Ocean to Ocean Cruises Inc

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British Virgin Islands

(20 offers included)
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Dec 07, 2025 on the Brilliance of the Seas
Nights: 7
Dates: Dec 07, 2025 through Dec 14, 2025
Itinerary:
San Juan, Puerto Rico, Cruising, Kralendijk, Bonaire, Willemstad, Curacao, Oranjestad, Aruba, Cruising, Tortola, B.V.I., San Juan, Puerto Rico
from
$798.50
(USD)
Per Person
+ $113.77 taxes/fees
Non-Refundable
Inside
$798.50
Cat: ZI
$114.07/Night
Outside
$959.00
Cat: YO
$137.00/Night
Balcony
$1,348.50
Cat: XB
$192.64/Night
Suite
$2,249.00
Cat: WS
$321.29/Night
Departing on Mar 08, 2025 on the Queen Mary 2
Nights: 21
Dates: Mar 08, 2025 through Mar 29, 2025
Ship: Queen Mary 2
Itinerary:
London (Southampton), England, New York, New York, St. Thomas, Virgin Islands, U.S.A., St. Maarten, Netherlands Antilles, St Lucia, Saint Lucia, Barbados, Barbados, Dominica, Dominica, St. Kitts, ST Kitts/Nevis, Tortola, B.V.I., New York, New York
Delight in plenty of sea days on Queen Mary 2 during a Transatlantic Crossing before sailing south to sunnier climates in the Caribbean. Here, explore unforgettable landscapes, cuisines, and cultures.
from
$3,289.00
(USD)
Per Person
+ $236.73 taxes/fees
Departing on Dec 14, 2024 on the Resilient Lady
Nights: 7
Dates: Dec 14, 2024 through Dec 21, 2024
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.
from
$697.00
(USD)
Per Person
+ $1,276.00 taxes/fees
Inside
$697.00
Cat: IN
$99.57/Night
Outside
$755.00
Cat: VW
$107.86/Night
Balcony
$1,575.00
Cat: TL
$225.00/Night
Suite
$3,392.00
Cat: SAB
$484.57/Night
14-Day Exotic Caribbean Isles Roundtrip from Bridgetown, Barbados
Departing on Feb 28, 2026 on the Seabourn Ovation
Nights: 14
Dates: Feb 28, 2026 through Mar 14, 2026
Itinerary:
Bridgetown, Barbados, Castries, Saint Lucia, Montserrat, St. Johns, Antigua and Barbuda, Carambola Beach, Great Harbour, Jost Van Dyke, Philipsburg, Sint Maarten, Frenchmans Cay, Carambola Beach, ...
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.
from
$6,344.00
(USD)
Per Person
+ $285.00 taxes/fees
Vibes of the Virgin Islands St Thomas to St Thomas
Departing on Dec 13, 2026 on the Emerald Sakara
Nights: 7
Dates: Dec 13, 2026 through Dec 20, 2026
Itinerary:
Saint Thomas, US Virgin Islands, Saint John, US Virgin Islands, Virgin Gorda – Norman Island, British Virgin Islands, Norman Island, British Virgin Islands, Sandy Ground, Anguilla - Philipsburg, Sint Maarten (Saint Martin), Philipsburg, Sint Maarten (Saint Martin) - Gustavia, Saint Barthélemy, Gustavia, Saint Barthélemy, Saint John, US Virgin Islands
from
$7,590.00
(USD)
Per Person
Departing on Dec 06, 2024 on the Resilient Lady
Nights: 8
Dates: Dec 06, 2024 through Dec 14, 2024
Itinerary:
San Juan, Tortola, Philipsburg, Sailing, Bridgetown, Fort-de-France, Castries, Basseterre, San Juan
A breathtaking odyssey through some of the Caribbean's most scenic ports, this 8-night voyage starts in San Juan and visits Tortola, St. Maarten, Barbados, Martinique, and St. Lucia, making its final stop in St. Kitts and Nevis. Enjoy the famed South Friars Bay Beach and marvel at Basseterre's Victorian Berkeley Memorial Clock Tower before returning to Puerto Rico.
from
$807.00
(USD)
Per Person
+ $1,491.00 taxes/fees
Inside
$807.00
Cat: IN
$100.88/Night
Outside
$874.00
Cat: VW
$109.25/Night
Balcony
$1,885.00
Cat: TL
$235.63/Night
Suite
$3,963.00
Cat: SAB
$495.38/Night
Panama Canal: Aruba & Cartagena PANAMA CITY, PANAMA to Miami, Fl
Departing on Feb 16, 2026 on the Norwegian Jade
Nights: 11
Dates: Feb 16, 2026 through Feb 27, 2026
Itinerary:
PANAMA CITY, PANAMA, Transit Panama Canal, At Sea, CARTAGENA COLOMBIA, Oranjestad, Aruba, ST LUCIA, SAINT LUCIA, Basseterre, Saint Kitts - Nevis, Tortola, British Virgin Islands, PUERTO PLATA, DOMINICAN REPUBLIC, Miami, Fl
Cruise through the Panama Canal and soak in the best of The Caribbean with Norwegian. Explore Cartagena’s colonial architecture, picturesque squares and historic sites that offer a glimpse into the city’s dramatic past, including infamous pirates and the Spanish Inquisition. In Oranjestad, discover Aruba’s most iconic sites such as the Casibari Rock formation, the Natural Bridge and more during your guided tour.
from
$1,049.10
(USD)
Per Person
+ $501.29 taxes/fees
Inside
$1,049.10
Cat: IF
$95.37/Night
Outside
$1,398.80
Cat: OK
$127.16/Night
Balcony
$2,379.00
Cat: BF
$216.27/Night
Suite
$2,629.25
Cat: MB
$239.02/Night
Amazonian Mystique Roundtrip from Miami
Departing on Nov 09, 2024 on the Nautica
Nights: 24
Dates: Nov 09, 2024 through Dec 03, 2024
Ship: Nautica
Itinerary:
Miami, Cruising The Atlantic Ocean, St. John's, Castries, St. George's, Port Of Spain, Cruising The Atlantic Ocean, Macapa, Santarem (Amazon River), Boca Da Valeria (Amazon River)...
from
$13,099.00
(USD)
Per Person
Departing on Feb 01, 2025 on the Wind Surf
Nights: 14
Dates: Feb 01, 2025 through Feb 15, 2025
Ship: Wind Surf
Itinerary:
St. Maarten, Falmouth Harbour, Road Bay, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda, Gustavia, St. Maarten, Charlestown...
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.
from
$3,999.00
(USD)
Per Person
+ $265.00 taxes/fees
14-Day Yachtsman's Island Jewels Bridgetown, Barbados to Philipsburg, Sint Maarten
Departing on Feb 07, 2026 on the Seabourn Ovation
Nights: 14
Dates: Feb 07, 2026 through Feb 21, 2026
Itinerary:
Bridgetown, Barbados, Carambola Beach, Trois Ilets, Pointe-a-pitre, Roseau, Dominica, Rodney Bay, St. Lucia, Bridgetown, Barbados, Castries, Saint Lucia, Montserrat, St. Johns, Antigua and Barbuda...
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.
from
$6,419.00
(USD)
Per Person
+ $295.00 taxes/fees
Departing on Jan 21, 2025 on the Norwegian Jewel
Nights: 12
Dates: Jan 21, 2025 through Feb 02, 2025
Itinerary:
Tampa, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, Tortola, British Virgin Islands, Oranjestad, Aruba, Willemstad, Netherland Antilles, Ocho Rios, Jamaica, George Town, Cayman Islands, Tampa, Fl
Get ready to find your slice of paradise in The Caribbean on Norwegian Jewel. Learn about Puerto Plata’s local history at the 16th century Fortaleza San Felipe or snorkel among colorful coral reefs near Dorado Beach. In Oranjestad, discover the best of Aruba as you visit the Casibari Rock formation, the country’s famed Natural Bridge and more during your guided tour. See the quaint colonial architecture of Willemstad and dive along the area’s stunning coral reefs and explore its hidden caves.
from
$1,079.00
(USD)
Per Person
+ $215.67 taxes/fees
Inside
$1,079.00
Cat: IF
$89.92/Night
Outside
$1,158.95
Cat: OK
$96.58/Night
Balcony
$2,198.95
Cat: BF
$183.25/Night
Suite
$2,588.95
Cat: MA
$215.75/Night
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Nov 09, 2025 on the Brilliance of the Seas
Nights: 7
Dates: Nov 09, 2025 through Nov 16, 2025
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Cruising, Oranjestad, Aruba, Willemstad, Curacao, Cruising, San Juan, Puerto Rico
from
$809.00
(USD)
Per Person
+ $103.02 taxes/fees
Non-Refundable
Inside
$809.00
Cat: ZI
$115.57/Night
Outside
$998.50
Cat: YO
$142.64/Night
Balcony
$1,418.50
Cat: XB
$202.64/Night
Suite
$2,219.00
Cat: WS
$317.00/Night
Departing on Jan 17, 2025 on the Norwegian Prima
Nights: 14
Dates: Jan 17, 2025 through Jan 31, 2025
Itinerary:
GALVESTON TEXAS, TX, Great Stirrup Cay, Bahamas, Tortola, British Virgin Islands, ST JOHNS ANTIGUA, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, San Juan, Pr, PUERTO PLATA, DOMINICAN REPUBLIC, George Town, Cayman Islands, Cozumel, Mexico, GALVESTON TEXAS, TX
Explore breathtaking views on your 9-day cruise aboard Norwegian Prima. 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? Continue your vacation in our very own Great Stirrup Cay, home to the new Silver Cove lagoon and upgraded oceanfront cabanas.
from
$1,348.75
(USD)
Per Person
+ $287.63 taxes/fees
Inside
$1,348.75
Cat: IF
$96.34/Night
Outside
$1,849.25
Cat: OB
$132.09/Night
Balcony
$2,399.15
Cat: BF
$171.37/Night
Suite
$3,258.45
Cat: MA
$232.75/Night
Departing on Nov 03, 2024 on the Star Pride
Nights: 13
Dates: Nov 03, 2024 through Nov 16, 2024
Ship: Star Pride
Itinerary:
San Juan, St. Maarten, Charlestown, Gustavia, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, San Juan, St. George's, Bequia, Pigeon Island...
Whether you’re passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance that’s anything but intimidating.
from
$4,399.00
(USD)
Per Person
+ $344.00 taxes/fees
Glamorous Gustavia 10 nights on board Seven Seas Navigator
Departing on Dec 13, 2024 on the Seven Seas Navigator
Nights: 10
Dates: Dec 13, 2024 through Dec 23, 2024
Itinerary:
Miami, Cruising The Atlantic Ocean, Puerto Plata, San Juan, Gustavia, Roseau, St. John's, Tortola, Cruising The Atlantic Ocean, Cruising The Bahamian Waters...
from
$6,299.00
(USD)
Per Person
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Nov 23, 2025 on the Brilliance of the Seas
Nights: 7
Dates: Nov 23, 2025 through Nov 30, 2025
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Cruising, Willemstad, Curacao, Oranjestad, Aruba, Cruising, San Juan, Puerto Rico
from
$1,038.50
(USD)
Per Person
+ $103.02 taxes/fees
Non-Refundable
Inside
$1,038.50
Cat: ZI
$148.36/Night
Outside
$1,148.50
Cat: YO
$164.07/Night
Balcony
$1,479.00
Cat: XB
$211.29/Night
Suite
$2,379.00
Cat: WS
$339.86/Night
Departing on Feb 21, 2026 on the Wind Spirit
Nights: 21
Dates: Feb 21, 2026 through Mar 14, 2026
Ship: Wind Spirit
Itinerary:
St. Maarten, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, Gustavia, Road Bay, Falmouth Harbour, St. Maarten, Basseterre...
Embrace extraordinary experiences exclusive to small ship cruising during this three-week exploration of the Caribbean’s Lesser Antilles island chain. Swim with dolphins during an extended overnight stay in Jost Van Dyke in the British Virgin Islands. Savor African, European, and Indian ingredients and influences in popular Caribbean dishes as you sample spicy regional cuisine in the Fairview Great House on St. Kitts.
from
$6,099.00
(USD)
Per Person
+ $496.00 taxes/fees
Departing on Jan 29, 2025 on the Enchanted Princess
Nights: 20
Dates: Jan 29, 2025 through Feb 18, 2025
Itinerary:
Fort Lauderdale, Princess Cays, St Thomas, St Maarten, Antigua, St Kitts, Tortola, Fort Lauderdale, Antigua, Martinique...
from
$2,147.00
(USD)
Per Person
+ $349.39 taxes/fees
Inside
$2,147.00
Cat: IF
$107.35/Night
Outside
$3,437.00
Cat: O6
$171.85/Night
Balcony
$3,251.00
Cat: BW
$162.55/Night
Suite
$4,097.00
Cat: MF
$204.85/Night
Departing on Dec 15, 2025 on the Queen Mary 2
Nights: 27
Dates: Dec 15, 2025 through Jan 11, 2026
Ship: Queen Mary 2
Itinerary:
London (Southampton), England, New York, New York, St. Thomas, Virgin Islands, U.S.A., St. Kitts, ST Kitts/Nevis, English Harbour, Antigua, St. Maarten, Netherlands Antilles, Tortola, B.V.I., New York, New York, London (Southampton), England
Enjoy a Christmas and New Year like no other on this Caribbean voyage. Be swept away in the festive spirit on board and spend time however you please, exploring the likes of Basseterre and Tortola.
from
$5,259.00
(USD)
Per Person
+ $211.44 taxes/fees
Inside
$5,259.00
Cat: IF
$194.78/Night
Outside
$7,059.00
Cat: EF
$261.44/Night
Balcony
$7,359.00
Cat: DC
$272.56/Night
Suite
$15,999.00
Cat: P2
$592.56/Night
Elegant Caribbean Roundtrip from Miami
Departing on Jan 16, 2026 on the Allura
Nights: 12
Dates: Jan 16, 2026 through Jan 28, 2026
Ship: Allura
Itinerary:
Miami, San Juan, Tortola, Frederiksted, Basseterre, Pointe A Pitre, St. John's, Charlotte Amalie, Miami
from
$4,699.00
(USD)
Per Person