Ocean to Ocean Cruises Inc

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Barbados

(20 offers included)
Departing on Nov 28, 2026 on the Royal Clipper
Nights: 7
Dates: Nov 28, 2026 through Dec 05, 2026
Itinerary:
St. John's, Antigua, Terre de Haut, Iles des Saintes, Cabrits, Dominica (RC & SF meet), Beach stop, Martinique, St. George's, Grenada, Tobago Cays, Grenadines, Marigot Bay, St. Lucia (morning), Soufriere, St. Lucia (afternoon), Bridgetown, Barbados
from
$2,080.00
(USD)
Per Person
Inside
$2,080.00
Cat: Category 6
$297.14/Night
Outside
$2,330.00
Cat: Category 5
$332.86/Night
Suite
$4,210.00
Cat: Deluxe Suite with Veranda
$601.43/Night
7-Day Yachtsman's Caribbean St Maarten to Barbados
Departing on Jan 30, 2027 on the Seabourn Ovation
Nights: 7
Dates: Jan 30, 2027 through Feb 06, 2027
Itinerary:
St Maarten, Frenchman's Cay, Carambola Beach, Trois Ilets, Port Elizabeth, Grenada, Barbados
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
$3,824.00
(USD)
Per Person
Suite
$3,824.00
Cat: V1
$546.29/Night
Departing on Mar 21, 2027 on the Explora III
Nights: 8
Dates: Mar 21, 2027 through Mar 29, 2027
Ship: Explora III
Itinerary:
Bridgetown, St. George's (Grenada), Castries, Saint-Pierre, Gustavia, Ocean Cay, Miami
Sail from the Bajan rhythms of Bridgetown to St George’s gorgeous harbour and spice-scented markets. In Castries, marvel at the divide between the wild Atlantic and the calm Caribbean, hike up the majestic Pitons and unwind in St Lucia’s tranquillity. We drift onwards to embrace Creole and French heritage in Saint-Pierre, then rest in the aquamarine paradise of Gustavia.
from
$4,700.00
(USD)
Per Person
Suite
$4,700.00
Cat: OT1
$587.50/Night
Departing on Dec 02, 2025 on the Seabourn Ovation
Nights: 20
Dates: Dec 02, 2025 through Dec 22, 2025
Itinerary:
San Juan, Aruba, Curacao, Bonaire, Trois Ilets, Roseau, Montserrat, Carambola Beach, Antigua, Tortola, San Juan, Frenchman's Cay, Carambola Beach, Terre-De-Haut, Saint Pierre, Port Elizabeth, Grenada, Barbados
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
$8,235.00
(USD)
Per Person
Suite
$8,235.00
Cat: V2
$411.75/Night
Dates: May 03, 2022 through Jul 22, 2027
Location(s):
Bridgetown
Take a bite out of Barbados and discover the rich flavor and wide range of local cuisine while touring two of the most historic port towns on the island, Bridgetown and Speightstown.
from
$146.00
(USD)
Per Person
Caribbean & Central America Cruise Fort Lauderdale to Bridgetown
Departing on Nov 10, 2025 on the Silver Shadow
Nights: 12
Dates: Nov 10, 2025 through Nov 22, 2025
Itinerary:
Fort Lauderdale, Florida, Day at sea, San Juan, St. Thomas, Gustavia, St Barthelemy, St. John's, Trois Ilets, Bequia, St George's, Soufrière, St. Lucia, Kingstown, St. Vincent, Bridgetown
from
$7,800.00
(USD)
Per Person
Suite
$7,800.00
Cat: VI
$650.00/Night
14-Day Yachtsman's Island Jewels St Maarten to Barbados
Departing on Mar 07, 2026 on the Seabourn Ovation
Nights: 14
Dates: Mar 07, 2026 through Mar 21, 2026
Itinerary:
St Maarten, Frenchman's Cay, Carambola Beach, Saint Pierre, Port Elizabeth, Grenada, Barbados, Carambola Beach, Point-A-Pitre, Trois Ilets, Roseau, Rodney Bay, Barbados
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
$7,139.00
(USD)
Per Person
Suite
$7,139.00
Cat: V1
$509.93/Night
14-Day Southern Island Discovery Barbados to St Maarten
Departing on Jan 03, 2026 on the Seabourn Ovation
Nights: 14
Dates: Jan 03, 2026 through Jan 17, 2026
Itinerary:
Barbados, Rodney Bay, Aruba, Bonaire, Curacao, Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten
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
$6,969.00
(USD)
Per Person
Suite
$6,969.00
Cat: V1
$497.79/Night
Southern Caribbean Cruise Roundtrip from San Juan, Puerto Rico
Departing on Jan 17, 2026 on the Jewel of the Seas
Nights: 7
Dates: Jan 17, 2026 through Jan 24, 2026
Itinerary:
San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, St. Croix, U.S.V.I., Fort- De- France, Martinique, Bridgetown, Barbados, Cruising, San Juan, Puerto Rico
from
$777.78
(USD)
Per Person
Inside
$777.78
Cat: ZI
$111.11/Night
Outside
$833.78
Cat: YO
$119.11/Night
Balcony
$1,169.78
Cat: XB
$167.11/Night
Departing on Jan 13, 2026 on the Explora I
Nights: 8
Dates: Jan 13, 2026 through Jan 21, 2026
Ship: Explora I
Itinerary:
Miami, Saint John/Cruz Bay, Deshaies, St. George's (Grenada), Bridgetown, Little Bay, San Juan
from
$4,700.00
(USD)
Per Person
Suite
$4,700.00
Cat: OT2
$587.50/Night
Caribbean Celebration, 12 Nights (Q634) Roundtrip from Miami, FL, USA
Departing on Dec 17, 2026 on the Queen Elizabeth
Nights: 12
Dates: Dec 17, 2026 through Dec 29, 2026
Itinerary:
Miami, FL, USA, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Miami, FL, USA
The jungles of St. Lucia and St. Maarten’s unique border are among the memorable experiences in store on this 12-night Caribbean sailing on Queen Elizabeth, not to mention a Cunard Christmas on board.
from
$1,996.00
(USD)
Per Person
+ $17,939.00 taxes/fees
Inside
$1,996.00
Cat: IF
$166.33/Night
Outside
$2,456.00
Cat: FC
$204.67/Night
Balcony
$2,946.00
Cat: CB
$245.50/Night
Suite
$7,486.00
Cat: P2
$623.83/Night
Departing on Mar 28, 2026 on the Wind Spirit
Nights: 15
Dates: Mar 28, 2026 through Apr 12, 2026
Ship: Wind Spirit
Itinerary:
Bridgetown, Lisbon
This is a place where dreams really do come true. The place where nothing comes between you and your fondest wishes. Where no schedules intrude, where day-to-day annoyances can’t reach you, where every moment of every hour of every day is yours alone. This is your place – at sea under an open sky – the one place in which you truly can get away from it all. Simply step on board and we’ll take it from there. Meals so delicious they might be sinful are served when, where, and any way you choose.
from
$2,899.00
(USD)
Per Person
Outside
$2,899.00
Cat: B
$193.27/Night
Nights: 5
Dates: Jan 01, 2025 through Dec 15, 2025
Location(s):
St. James
A multi-million dollar renovation at Fairmont Royal Pavilion has dramatically changed the hotel's guest rooms and raised the bar for luxury hospitality in Barbados.
from
$2,593.00
(USD)
Per Person
14-Day Exotic Caribbean Isles Roundtrip from Barbados
Departing on Feb 28, 2026 on the Seabourn Ovation
Nights: 14
Dates: Feb 28, 2026 through Mar 14, 2026
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten, Frenchman's Cay, Carambola Beach, Saint Pierre, Port Elizabeth, Grenada, Barbados
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
$7,139.00
(USD)
Per Person
Suite
$7,139.00
Cat: V1
$509.93/Night
Departing on Jan 03, 2026 on the Explora I
Nights: 16
Dates: Jan 03, 2026 through Jan 19, 2026
Ship: Explora I
Itinerary:
Bridgetown, Martinique/Fort de France, Basseterre, San Juan, Gustavia, St. John's (Antigua), Tortola/Road Town, Road Bay, Miami, Saint John/Cruz Bay, Deshaies, St. George's (Grenada), Bridgetown
from
$8,910.00
(USD)
Per Person
Suite
$8,910.00
Cat: OT2
$556.88/Night
Departing on Nov 18, 2025 on the Wind Spirit
Nights: 18
Dates: Nov 18, 2025 through Dec 06, 2025
Ship: Wind Spirit
Itinerary:
Bridgetown, Bequia, Mayreau, St. George's, Kralendijk, Willemstad, Oranjestad, Cartagena, Colón, Balboa / Fuerte Amador, Panama Canal, Balboa / Fuerte Amador, Isla Parida, Golfo Dulce, Quepos, Puerto Caldera
Volcanic peaks, remote reefs, verdant rainforests and colorfully painted Caribbean ports abound throughout this remarkable 18-day cruise with stops in the Caribbean, Colombia, Panama and Costa Rica. Dive or snorkel amid schools of bright colored reef fish near small port Bequia on St. Vincent & the Grenadines. Stroll worn, cobbled streets in the historic Punda Quarter of Willemstad and shop for fresh fruit and handmade trinkets at the nearby floating market.
from
$8,399.00
(USD)
Per Person
Outside
$8,399.00
Cat: A
$466.61/Night
Departing on Jan 24, 2026 on the Seabourn Ovation
Nights: 7
Dates: Jan 24, 2026 through Jan 31, 2026
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten
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
$4,249.00
(USD)
Per Person
Suite
$4,249.00
Cat: V1
$607.00/Night
Departing on Oct 17, 2025 on the Royal Clipper
Nights: 15
Dates: Oct 17, 2025 through Nov 01, 2025
Itinerary:
Lisbon, Portugal, Portimão, Portugal, Funchal – Madeira, Portugal, Bridgetown, Barbados
from
$2,810.00
(USD)
Per Person
Inside
$2,810.00
Cat: Category 6
$187.33/Night
Outside
$2,900.00
Cat: Category 5
$193.33/Night
Suite
$5,540.00
Cat: Deluxe Suite with Veranda
$369.33/Night
Caribbean, 21 Nights (Q706A) Roundtrip from Miami, FL, USA
Departing on Feb 16, 2027 on the Queen Elizabeth
Nights: 21
Dates: Feb 16, 2027 through Mar 09, 2027
Itinerary:
Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, USA, San Juan, Puerto Rico, Antigua, Dominica, Dominica, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA
Take each day as slowly as you like on this 21-night sailing in the Caribbean that includes captivating ports like Montego Bay in Jamaica, San Juan in Puerto Rico, and Philipsburg in St. Maarten.
from
$2,609.00
(USD)
Per Person
+ $20,532.00 taxes/fees
Inside
$2,609.00
Cat: IF
$124.24/Night
Outside
$3,209.00
Cat: FC
$152.81/Night
Balcony
$3,979.00
Cat: CA
$189.48/Night
Suite
$10,729.00
Cat: P2
$510.90/Night
No Image Available
Nights: 21
Dates: Nov 07, 2025 through Nov 28, 2025
Itinerary:
Fort Lauderdale, Curacao, Bonaire, Aruba, Half Moon Cay, Fort Lauderdale, Half Moon Cay, St Maarten, St Lucia, Scarborough, Barbados, Point-A-Pitre, San Juan, Fort Lauderdale
from
$3,644.00
(USD)
Per Person
+ $225.00 taxes/fees
Inside
$3,644.00
Cat: N
$173.52/Night
Outside
$4,284.00
Cat: F
$204.00/Night
Balcony
$4,644.00
Cat: VH
$221.14/Night
Category N - Flash Special: Book by Sunday 07/27/2025