parts of the Caribbean. Everywhere you look is another cover shot image. Dazzling white sand turns the shallows mesmerizing shades of peacock and mermaid, weathered fortresses point cannons at long-vanished schooners, natural pools warm gently under the mid-day sun.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$3,599.00
Cat:SP
327.18 per night
from $3,699.00 (USD)
Per Person
+ $120.00 taxes/fees
Dec 07, 2025
through Dec 21, 2025
Nights: 14
Ship: Wind Surf
Price Per Night:$264.21 (USD)
(based on double occupancy, for comparison only)
Dec 07, 2025 through Dec 21, 2025
Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St. Maarten, Falmouth Harbour, Road Bay...
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
Other Categories Starting At:
Inside
N/A
Outside
$3,699.00
Cat:B
264.21 per night
Balcony
N/A
Suite
$9,799.00
Cat:OS
699.93 per night
from $65.00 (USD)
Per Person
May 12, 2025
through May 11, 2027
May 12, 2025 through May 11, 2027
Soak up the sun on Cane Garden Bay Beach, get panoramic views of Road Town via hillside, and more on this scenic beach tour near Romney-Pier Park.
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $745.26 (USD)
Per Person
Nov 30, 2025
through Dec 07, 2025
Nights: 7
Price Per Night:$106.47 (USD)
(based on double occupancy, for comparison only)
Nov 30, 2025 through Dec 07, 2025
Itinerary: San Juan, Puerto Rico, Cruising, Castries, St. Lucia, Basseterre, St Kitts & Nevis, St. Johns, Antigua, Tortola, B.V.I., Charlotte Amalie, St. Thomas, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$745.26
Cat:ZI
106.47 per night
Outside
$907.26
Cat:YO
129.61 per night
Balcony
$1,006.76
Cat:XB
143.82 per night
Suite
N/A
Nov 21, 2026
through Nov 28, 2026
Nights: 7
Price Per Night:$185.57 (USD)
(based on double occupancy, for comparison only)
Nov 21, 2026 through Nov 28, 2026
Itinerary: San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown
Other Categories Starting At:
Inside
$1,299.00
Cat:12
185.57 per night
Outside
$1,639.00
Cat:08
234.14 per night
Balcony
$2,199.00
Cat:V3
314.14 per night
Suite
$3,559.00
Cat:N2
508.43 per night
14-Day Leeward Island Jewels
Roundtrip from Miami
from $6,299.00 (USD)
Per Person
Nov 22, 2026
through Dec 06, 2026
Nights: 14
Price Per Night:$449.93 (USD)
(based on double occupancy, for comparison only)
Nov 22, 2026 through Dec 06, 2026
Itinerary: Miami, San Juan, Road Bay, Carambola Beach, Roseau, Martinique, Terre-De-Haut, Montserrat, Virgin Gorda, Great Harbour, Jost Van Dyke...
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$6,299.00
Cat:A
449.93 per night
Quintessential Caribbean
San Juan to St Thomas
from $9,990.00 (USD)
Per Person
Feb 13, 2027
through Feb 20, 2027
Nights: 7
Price Per Night:$1,427.14 (USD)
(based on double occupancy, for comparison only)
Feb 13, 2027 through Feb 20, 2027
Itinerary: San Juan, Puerto Rico, Cruz Bay, Saint John, US Virgin Islands, Nevis, Saint Kitts and Nevis, Deshaies, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Gustavia, Saint Barthélemy, Prickly Pear Cays, Virgin Gorda, British Virgin Islands, Saint Thomas, US Virgin Islands
from $6,000.00 (USD)
Per Person
Feb 20, 2026
through Mar 02, 2026
Nights: 10
Ship: Explora I
Price Per Night:$600.00 (USD)
(based on double occupancy, for comparison only)
Feb 20, 2026 through Mar 02, 2026
Itinerary: San Juan, Oranjestad, Willemstad, Kralendijk, Bridgetown, Terre-de-Haut, St. Maarten/Philipsburg, Jost van Dyke, San Juan
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$6,000.00
Cat:OT2
600.00 per night
from $19,299.00 (USD)
Per Person
+ $247.00 taxes/fees
Jan 04, 2026
through Feb 28, 2026
Nights: 55
Ship: Wind Surf
Price Per Night:$350.89 (USD)
(based on double occupancy, for comparison only)
Jan 04, 2026 through Feb 28, 2026
Itinerary: Philipsburg, St. Maarten, Falmouth Harbour, Road Bay, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St. Maarten, Basseterre...
See all the flavors of the Caribbean as you visit 28 islands and 39 ports from the lush jungles of Dominica to arid Aruba, trendy French enclaves to quiet ports known only to yachtsmen. Then go beyond, to the shores of the conquistadors in Colombia, to the Mayan legacy in Belize, and to Mexico’s golden Yucatán.
Other Categories Starting At:
Inside
N/A
Outside
$19,299.00
Cat:BX
350.89 per night
Balcony
N/A
Suite
N/A
Caribbean, 28 Nights (Q704B)
Roundtrip from Miami, FL, USA
from $3,679.00 (USD)
Per Person
+ $36,359.00 taxes/fees
Jan 28, 2027
through Feb 25, 2027
Nights: 28
Price Per Night:$131.39 (USD)
(based on double occupancy, for comparison only)
Jan 28, 2027 through Feb 25, 2027
Itinerary: Miami, FL, USA, Nassau, Bahamas, Amber Cove,Dominican Republic, Grand Turk, Half Moon Cay, Miami, FL, USA, San Juan, Puerto Rico, Antigua, Martinique, Faroe Islands, Barbados, Barbados...
Twenty-eight nights on Queen Elizabeth mean opportunities to do whatever it is you like to do while you’re away. Days on deck with a rum punch in hand? Hiking through lush Caribbean jungles? It’s up to you.
Other Categories Starting At:
Inside
$3,679.00
Cat:IE
131.39 per night
Outside
$4,329.00
Cat:FC
154.61 per night
Balcony
$5,629.00
Cat:BF
201.04 per night
Suite
$15,029.00
Cat:P2
536.75 per night
20-Day Caribbean Explorer
Roundtrip from Fort Lauderdale
from $2,225.00 (USD)
Per Person
Feb 25, 2026
through Mar 17, 2026
Nights: 20
Price Per Night:$111.25 (USD)
(based on double occupancy, for comparison only)
Feb 25, 2026 through Mar 17, 2026
Itinerary: Fort Lauderdale, Princess Cays, St Thomas, Dominica, Barbados, Martinique, Antigua, Fort Lauderdale, Princess Cays, St Thomas...
Other Categories Starting At:
Inside
$2,225.00
Cat:IF
111.25 per night
Outside
$3,205.00
Cat:O6
160.25 per night
Balcony
$3,155.00
Cat:BF
157.75 per night
Suite
$3,685.00
Cat:MF
184.25 per night