Oct
5
2026
8-Day Southern Caribbean Yacht Harbors
Carambola Beach, Saint Kitts and Nevis · Little Bay, Montserrat · Rodney Bay, Saint Lucia · Bridgetown, Barbados
Fare from
$5,099
per person
Oct
5
2026
24-Day Southern Caribbean Yacht Harbors & Coast of Brazil
Carambola Beach, Saint Kitts and Nevis · Little Bay, Montserrat · Rodney Bay, Saint Lucia · Bridgetown, Barbados · Port of Spain, Trinidad · +7 more
Waitlist only
Nov
20
2026
8-Day Southern Caribbean Gems
San Juan, Puerto Rico · Great Harbour, Jost van Dyke, British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Roseau, Dominica · Port Elizabeth, Bequia, St. Vincent and the Grenadines · +1 more
Fare from
$4,598
per person
Nov
20
2026
15-Day Southern Caribbean in Depth
San Juan, Puerto Rico · Great Harbour, Jost van Dyke, British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Roseau, Dominica · Port Elizabeth, Bequia, St. Vincent and the Grenadines · +6 more
Fare from
$8,198
per person
Nov
22
2026
14-Day Leeward Island Jewels
San Juan, Puerto Rico · Road Bay, Anguilla · Carambola Beach, Saint Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · +4 more
Fare from
$6,998
per person
Nov
28
2026
7-Day Classic Caribbean Yacht Harbors
Rodney Bay, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Spanish Town, Virgin Gorda, British Virgin Islands · +1 more
Fare from
$4,498
per person
Nov
28
2026
14-Day Exotic Caribbean in Depth
Rodney Bay, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Spanish Town, Virgin Gorda, British Virgin Islands · +5 more
Fare from
$7,998
per person
Dec
5
2026
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$4,298
per person
Dec
5
2026
14-Day Yachtsman's Caribbean in Depth
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +5 more
Fare from
$7,498
per person
Dec
6
2026
14-Day Leeward Island Jewels
San Juan, Puerto Rico · Spanish Town, Virgin Gorda, British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · +4 more
Fare from
$8,298
per person
Dec
12
2026
7-Day Caribbean Gems
Carambola Beach, Saint Kitts and Nevis · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Pierre, Martinique · Roseau, Dominica · Rodney Bay, Saint Lucia
Fare from
$3,998
per person
Dec
19
2026
7-Day Classic Caribbean Yacht Harbors
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$4,098
per person
Dec
19
2026
14-Day Exotic Caribbean in Depth
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$9,498
per person
Dec
20
2026
16-Day Leeward Island Holiday
San Juan, Puerto Rico · Road Bay, Anguilla · Carambola Beach, Saint Kitts and Nevis · Marigot, St. Martin · Terre-de-Haut, Iles des Saintes, Guadeloupe · +6 more
Fare from
$10,998
per person
Dec
26
2026
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$5,798
per person
Jan
2
2027
7-Day Treasures of Aruba, Bonaire & Curacao
Rodney Bay, Saint Lucia · Willemstad, Curaçao · Oranjestad, Aruba · Kralendijk, Bonaire
Fare from
$4,363
per person
Jan
5
2027
12-Day World Cruise: Panama Canal to Callao
Guayaquil, Ecuador · Salaverry (Trujillo), Peru · Callao (Lima), Peru
Fare from
$16,298
per person
Jan
9
2027
7-Day Classic Caribbean Yacht Harbors
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$4,298
per person
Jan
9
2027
14-Day Exotic Caribbean in Depth
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$9,798
per person
Jan
16
2027
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$5,998
per person
Jan
16
2027
14-Day Caribbean Gems in Depth
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +5 more
Fare from
$11,298
per person
Jan
23
2027
7-Day Classic Caribbean Yacht Harbors
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$6,498
per person
Jan
23
2027
14-Day Exotic Caribbean in Depth
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$10,998
per person
Jan
30
2027
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$5,323
per person
Feb
6
2027
7-Day Caribbean Gems
Carambola Beach, Saint Kitts and Nevis · Saint Pierre, Martinique · Roseau, Dominica · Terre-de-Haut, Iles des Saintes, Guadeloupe · Rodney Bay, Saint Lucia
Fare from
$6,283
per person
Feb
13
2027
7-Day Classic Caribbean Yacht Harbors
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,098
per person
Feb
13
2027
14-Day Exotic Caribbean in Depth
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$11,073
per person
Feb
20
2027
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$6,173
per person
Feb
20
2027
14-Day Caribbean Gems in Depth
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +5 more
Fare from
$10,198
per person
Feb
27
2027
7-Day Classic Caribbean Yacht Harbors
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,498
per person
Feb
27
2027
14-Day Exotic Caribbean in Depth
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$9,898
per person
Mar
6
2027
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$5,218
per person
Mar
6
2027
14-Day Caribbean Gems in Depth
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +5 more
Fare from
$10,543
per person
Mar
13
2027
7-Day Classic Caribbean Yacht Harbors
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$6,493
per person
Mar
13
2027
14-Day Exotic Caribbean in Depth
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$10,798
per person
Mar
20
2027
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$5,898
per person
May
3
2027
27-Day World Cruise: Hawaii & Panama Canal
Kona, Hawaii · Long Beach, California · Puerto Vallarta, Mexico · Huatulco, Mexico · Puerto Chiapas, Mexico · +4 more
Waitlist only
May
11
2027
19-Day World Cruise: Panama Canal Crossing
Puerto Vallarta, Mexico · Huatulco, Mexico · Puerto Chiapas, Mexico · Puerto Quetzal, Guatemala · Puntarenas (Puerto Caldera), Costa Rica · +2 more
Fare from
$15,093
per person
Oct
1
2027
8-Day Southern Caribbean Yacht Harbors
Carambola Beach, Saint Kitts and Nevis · Little Bay, Montserrat · Rodney Bay, Saint Lucia · Bridgetown, Barbados
Fare from
$4,798
per person
Oct
1
2027
24-Day Southern Caribbean & South American Expedition
Carambola Beach, Saint Kitts and Nevis · Little Bay, Montserrat · Rodney Bay, Saint Lucia · Bridgetown, Barbados · Port of Spain, Trinidad · +7 more
Fare from
$13,898
per person
Nov
13
2027
10-Day Southern Caribbean & St. Barts
San Juan, Puerto Rico · Carambola Beach, Saint Kitts and Nevis · Little Bay, Montserrat · Gustavia, St. Barts · Great Harbour, Jost van Dyke, British Virgin Islands
Fare from
$6,598
per person
Nov
23
2027
11-Day Leeward Islands & Dominica Dreams
San Juan, Puerto Rico · Gustavia, St. Barts · Little Bay, Montserrat · Roseau, Dominica · Carambola Beach, Saint Kitts and Nevis · +1 more
Fare from
$6,998
per person
Nov
27
2027
7-Day Classic Caribbean Yacht Harbors
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$4,698
per person
Nov
27
2027
14-Day Caribbean Yacht Explorer
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$8,298
per person
Dec
4
2027
14-Day Windward & Leeward Islands
St. John, US Virgin Islands · Gustavia, St. Barts · Carambola Beach, Saint Kitts and Nevis · Fort-de-France, Martinique · Roseau, Dominica · +4 more
Fare from
$7,498
per person
Dec
4
2027
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$4,498
per person
Dec
11
2027
7-Day Yacht Harbors of Bonaire & Curacao
Rodney Bay, Saint Lucia · Scarborough, Trinidad and Tobago · Willemstad, Curaçao · Kralendijk, Bonaire
Fare from
$5,098
per person
Dec
11
2027
17-Day Hidden Yacht Harbor Holiday
Rodney Bay, Saint Lucia · Scarborough, Trinidad and Tobago · Willemstad, Curaçao · Kralendijk, Bonaire · Saint Georges, Grenada · +8 more
Fare from
$11,198
per person
Dec
18
2027
10-Day Leeward Islands Holiday
San Juan, Puerto Rico · Road Bay, Anguilla · Little Bay, Montserrat · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands
Fare from
$7,298
per person
Dec
18
2027
10-Day Caribbean Yacht Harbor Holiday
Saint Georges, Grenada · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Pierre, Martinique · Terre-de-Haut, Iles des Saintes, Guadeloupe · St. John's, Antigua · +4 more
Fare from
$7,298
per person
Dec
18
2027
21-Day Bonaire, Curacao & Southern Caribbean Holiday
Saint Georges, Grenada · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Pierre, Martinique · Terre-de-Haut, Iles des Saintes, Guadeloupe · St. John's, Antigua · +9 more
Fare from
$14,298
per person
Dec
28
2027
10-Day Southern Caribbean & St. Barts Holiday
San Juan, Puerto Rico · Carambola Beach, Saint Kitts and Nevis · Little Bay, Montserrat · Gustavia, St. Barts · Great Harbour, Jost van Dyke, British Virgin Islands
Fare from
$6,598
per person
Dec
28
2027
11-Day Yachtsman's Holiday in Aruba, Bonaire & Curacao
Soper's Hole (Frenchman's Cay), British Virgin Islands · Road Bay, Anguilla · Falmouth (English Harbour), Antigua · Carambola Beach, Saint Kitts and Nevis · Terre-de-Haut, Iles des Saintes, Guadeloupe · +4 more
Fare from
$7,698
per person
Jan
7
2028
29-Day Panama Canal & Easter Island Explorer
Fuerte Amador (Panama City), Panama · Guayaquil, Ecuador · Salaverry (Trujillo), Peru · Callao (Lima), Peru · General San Martin (Pisco), Peru · +4 more
Fare from
$16,998
per person
Jan
8
2028
7-Day Yacht Harbors of the Abc Islands
Rodney Bay, Saint Lucia · Willemstad, Curaçao · Oranjestad, Aruba · Kralendijk, Bonaire
Fare from
$5,098
per person
Jan
8
2028
14-Day Yacht Harbors & Southern Island Discovery
Rodney Bay, Saint Lucia · Willemstad, Curaçao · Oranjestad, Aruba · Kralendijk, Bonaire · Castries, Saint Lucia · +5 more
Fare from
$8,898
per person
Jan
15
2028
7-Day Classic Caribbean Yacht Harbors
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$4,698
per person
Jan
15
2028
14-Day Caribbean Yacht Explorer
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$9,398
per person
Jan
22
2028
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$5,098
per person
Jan
29
2028
7-Day Classic Caribbean Yacht Harbors
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,598
per person
Jan
29
2028
14-Day Caribbean Yacht Explorer
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$10,698
per person
Feb
5
2028
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$5,598
per person
Feb
5
2028
14-Day Caribbean Yacht Harbors in Depth
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +5 more
Fare from
$9,898
per person
Feb
12
2028
7-Day Classic Caribbean Yacht Harbors
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,298
per person
Feb
12
2028
14-Day Caribbean Yacht Explorer
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$10,098
per person
Feb
19
2028
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$5,298
per person
Feb
19
2028
14-Day Caribbean Yacht Harbors in Depth
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +5 more
Fare from
$9,598
per person
Feb
26
2028
7-Day Classic Caribbean Yacht Harbors
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,298
per person
Feb
26
2028
14-Day Caribbean Yacht Explorer
Castries, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$9,498
per person
Mar
4
2028
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$4,698
per person
Mar
4
2028
14-Day Caribbean Yacht Harbors in Depth
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +5 more
Fare from
$9,298
per person
Mar
11
2028
7-Day Classic Caribbean Yacht Harbors
Rodney Bay, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,598
per person
Mar
11
2028
14-Day Caribbean Yacht Explorer
Rodney Bay, Saint Lucia · Little Bay, Montserrat · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$10,298
per person
Mar
18
2028
7-Day Yachtsman's Caribbean
Soper's Hole (Frenchman's Cay), British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Bequia, St. Vincent and the Grenadines · Saint Georges, Grenada · +1 more
Fare from
$5,798
per person
Sep
24
2028
8-Day Atlantic Crossing: Halifax to Bermuda & Puerto Rico
Hamilton, Bermuda · San Juan, Puerto Rico · Oranjestad, Aruba
Fare from
$4,998
per person
Sep
24
2028
24-Day Atlantic Crossing: Halifax to South America
Hamilton, Bermuda · San Juan, Puerto Rico · Oranjestad, Aruba · Fuerte Amador (Panama City), Panama · Guayaquil, Ecuador · +3 more
Fare from
$14,398
per person
Oct
2
2028
8-Day Exploring the Isles of the Lesser Antilles
Carambola Beach, Saint Kitts and Nevis · Little Bay, Montserrat · Rodney Bay, Saint Lucia · Bridgetown, Barbados
Fare from
$5,498
per person
Oct
2
2028
24-Day Caribbean Horizons to South America
Carambola Beach, Saint Kitts and Nevis · Little Bay, Montserrat · Rodney Bay, Saint Lucia · Bridgetown, Barbados · Port of Spain, Trinidad · +7 more
Fare from
$14,847
per person
Nov
10
2028
8-Day Caribbean Yachting & Caviar in the Surf
San Juan, Puerto Rico · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands
Fare from
$4,998
per person
Dec
9
2028
7-Day Boutique Yacht Harbors of the Caribbean
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$4,698
per person
Dec
9
2028
14-Day Boutique Yacht Harbors of the Caribbean
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$8,498
per person
Dec
16
2028
7-Day St. Barts & Caribbean Yacht Harbors
Carambola Beach, Saint Kitts and Nevis · Gustavia, St. Barts · Castries, Saint Lucia · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Georges, Grenada · +1 more
Fare from
$4,698
per person
Dec
16
2028
14-Day St. Barts & Boutique Yacht Harbors Holiday
Carambola Beach, Saint Kitts and Nevis · Gustavia, St. Barts · Castries, Saint Lucia · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Georges, Grenada · +5 more
Fare from
$9,198
per person
Dec
18
2028
10-Day Southern Caribbean Holiday
San Juan, Puerto Rico · Road Bay, Anguilla · Little Bay, Montserrat · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands
Fare from
$7,298
per person
Dec
23
2028
7-Day Boutique Yacht Harbors of the Caribbean Holiday
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,498
per person
Dec
23
2028
14-Day Exploring Boutique Yacht Harbors on Holiday
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$9,898
per person
Dec
28
2028
10-Day Southern Caribbean & St. Barts Holiday
San Juan, Puerto Rico · Carambola Beach, Saint Kitts and Nevis · Little Bay, Montserrat · Gustavia, St. Barts · Great Harbour, Jost van Dyke, British Virgin Islands
Fare from
$6,998
per person
Dec
30
2028
7-Day Caribbean Yacht Harbors Holiday
Spanish Town, Virgin Gorda, British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Castries, Saint Lucia · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Georges, Grenada · +1 more
Fare from
$5,498
per person
Dec
30
2028
14-Day Exploring Boutique Yacht Harbors on Holiday
Spanish Town, Virgin Gorda, British Virgin Islands · Carambola Beach, Saint Kitts and Nevis · Castries, Saint Lucia · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Georges, Grenada · +5 more
Fare from
$9,798
per person
Jan
6
2029
7-Day Boutique Yacht Harbors of the Caribbean
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,298
per person
Jan
6
2029
14-Day Boutique Yacht Harbors & Southern Caribbean Isles
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +4 more
Fare from
$9,398
per person
Jan
7
2029
13-Day World Cruise: Panama Canal & South American Explorer
Cartagena, Colombia · Guayaquil, Ecuador · Callao (Lima), Peru
Fare from
$8,099
per person
Jan
13
2029
7-Day Exploring Aruba, Bonaire & Curacao
Carambola Beach, Saint Kitts and Nevis · Oranjestad, Aruba · Willemstad, Curaçao · Kralendijk, Bonaire · Bridgetown, Barbados
Fare from
$5,098
per person
Jan
13
2029
14-Day Boutique Yacht Harbors & Southern Caribbean Isles
Carambola Beach, Saint Kitts and Nevis · Oranjestad, Aruba · Willemstad, Curaçao · Kralendijk, Bonaire · Bridgetown, Barbados · +4 more
Fare from
$9,398
per person
Jan
20
2029
7-Day Boutique Yacht Harbors of the Caribbean
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,298
per person
Jan
20
2029
14-Day Boutique Yacht Harbors of the Caribbean
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$9,398
per person
Jan
27
2029
7-Day St. Barts & Caribbean Yacht Harbors
Carambola Beach, Saint Kitts and Nevis · Gustavia, St. Barts · Fort-de-France, Martinique · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Georges, Grenada · +1 more
Fare from
$5,098
per person
Jan
27
2029
14-Day Southern Caribbean Isles & Boutique Yacht Harbors
Carambola Beach, Saint Kitts and Nevis · Gustavia, St. Barts · Fort-de-France, Martinique · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Georges, Grenada · +5 more
Fare from
$9,398
per person
Feb
3
2029
7-Day Yacht Harbors of the Abc Islands
Rodney Bay, Saint Lucia · Willemstad, Curaçao · Oranjestad, Aruba · Kralendijk, Bonaire
Fare from
$5,298
per person
Feb
3
2029
14-Day Southern Caribbean Isles & Boutique Yacht Harbors
Rodney Bay, Saint Lucia · Willemstad, Curaçao · Oranjestad, Aruba · Kralendijk, Bonaire · Port Elizabeth, Bequia, St. Vincent and the Grenadines · +5 more
Fare from
$9,398
per person
Feb
3
2029
21-Day Ultimate Caribbean Yacht Harbors
Rodney Bay, Saint Lucia · Willemstad, Curaçao · Oranjestad, Aruba · Kralendijk, Bonaire · Port Elizabeth, Bequia, St. Vincent and the Grenadines · +9 more
Fare from
$14,198
per person
Feb
10
2029
7-Day Boutique Yacht Harbors of the Caribbean
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,098
per person
Feb
10
2029
14-Day Boutique Yacht Harbors of the Caribbean
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$9,398
per person
Feb
17
2029
7-Day St. Barts & Caribbean Yacht Harbors
Carambola Beach, Saint Kitts and Nevis · Gustavia, St. Barts · Castries, Saint Lucia · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Georges, Grenada · +1 more
Fare from
$5,298
per person
Feb
17
2029
14-Day St. Barts & Boutique Yacht Harbors
Carambola Beach, Saint Kitts and Nevis · Gustavia, St. Barts · Castries, Saint Lucia · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Georges, Grenada · +5 more
Fare from
$9,398
per person
Feb
24
2029
7-Day Boutique Yacht Harbors of the Caribbean
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,098
per person
Feb
24
2029
14-Day Boutique Yacht Harbors of the Caribbean
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$9,398
per person
Mar
3
2029
7-Day St. Barts & Caribbean Yacht Harbors
Carambola Beach, Saint Kitts and Nevis · Gustavia, St. Barts · Castries, Saint Lucia · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Georges, Grenada · +1 more
Fare from
$5,298
per person
Mar
3
2029
14-Day St. Barts & Boutique Yacht Harbors
Carambola Beach, Saint Kitts and Nevis · Gustavia, St. Barts · Castries, Saint Lucia · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Georges, Grenada · +5 more
Fare from
$9,398
per person
Mar
10
2029
7-Day Boutique Yacht Harbors of the Caribbean
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +1 more
Fare from
$5,098
per person
Mar
10
2029
14-Day Boutique Yacht Harbors of the Caribbean
Port Elizabeth, Bequia, St. Vincent and the Grenadines · Trois Ilets, Martinique · St. John's, Antigua · Carambola Beach, Saint Kitts and Nevis · Great Harbour, Jost van Dyke, British Virgin Islands · +5 more
Fare from
$9,398
per person
Mar
17
2029
7-Day St. Barts & Caribbean Yacht Harbors
Carambola Beach, Saint Kitts and Nevis · Gustavia, St. Barts · Castries, Saint Lucia · Terre-de-Haut, Iles des Saintes, Guadeloupe · Saint Georges, Grenada · +1 more
Fare from
$5,298
per person
Per person, double occupancy. Includes taxes, fees and port charges.