Tailored Travel Club
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Charleston, South Carolina (19 offers included)

Canada & East Coast Explorer
Toronto to Ft. Lauderdale
from $9,995.00 (USD)
Per Person
Nights: 14
Price Per Night:$713.93 (USD)
(based on double occupancy, for comparison only)
Itinerary: Toronto, Scenic Sailing: St. Lawrence Seaway Locks, Trois-Rivières, Quebec City, Scenic Sailing: St. Lawrence River, Cap-aux-Meules, Cape Breton Island (Louisbourg), Lunenburg, Sail the Atlantic Ocean, Norfolk, Sail the Atlantic Ocean, Charleston, Sail the Atlantic Ocean, Ft. Lauderdale
Sail the US’s Atlantic coastline and visit storied cities. Enjoy Charleston’s southern charm and colonial homes. Visit Norfolk, home to the world’s largest naval base. Trace Nova Scotia’s shores to explore its rugged landscapes and visit Quebec’s national parks. Traverse one of North America’s scenic waterways, the St. Lawrence River, and marvel at the locks and canals that comprise the St. Lawrence Seaway on an enriching journey to historic ports.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$9,995.00
Cat: N2
Suite
$12,995.00
Cat: NP
from $3,149.00 (USD)
Per Person
Nights: 6
Price Per Night:$524.83 (USD)
(based on double occupancy, for comparison only)
Location(s): Charleston, South Carolina, Charleston, Charleston - Savannah, Georgia, Savannah, Savannah - St. Simons Island - Jekyll Island, Jekyll Island, Jekyll Island - Jacksonville, Florida - Tour Ends
Embrace the leisurely pace and charming allure of America’s southeast as you explore cobblestone streets, historic homes, and unspoiled coastline during the holiday season. Discover antebellum Charleston and the history of Savannah with 2-night stays in each city. Drive through James Island County Park illuminated with over 500,000 lights. Spend two nights at the exclusive Jekyll Island Club, once described as "the richest, most exclusive club in the world." Experience the unique charm and si...
from $1,341.00 (USD)
Per Person
Nights: 9
Ship: Valiant Lady
Price Per Night:$149.00 (USD)
(based on double occupancy, for comparison only)
Itinerary: New York City, New York, Sailing, Kings Wharf, Sailing, Nassau, Sailing, Charleston, South Carolina, Sailing, New York City, New York
This 9-night round-trip excursion departs from NYC and spends a day sailing to King's Wharf, Bermuda, where the pink sand and culture is so magical we've decided we have to stay for two days.
Other Categories Starting At:
Inside
$1,341.00
Cat: IZ
Outside
$1,701.00
Cat: VZ
Balcony
$1,971.00
Cat: TZ
Suite
$4,880.00
Cat: SS
World Odyssey
Los Angeles to Miami
from $75,999.00 (USD)
Per Person
Nights: 197
Ship: Vista
Price Per Night:$385.78 (USD)
(based on double occupancy, for comparison only)
Itinerary: Los Angeles, Cabo San Lucas, Puerto Vallarta, Manzanillo, Acapulco, Puerto Quetzal, Corinto, Puntarenas, Panama Canal Daylight Transit, Cartagena, George Town, Miami, Gustavia, Roseau, Bridgetown, Devil's Island, Belem (Icoaraci), Fortaleza, Salvador, Buzios, Rio De Janeiro, Ilha Grande, Sao Paulo (Santos), Porto Belo, Rio Grande, Punta Del Este, Montevideo, Buenos Aires, Montevideo, Port Stanley, Ushuaia, Punta Arenas, Puerto Montt, Santiago De Chile (Valparaiso), Coquimbo, Iquique, Pisco/Nazca Lines, Lima/Machu Picchu (Callao), Salaverry, Manta, Puntarenas, San Juan Del Sur, Acajutla, Acapulco, Cabo San Lucas, Ensenada, San Diego, Honolulu, Kailua-Kona, Nuku Hiva, Rangiroa, Moorea, Papeete (Tahiti), Raiatea, Rarotonga, Pago Pago, Int'l Date Line West, Apia, Nuku'alofa, Suva, Mystery Island, Noumea, Sydney, Mooloolaba, Whitsunday Island (Airlie Beach), Townsville, Cairns, Darwin, Kupang West Timor, Komodo, Bali (Benoa), Surabaya, Singapore, Kuala Lumpur (Port Klang), Phuket, Colombo, Cochin (Kochi), Mumbai, Muscat, Khasab, Abu Dhabi, Dubai, Muscat, Jeddah, Luxor (Safaga), Suez Canal Transit, Santorini, Messina (Sicily), Sorrento/Capri, Olbia/Porto Cervo (Sardinia), Mahon (Menorca), Barcelona, Alicante, Granada (Motril), Tangier, Lisbon, Santiago De Compostela (Vigo), Bordeaux, Brest, Saint-Malo, Paris (Honfleur), London (Southampton), Falmouth (Cornwall), Dublin (Dun Laoghaire), Cork (Cobh), Belfast, Glasgow (Greenock), Torshavn (Faroe Islands), Akureyri, Isafjordur, Reykjavik, Halifax, New York, Charleston, Miami
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$75,999.00
Cat: B2
Suite
N/A
Canada & East Coast Explorer
Toronto to Ft. Lauderdale
from $8,995.00 (USD)
Per Person
Nights: 14
Price Per Night:$642.50 (USD)
(based on double occupancy, for comparison only)
Itinerary: Toronto, Scenic Sailing: St. Lawrence Seaway Locks, Trois-Rivières, Quebec City, Scenic Sailing: St. Lawrence River, Cap-aux-Meules, Cape Breton Island (Louisbourg), Lunenburg, Sail the Atlantic Ocean, Norfolk, Sail the Atlantic Ocean, Charleston, Sail the Atlantic Ocean, Ft. Lauderdale
Sail the US’s Atlantic coastline and visit storied cities. Enjoy Charleston’s southern charm and colonial homes. Visit Norfolk, home to the world’s largest naval base. Trace Nova Scotia’s shores to explore its rugged landscapes and visit Quebec’s national parks. Traverse one of North America’s scenic waterways, the St. Lawrence River, and marvel at the locks and canals that comprise the St. Lawrence Seaway on an enriching journey to historic ports.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$8,995.00
Cat: N2
Suite
$12,495.00
Cat: NP
Southeast Coast & Bahamas
Roundtrip from Baltimore, Maryland
from $743.61 (USD)
Per Person
Nights: 8
Price Per Night:$92.95 (USD)
(based on double occupancy, for comparison only)
Itinerary: Baltimore, Maryland, Cruising, Charleston, South Carolina, Orlando (Port Canaveral), Fl, Grand Bahama Isl, Bahamas, Nassau, Bahamas, Cruising, Baltimore, Maryland
Other Categories Starting At:
Inside
$743.61
Cat: ZI
Outside
$803.61
Cat: YO
Balcony
$1,603.11
Cat: XB
Suite
N/A
from $1,071.00 (USD)
Per Person
Nights: 9
Ship: Valiant Lady
Price Per Night:$119.00 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, Tortola, Sailing, Puerto Plata, Sailing, Charleston, South Carolina, Sailing, Newport, Rhode Island, New York City, New York
This 9-night one-way adventure departs from San Juan arriving the next day in Tortola. Then, spend a day at sea headed to Puerto Plata, DR, followed by two days sailing to a big city with even bigger Southern charm, Charleston, SC. From there, you'll spend the next day sailing to the classic architecture and quintessentially New England city Newport, Rhode Island before finally arriving in NYC.
Other Categories Starting At:
Inside
$1,071.00
Cat: IZ
Outside
$1,251.00
Cat: VZ
Balcony
$1,611.00
Cat: TZ
Suite
$4,160.00
Cat: SS
from $6,275.00 (USD)
Per Person
Nights: 19
Price Per Night:$330.26 (USD)
(based on double occupancy, for comparison only)
Itinerary: Toronto, Canada, Ottawa, Canada, Montebello, Canada, Montreal, Canada, Quebec City, Quebec, Saguenay, Canada, Charlottetown, Canada, Sydney, Canada, Halifax, Nova Scotia, Boston, Massachusetts, Newport, Rhode Island, New York, New York, Charleston, South Carolina, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$6,275.00
Cat: IF
Outside
$6,885.00
Cat: OZ
Balcony
$7,425.00
Cat: BF
Suite
$8,525.00
Cat: ME
Southeast Coast & Bahamas
Roundtrip from Baltimore, Maryland
from $784.66 (USD)
Per Person
Nights: 8
Price Per Night:$98.08 (USD)
(based on double occupancy, for comparison only)
Itinerary: Baltimore, Maryland, Cruising, Charleston, South Carolina, Orlando (Port Canaveral), Fl, Miami, Florida, Grand Bahama Isl, Bahamas, Cruising, Baltimore, Maryland
Other Categories Starting At:
Inside
$784.66
Cat: ZI
Outside
$921.16
Cat: YO
Balcony
$1,654.66
Cat: 1B
Suite
N/A
from $76,995.00 (USD)
Per Person
Nights: 86
Price Per Night:$895.29 (USD)
(based on double occupancy, for comparison only)
Itinerary: Nuuk, Itilleq Fjord, Ilulissat, Uummannaq, Sail Baffin Bay, Pond Inlet, Explore the Canadian High Arctic, Sail Baffin Bay, Sisimiut, Nuuk, Kapisillit, Paamiut, Ivittuut, Sail the Labrador Sea, Battle Harbour, Red Bay, Gros Morne National Park, Havre-Saint-Pierre, Tadoussac, Quebec City, Trois-Rivières, Scenic Sailing: St. Lawrence Seaway Locks, Toronto, Scenic Sailing: St. Lawrence Seaway Locks, Trois-Rivières, Quebec City, Scenic Sailing: St. Lawrence River, Cap-aux-Meules, Cape Breton Island (Louisbourg), Lunenburg, Sail the Atlantic Ocean, Norfolk, Sail the Atlantic Ocean, Charleston, Sail the Atlantic Ocean, Ft. Lauderdale, Sail the Gulf of Mexico, Cozumel, Sail the Caribbean Sea, Scenic Sailing: Panama Canal, Panama City (Fuerte Amador), Sail the Pacific Ocean, Manta, Sail the Pacific Ocean, Lima (Callao), Sail the Pacific Ocean, Iquique, Sail the Pacific Ocean, Santiago (Valparaíso), Sail the Pacific Ocean, Scenic Sailing: Chilean Fjords, Puerto Chacabuco, Scenic Sailing: Chilean Fjords, Explore Chilean Glaciers, Scenic Sailing: Chilean Fjords, Punta Arenas, Explore Chilean Glaciers, Garibaldi Fjord, Scenic Sailing: Cape Horn, Ushuaia, Sail the South Atlantic Ocean, West Point Island, Port Stanley, Sail the South Atlantic Ocean, Explore South Georgia, Sail the South Atlantic Ocean, Explore Antarctica, Sail the Drake Passage, Ushuaia
Witness stunning vistas, unique wildlife and diverse cultures as you journey on a memorable voyage from the Earth’s far north to the extreme south. Admire Nuuk’s rugged beauty and the icy wilderness of the Canadian High Arctic. Pass through the scenic Canadian Maritimes, sail along the famed St. Lawrence Seaway and visit historic cities along the East Coast. Navigate the striking Chilean Fjords, before exploring the icy realm of Antarctica.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$76,995.00
Cat: DN3
Suite
N/A
Southeast Coast & Bahamas
Roundtrip from Baltimore, Maryland
from $769.78 (USD)
Per Person
Nights: 8
Price Per Night:$96.22 (USD)
(based on double occupancy, for comparison only)
Itinerary: Baltimore, Maryland, Cruising, Charleston, South Carolina, Orlando (Port Canaveral), Fl, Grand Bahama Isl, Bahamas, Nassau, Bahamas, Cruising, Baltimore, Maryland
Other Categories Starting At:
Inside
$769.78
Cat: ZI
Outside
$979.28
Cat: YO
Balcony
$1,799.28
Cat: 1B
Suite
N/A
Global Wanderlust
San Diego to Miami
from $49,049.00 (USD)
Per Person
Nights: 120
Ship: Vista
Price Per Night:$408.74 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Diego, Honolulu, Kailua-Kona, Nuku Hiva, Rangiroa, Moorea, Papeete (Tahiti), Raiatea, Rarotonga, Pago Pago, Int'l Date Line West, Apia, Nuku'alofa, Suva, Mystery Island, Noumea, Sydney, Mooloolaba, Whitsunday Island (Airlie Beach), Townsville, Cairns, Darwin, Kupang West Timor, Komodo, Bali (Benoa), Surabaya, Singapore, Kuala Lumpur (Port Klang), Phuket, Colombo, Cochin (Kochi), Mumbai, Muscat, Khasab, Abu Dhabi, Dubai, Muscat, Jeddah, Luxor (Safaga), Suez Canal Transit, Santorini, Messina (Sicily), Sorrento/Capri, Olbia/Porto Cervo (Sardinia), Mahon (Menorca), Barcelona, Alicante, Granada (Motril), Tangier, Lisbon, Santiago De Compostela (Vigo), Bordeaux, Brest, Saint-Malo, Paris (Honfleur), London (Southampton), Falmouth (Cornwall), Dublin (Dun Laoghaire), Cork (Cobh), Belfast, Glasgow (Greenock), Torshavn (Faroe Islands), Akureyri, Isafjordur, Reykjavik, Halifax, New York, Charleston, Miami
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$49,049.00
Cat: B3
Suite
$74,999.00
Cat: PH1
Bermuda Sunset & Southern Charm
12 nights on board Seven Seas Grandeur
from $8,799.00 (USD)
Per Person
Nights: 12
Price Per Night:$733.25 (USD)
(based on double occupancy, for comparison only)
Itinerary: Miami, Nassau, Cruising The Atlantic Ocean, Royal Naval Dockyard, Cruising The Atlantic Ocean, Norfolk, Cruising The Atlantic Ocean, Charleston, Port Canaveral, Miami
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$8,799.00
Cat: G2
Antilles & Atlantic Gems
Roundtrip from Miami
from $10,999.00 (USD)
Per Person
Nights: 26
Ship: Allura
Price Per Night:$423.04 (USD)
(based on double occupancy, for comparison only)
Itinerary: Miami, Oranjestad, Willemstad, St. George's, Kingstown, Fort-De-France, Tortola, Miami, Charleston, Norfolk, Royal Naval Dockyard, Freeport, Nassau, Great Stirrup Cay, Miami
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$10,999.00
Cat: B4
Suite
$16,199.00
Cat: PH2
Southeast Coast & Bahamas Holiday
Roundtrip from Baltimore, Maryland
from $1,030.71 (USD)
Per Person
Nights: 8
Price Per Night:$128.84 (USD)
(based on double occupancy, for comparison only)
Itinerary: Baltimore, Maryland, Cruising, Charleston, South Carolina, Orlando (Port Canaveral), Fl, Grand Bahama Isl, Bahamas, Nassau, Bahamas, Cruising, Baltimore, Maryland
Other Categories Starting At:
Inside
$1,030.71
Cat: 3V
Outside
$1,173.71
Cat: YO
Balcony
$1,761.71
Cat: 3B
Suite
N/A
White Sands & Southern Charm
16 nights on board Seven Seas Mariner
from $10,099.00 (USD)
Per Person
Nights: 16
Price Per Night:$631.19 (USD)
(based on double occupancy, for comparison only)
Itinerary: Miami, Cruising The Old Bahama Channel, Cruising The Caribbean Sea, Oranjestad, Willemstad, Bonaire (Kralendijk), St. George's, Castries, Gustavia, San Juan, Cruising The Atlantic Ocean, Charleston, Cruising The Atlantic Ocean, New York
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$10,099.00
Cat: H
Canada & East Coast Explorer
Ft. Lauderdale to Toronto
from $7,995.00 (USD)
Per Person
Nights: 14
Price Per Night:$571.07 (USD)
(based on double occupancy, for comparison only)
Itinerary: Ft. Lauderdale, Sail the Atlantic Ocean, Charleston, Sail the Atlantic Ocean, Norfolk, Sail the Atlantic Ocean, Lunenburg, Cape Breton Island (Louisbourg), Cap-aux-Meules, Scenic Sailing: St. Lawrence River, Quebec City, Trois-Rivières, Scenic Sailing: St. Lawrence Seaway Locks, Toronto
Sail the US’s Atlantic coastline and visit storied cities. Enjoy Charleston’s southern charm and colonial homes. Visit Norfolk, home to the world’s largest naval base. Trace Nova Scotia’s shores to explore its rugged landscapes and visit Quebec’s national parks. Traverse one of North America’s scenic waterways, the St. Lawrence River, and marvel at the locks and canals that comprise the St. Lawrence Seaway on an enriching journey to historic ports.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$7,995.00
Cat: N2
Suite
$10,995.00
Cat: NP
Nights: 6
Price Per Night:$549.83 (USD)
(based on double occupancy, for comparison only)
Location(s): Charleston, South Carolina, Charleston, Charleston - Savannah, Georgia, Savannah, Savannah - St. Simons Island - Jekyll Island, Jekyll Island, Jekyll Island - Jacksonville, Florida - Tour Ends
Embrace the leisurely pace and charming allure of America’s southeast as you explore cobblestone streets, historic homes, and unspoiled coastline. Discover antebellum Charleston and the history of Savannah with 2-night stays in each city. Visit Charleston’s City Market, one of the oldest public markets in America. Enjoy a trolley or walking tour of Savannah's sprawling Historic District. Spend two nights at the exclusive Jekyll Island Club, once described as "the richest, most exclusive club ...
from $2,259.00 (USD)
Per Person
Nights: 14
Price Per Night:$161.36 (USD)
(based on double occupancy, for comparison only)
Itinerary: Montreal, Quebec, Quebec City, Quebec, Sydney, Nova Scotia, Halifax, Nova Scotia, Boston, Massachusetts, Cape Cod Canal, Newport, Rhode Island, New York City, New York, Norfolk, Virginia, Charleston, South Carolina, Miami, Florida
Other Categories Starting At:
Inside
$2,259.00
Cat: Z
Outside
$3,209.00
Cat: Y
Balcony
$4,879.00
Cat: X
Suite
$14,119.00
Cat: SP