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Explora Journeys · Caribbean & Central America
105 Caribbean & Central America sailings.
Fares updated September 30, 2026
Oct
25
2026
An Extended Journey of Maritime Soul & Island Zest
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico · +4 more
Fare from
$12,720
per person
Oct
25
2026
A Journey of Caribbean Adventure & Shimmering Tropical Harmony
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico
Fare from
$3,680
per person
Nov
1
2026
A Journey into Caribbean Exploration & Island Delights
Road Town, Tortola, British Virgin Islands · Basseterre, St. Kitts · Gustavia, St. Barts · Road Bay, Anguilla · Miami, Florida
Fare from
$5,400
per person
Nov
1
2026
An Extended Journey into Island Delights, Hidden Coves & Chic Coastlines
Road Town, Tortola, British Virgin Islands · Basseterre, St. Kitts · Gustavia, St. Barts · Road Bay, Anguilla · Miami, Florida · +4 more
Fare from
$16,640
per person
Nov
8
2026
An Extended Journey of Blissful Escapes & Shoreline Splendor
Providenciales, Turks and Caicos · Puerto Plata, Dominican Republic · La Romana, Dominican Republic · Jost Van Dyke, British Virgin Islands · Gustavia, St. Barts · +5 more
Fare from
$15,150
per person
Nov
8
2026
A Journey through Beguiling Caribbean Coastlines & Lush Landscapes
Providenciales, Turks and Caicos · Puerto Plata, Dominican Republic · La Romana, Dominican Republic · Jost Van Dyke, British Virgin Islands · Gustavia, St. Barts · +1 more
Fare from
$9,800
per person
Nov
12
2026
A Journey Through Tropical Shores and Ocean Days
Road Bay, Anguilla · San Juan, Puerto Rico · Miami, Florida
Fare from
$3,000
per person
Nov
15
2026
A Journey of Blissful Escapes & Island Splendor
Road Bay, Anguilla · St. John's, Antigua · Frederiksted, St. Croix, US Virgin Islands · Catalina Island, Dominican Republic · Puerto Plata, Dominican Republic · +1 more
Fare from
$4,200
per person
Nov
15
2026
An Extended Journey of Tropical Harmony & Natural Wonders
Road Bay, Anguilla · St. John's, Antigua · Frederiksted, St. Croix, US Virgin Islands · Catalina Island, Dominican Republic · Puerto Plata, Dominican Republic · +4 more
Fare from
$10,200
per person
Nov
17
2026
An Extended Journey through Caribbean Beauty & Ocean Stillness
Progreso (Mérida), Mexico · Roatán, Honduras · Belize City, Belize · Ocean Cay, Bahamas · Willemstad, Curaçao · +4 more
Fare from
$10,425
per person
Nov
17
2026
A Journey through Mayan Marvels, Rich Reefs & Ocean Serenity
Progreso (Mérida), Mexico · Roatán, Honduras · Belize City, Belize · Ocean Cay, Bahamas
Fare from
$3,825
per person
Nov
22
2026
An Extended Journey of Sunlit Horizons & Sapphire Bays
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico · +4 more
Fare from
$10,835
per person
Nov
22
2026
A Journey of Caribbean Adventure & Shimmering Tropical Harmony
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico
Fare from
$4,200
per person
Nov
25
2026
An Extended Journey of Historic Echoes & Ocean Breezes
Willemstad, Curaçao · Oranjestad, Aruba · Santa Marta, Colombia · Cartagena, Colombia · George Town, Grand Cayman, Cayman Islands · +5 more
Fare from
$9,560
per person
Nov
25
2026
A Journey of Caribbean Charm & Spectacular Natural Beauty
Willemstad, Curaçao · Oranjestad, Aruba · Santa Marta, Colombia · Cartagena, Colombia · George Town, Grand Cayman, Cayman Islands
Fare from
$5,325
per person
Nov
29
2026
A Journey through a Caribbean Tapestry of Serenity & Splendor
Road Town, Tortola, British Virgin Islands · Basseterre, St. Kitts · Gustavia, St. Barts · Grand Turk, Turks and Caicos · Miami, Florida
Fare from
$6,410
per person
Nov
29
2026
An Extended Journey through Golden Shores & Island Grace
Road Town, Tortola, British Virgin Islands · Basseterre, St. Kitts · Gustavia, St. Barts · Grand Turk, Turks and Caicos · Miami, Florida · +3 more
Fare from
$10,835
per person
Dec
5
2026
A Journey into Tropical Idylls & Mayan Mystery
Cozumel, Mexico · Costa Maya, Mexico · Santo Tomás de Castilla, Guatemala · Belize City, Belize · Roatán, Honduras
Fare from
$3,860
per person
Dec
5
2026
An Extended Journey of Cultural Treasures & Seaside Harmony
Cozumel, Mexico · Costa Maya, Mexico · Santo Tomás de Castilla, Guatemala · Belize City, Belize · Roatán, Honduras · +5 more
Fare from
$8,210
per person
Dec
6
2026
An Extended Journey through Islands of Scenic Wonder & Coastal History
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Gustavia, St. Barts · San Juan, Puerto Rico · +3 more
Fare from
$8,925
per person
Dec
6
2026
A Journey of Colorful Treasures & Idyllic Island Scenery
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Gustavia, St. Barts · San Juan, Puerto Rico
Fare from
$4,200
per person
Dec
13
2026
A Journey through Caribbean Gems & Multi-colored Coasts
Road Bay, Anguilla · St. John's, Antigua · Basseterre, St. Kitts · Grand Turk, Turks and Caicos · Miami, Florida
Fare from
$4,200
per person
Dec
13
2026
An Extended Journey through Wild Beauty and Tropical Festivities
Road Bay, Anguilla · St. John's, Antigua · Basseterre, St. Kitts · Grand Turk, Turks and Caicos · Miami, Florida · +5 more
Fare from
$10,985
per person
Dec
13
2026
An Extended Journey of Island Calm & Coastal Retreats
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico · +4 more
Fare from
$9,560
per person
Dec
13
2026
A Journey of Caribbean Adventure & Shimmering Tropical Harmony
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico
Fare from
$3,635
per person
Dec
20
2026
An Extended Journey Through Caribbean Rhythms and Festive Island Nights
Ocho Rios, Jamaica · Catalina Island, Dominican Republic · Jost Van Dyke, British Virgin Islands · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, US Virgin Islands · +7 more
Fare from
$14,285
per person
Dec
20
2026
A Journey of Tropical Festivities & Dazzling Island Beauty
Ocho Rios, Jamaica · Catalina Island, Dominican Republic · Jost Van Dyke, British Virgin Islands · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, US Virgin Islands · +1 more
Fare from
$5,285
per person
Dec
20
2026
A Journey of Caribbean Celebrations & Island Wonders
Basseterre, St. Kitts · Road Town, Tortola, British Virgin Islands · Gustavia, St. Barts · Road Bay, Anguilla · Miami, Florida
Fare from
$6,545
per person
Dec
20
2026
An Extended Journey into Island Bliss & Lively Celebrations
Basseterre, St. Kitts · Road Town, Tortola, British Virgin Islands · Gustavia, St. Barts · Road Bay, Anguilla · Miami, Florida · +6 more
Fare from
$12,365
per person
Dec
27
2026
An Extended Journey through Island Joys & Volcanic Majesty
Puerto Plata, Dominican Republic · Catalina Island, Dominican Republic · Cruz Bay, St. John, US Virgin Islands · San Juan, Puerto Rico (New Year's Eve fireworks) · Jost Van Dyke, British Virgin Islands · +7 more
Fare from
$10,605
per person
Dec
27
2026
A Journey of Sparkling Skies & Bright Beginnings
Puerto Plata, Dominican Republic · Catalina Island, Dominican Republic · Cruz Bay, St. John, US Virgin Islands · San Juan, Puerto Rico (New Year's Eve fireworks) · Jost Van Dyke, British Virgin Islands · +3 more
Fare from
$7,820
per person
Dec
28
2026
A Journey of Spectacular Festivities & Caribbean Wonders
St. John's, Antigua · Pointe-à-Pitre, Guadeloupe · Cruz Bay, St. John, US Virgin Islands · San Juan, Puerto Rico (New Year's Eve fireworks) · Samaná, Dominican Republic · +2 more
Fare from
$7,050
per person
Dec
28
2026
An Extended Journey of Caribbean Celebrations & Tropical Idylls
St. John's, Antigua · Pointe-à-Pitre, Guadeloupe · Cruz Bay, St. John, US Virgin Islands · San Juan, Puerto Rico (New Year's Eve fireworks) · Samaná, Dominican Republic · +5 more
Fare from
$14,175
per person
Jan
4
2027
An Extended Journey of Dazzling Skylines & Wildlife Exploration
Philipsburg, St. Maarten · St. John's, Antigua · Little Bay, Montserrat · Road Town, Tortola, British Virgin Islands · Miami, Florida · +4 more
Fare from
$8,995
per person
Jan
4
2027
A Journey of Caribbean Delicacies & Idyllic Islands
Philipsburg, St. Maarten · St. John's, Antigua · Little Bay, Montserrat · Road Town, Tortola, British Virgin Islands · Miami, Florida
Fare from
$4,725
per person
Jan
5
2027
An Extended Journey through Enchanting Islands & Lush Landscapes
Cruz Bay, St. John, US Virgin Islands · Gustavia, St. Barts · St. John's, Antigua · Road Town, Tortola, British Virgin Islands · Basseterre, St. Kitts · +6 more
Fare from
$12,960
per person
Jan
5
2027
A Journey of Tranquil Tropical Beauty & Rainforest Adventures
Cruz Bay, St. John, US Virgin Islands · Gustavia, St. Barts · St. John's, Antigua · Road Town, Tortola, British Virgin Islands · Basseterre, St. Kitts · +1 more
Fare from
$7,240
per person
Jan
11
2027
An Extended Journey of Coastal Marvels & Caribbean Dreams
Puerto Plata, Dominican Republic · Cayo Levantado, Dominican Republic · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, US Virgin Islands · Spanish Town, Virgin Gorda, British Virgin Islands · +5 more
Fare from
$9,300
per person
Jan
11
2027
A Journey of Spectacular Sights & Ocean Adventure
Puerto Plata, Dominican Republic · Cayo Levantado, Dominican Republic · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, US Virgin Islands · Spanish Town, Virgin Gorda, British Virgin Islands
Fare from
$5,850
per person
Jan
13
2027
A Journey of Lively Caribbean Culture & Stunning Beaches
Philipsburg, St. Maarten · Terre-de-Haut, Guadeloupe · St. George's, Grenada · Castries, St. Lucia · Puerto Plata, Dominican Republic · +1 more
Fare from
$5,120
per person
Jan
13
2027
An Extended Journey of Island Energy & Ocean Tranquillity
Philipsburg, St. Maarten · Terre-de-Haut, Guadeloupe · St. George's, Grenada · Castries, St. Lucia · Puerto Plata, Dominican Republic · +5 more
Fare from
$12,200
per person
Jan
20
2027
A Journey of Enchanting Ancient History & Coastal Splendor
Ocho Rios, Jamaica · Santo Tomás de Castilla, Guatemala · Roatán, Honduras · Belize City, Belize · Key West, Florida
Fare from
$5,850
per person
Jan
20
2027
An Extended Journey through Ancient Marvels & Glittering Shores
Ocho Rios, Jamaica · Santo Tomás de Castilla, Guatemala · Roatán, Honduras · Belize City, Belize · Key West, Florida · +5 more
Fare from
$8,400
per person
Jan
21
2027
An Extended Journey through Caribbean Treasures & Peaceful Nature
Charlotte Amalie, St. Thomas, US Virgin Islands · Road Bay, Anguilla · Saint-Pierre, Martinique · Basseterre, St. Kitts · Philipsburg, St. Maarten · +5 more
Fare from
$13,160
per person
Jan
21
2027
A Journey of Sunny Shores & Caribbean Island Bliss
Charlotte Amalie, St. Thomas, US Virgin Islands · Road Bay, Anguilla · Saint-Pierre, Martinique · Basseterre, St. Kitts · Philipsburg, St. Maarten · +1 more
Fare from
$7,640
per person
Jan
29
2027
A Journey of Sun-Hazed Island Enchantment & Caribbean Treasures
Road Town, Tortola, British Virgin Islands · St. John's, Antigua · Providenciales, Turks and Caicos · Key West, Florida · Miami, Florida
Fare from
$5,520
per person
Jan
29
2027
An Extended Journey of Secluded Isles & Coastal Havens
Road Town, Tortola, British Virgin Islands · St. John's, Antigua · Providenciales, Turks and Caicos · Key West, Florida · Miami, Florida · +4 more
Fare from
$13,000
per person
Jan
29
2027
A Journey through Stunning Scenery & Charming Caribbean Culture
Puerto Plata, Dominican Republic · Philipsburg, St. Maarten · Terre-de-Haut, Guadeloupe · Basseterre, St. Kitts · San Juan, Puerto Rico
Fare from
$4,685
per person
Feb
5
2027
An Extended Journey of Natural Allure & Captivating Culture
Philipsburg, St. Maarten · Gustavia, St. Barts · Basseterre, St. Kitts · Cruz Bay, St. John, US Virgin Islands · San Juan, Puerto Rico · +4 more
Fare from
$12,720
per person
Feb
5
2027
A Journey through Secluded Isles & Caribbean Havens
Philipsburg, St. Maarten · Gustavia, St. Barts · Basseterre, St. Kitts · Cruz Bay, St. John, US Virgin Islands · San Juan, Puerto Rico
Fare from
$7,240
per person
Feb
12
2027
An Extended Journey of Relaxing Waters & Blissful Shores
Charlotte Amalie, St. Thomas, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Puerto Plata, Dominican Republic · Miami, Florida · +3 more
Fare from
$10,385
per person
Feb
12
2027
A Journey through Captivating Caribbean Culture & Sunlit Shores
Charlotte Amalie, St. Thomas, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Puerto Plata, Dominican Republic · Miami, Florida
Fare from
$5,440
per person
Feb
19
2027
A Journey through Caribbean Delights & Wildlife Wonders
Puerto Plata, Dominican Republic · Cayo Levantado, Dominican Republic · San Juan, Puerto Rico · Spanish Town, Virgin Gorda, British Virgin Islands · Road Bay, Anguilla
Fare from
$6,560
per person
Feb
19
2027
An Extended Journey of Pearl-Blue Horizons & Maritime Grace
Puerto Plata, Dominican Republic · Cayo Levantado, Dominican Republic · San Juan, Puerto Rico · Spanish Town, Virgin Gorda, British Virgin Islands · Road Bay, Anguilla · +4 more
Fare from
$10,235
per person
Feb
28
2027
An Extended Journey through Azure Horizons & Elegant Isles
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Charlotte Amalie, St. Thomas, US Virgin Islands · San Juan, Puerto Rico · +4 more
Fare from
$9,375
per person
Feb
28
2027
A Journey from Glorious Shorelines to Nature's Allure
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Charlotte Amalie, St. Thomas, US Virgin Islands · San Juan, Puerto Rico
Fare from
$4,760
per person
Mar
1
2027
A Journey from Exciting Escapades to Idyllic Tranquillity
St. John's, Antigua · Road Bay, Anguilla · Spanish Town, Virgin Gorda, British Virgin Islands · Grand Turk, Turks and Caicos · Miami, Florida
Fare from
$4,550
per person
Mar
7
2027
An Extended Journey from Ocean Calm to Vibrant Culture
Philipsburg, St. Maarten · Gustavia, St. Barts · Basseterre, St. Kitts · Grand Turk, Turks and Caicos · Miami, Florida · +5 more
Fare from
$9,100
per person
Mar
7
2027
A Journey into Tropical Marvels & Enchanting Coastal Discovery
Philipsburg, St. Maarten · Gustavia, St. Barts · Basseterre, St. Kitts · Grand Turk, Turks and Caicos · Miami, Florida
Fare from
$5,100
per person
Mar
14
2027
A Journey of Soft Sands, Azure Waters & Sun-drenched Shores
Providenciales, Turks and Caicos · St. John's, Antigua · Pointe-à-Pitre, Guadeloupe · Bequia, St. Vincent and the Grenadines · Bridgetown, Barbados
Fare from
$4,760
per person
Mar
14
2027
An Extended Journey from Sophisticated Harbors to Sun-Soaked Horizons
Providenciales, Turks and Caicos · St. John's, Antigua · Pointe-à-Pitre, Guadeloupe · Bequia, St. Vincent and the Grenadines · Bridgetown, Barbados · +5 more
Fare from
$10,675
per person
Mar
21
2027
A Journey of Tranquil Harbors, Stunning Peaks & Caribbean Charm
St. George's, Grenada · Castries, St. Lucia · Fort-de-France, Martinique · Gustavia, St. Barts · Spanish Town, Virgin Gorda, British Virgin Islands · +1 more
Fare from
$6,785
per person
Mar
21
2027
An Extended Journey of Endless Beauty & Historic Treasures
St. George's, Grenada · Castries, St. Lucia · Fort-de-France, Martinique · Gustavia, St. Barts · Spanish Town, Virgin Gorda, British Virgin Islands · +6 more
Fare from
$11,235
per person
Apr
5
2027
A Grand Journey through Balmy Shores & Enchanting Nature to Panama’s Wonders
Gustavia, St. Barts · Little Bay, Montserrat · Basseterre, St. Kitts · Key West, Florida · Miami, Florida · +6 more
Fare from
$14,630
per person
Apr
5
2027
A Journey through Balmy Shores & Stirring Scenery
Gustavia, St. Barts · Little Bay, Montserrat · Basseterre, St. Kitts · Key West, Florida · Miami, Florida
Fare from
$4,970
per person
Apr
12
2027
A Journey through Enchanting Nature & the Marvels of the Panama Canal
Ocho Rios, Jamaica · Willemstad, Curaçao · Oranjestad, Aruba · Santa Marta, Colombia · Cartagena, Colombia · +1 more
Fare from
$7,440
per person
Apr
12
2027
An Extended Journey from Majestic Horizons to Mayan Gems
Ocho Rios, Jamaica · Willemstad, Curaçao · Oranjestad, Aruba · Santa Marta, Colombia · Cartagena, Colombia · +7 more
Fare from
$18,335
per person
Nov
5
2027
A Journey through Majestic Island Paradises & Radiant Cultures
Providenciales, Turks and Caicos · Gustavia, St. Barts · Pointe-à-Pitre, Guadeloupe · Basseterre, St. Kitts · Cruz Bay, St. John, US Virgin Islands · +1 more
Fare from
$4,725
per person
Nov
13
2027
A Journey Across the Caribbean’s Colorful Heart
Charlotte Amalie, St. Thomas, US Virgin Islands · Catalina Island, Dominican Republic · Puerto Plata, Dominican Republic · Key West, Florida · Ocean Cay, Bahamas · +1 more
Fare from
$4,200
per person
Nov
20
2027
A Journey of Thrilling Island Adventures & Historical Wonders
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Pointe-à-Pitre, Guadeloupe · Basseterre, St. Kitts · San Juan, Puerto Rico
Fare from
$4,020
per person
Nov
22
2027
A Journey of Caribbean Charm & Spectacular Natural Beauty
Willemstad, Curaçao · Oranjestad, Aruba · Santa Marta, Colombia · Cartagena, Colombia · George Town, Grand Cayman, Cayman Islands
Fare from
$6,015
per person
Nov
27
2027
A Journey through Shimmering Island History & Mesmerisingly Cultures
Gustavia, St. Barts · Spanish Town, Virgin Gorda, British Virgin Islands · Charlotte Amalie, St. Thomas, US Virgin Islands · Cayo Levantado, Dominican Republic · Ocean Cay, Bahamas · +1 more
Fare from
$4,200
per person
Dec
2
2027
A Journey through Caribbean Havens & the Tropical Gems of Seaside Cities
Port Antonio, Jamaica · Colón, Panama · Bocas del Toro, Panama · Puerto Limón, Costa Rica · San Andrés, Colombia
Fare from
$5,730
per person
Dec
4
2027
A Journey of Palm-Shaded Elegance & Caribbean Cultural Fusion
Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Cruz Bay, St. John, US Virgin Islands · Gustavia, St. Barts · Charlotte Amalie, St. Thomas, US Virgin Islands
Fare from
$5,160
per person
Dec
12
2027
A Journey into Timeless Marvels & Historical Tales of the West Indies
Puerto Plata, Dominican Republic · Catalina Island, Dominican Republic · Charlotte Amalie, St. Thomas, US Virgin Islands · St. John's, Antigua · Marigot, St. Martin · +1 more
Fare from
$4,020
per person
Dec
13
2027
A Journey of Reggae Beats & Hypnotic Caribbean Wonders
Ocho Rios, Jamaica · Kralendijk, Bonaire · Willemstad, Curaçao · Oranjestad, Aruba · Ocean Cay, Bahamas
Fare from
$5,730
per person
Dec
19
2027
A Journey of Tropical Spirits & the Colorful Beauty of the Antilles
Road Town, Tortola, British Virgin Islands · Pointe-à-Pitre, Guadeloupe · Gustavia, St. Barts · Cruz Bay, St. John, US Virgin Islands · Miami, Florida
Fare from
$4,815
per person
Dec
23
2027
A Journey through Art Deco Wonders & Caribbean Adventures
Charlotte Amalie, St. Thomas, US Virgin Islands · St. John's, Antigua · Road Town, Tortola, British Virgin Islands · Basseterre, St. Kitts · San Juan, Puerto Rico
Fare from
$4,590
per person
Dec
26
2027
A Journey of Underwater Jewels & Captivating New Year's Eve Celebration
Puerto Plata, Dominican Republic · Catalina Island, Dominican Republic · Frederiksted, St. Croix, US Virgin Islands · Charlotte Amalie, St. Thomas, US Virgin Islands · San Juan, Puerto Rico (New Year's Eve fireworks) · +2 more
Fare from
$5,350
per person
Dec
30
2027
A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm
Cruz Bay, St. John, US Virgin Islands · San Juan, Puerto Rico (New Year's Eve fireworks) · Cayo Levantado, Dominican Republic · Puerto Plata, Dominican Republic · Ocean Cay, Bahamas · +1 more
Fare from
$5,160
per person
Jan
2
2028
A Journey to Island Rhythms & Tranquil Bahamian Bliss
Road Town, Tortola, British Virgin Islands · Pointe-à-Pitre, Guadeloupe · Gustavia, St. Barts · Ocean Cay, Bahamas · Miami, Florida
Fare from
$4,020
per person
Jan
6
2028
A Journey through Sacred Cenotes & Hidden Mayan Pyramids
Cozumel, Mexico · Costa Maya, Mexico · Santo Tomás de Castilla, Guatemala · Belize City, Belize · Key West, Florida · +1 more
Fare from
$5,415
per person
Jan
9
2028
A Journey from Dominican Rhythms & Tranquil Bahamian Bliss
Puerto Plata, Dominican Republic · Catalina Island, Dominican Republic · Charlotte Amalie, St. Thomas, US Virgin Islands · Marigot, St. Martin · Cruz Bay, St. John, US Virgin Islands · +1 more
Fare from
$4,020
per person
Jan
15
2028
A Journey of Thrilling Island Adventures & Historical Wonders
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Pointe-à-Pitre, Guadeloupe · Basseterre, St. Kitts · San Juan, Puerto Rico
Fare from
$4,020
per person
Jan
16
2028
A Journey across Caribbean Culture & Volcanic Landscapes
Bequia, St. Vincent and the Grenadines · Castries, St. Lucia · Bridgetown, Barbados · St. John's, Antigua · Basseterre, St. Kitts
Fare from
$4,200
per person
Jan
22
2028
A Journey through the Caribbean's Elegant Charm & Vibrant Soul
Gustavia, St. Barts · Charlotte Amalie, St. Thomas, US Virgin Islands · Cayo Levantado, Dominican Republic · Puerto Plata, Dominican Republic · Ocean Cay, Bahamas · +1 more
Fare from
$4,020
per person
Jan
23
2028
A Journey to Island Rhythms & Tranquil Bahamian Bliss
Road Town, Tortola, British Virgin Islands · Pointe-à-Pitre, Guadeloupe · Gustavia, St. Barts · Ocean Cay, Bahamas · Miami, Florida
Fare from
$4,020
per person
Jan
29
2028
A journey through the Vibrant Pulse of the Antilles
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Terre-de-Haut, Guadeloupe · Basseterre, St. Kitts · San Juan, Puerto Rico
Fare from
$4,020
per person
Jan
30
2028
A Journey into Dominican Charm & Caribbean Splendor
Puerto Plata, Dominican Republic · Catalina Island, Dominican Republic · Charlotte Amalie, St. Thomas, US Virgin Islands · Road Bay, Anguilla · Cruz Bay, St. John, US Virgin Islands · +1 more
Fare from
$4,020
per person
Feb
5
2028
A journey of Intimate Island Bliss & Caribbean Breeze
Gustavia, St. Barts · Charlotte Amalie, St. Thomas, US Virgin Islands · Spanish Town, Virgin Gorda, British Virgin Islands · Ocean Cay, Bahamas · Miami, Florida
Fare from
$4,020
per person
Feb
12
2028
A Journey of Thrilling Island Adventures & Historical Wonders
Cruz Bay, St. John, US Virgin Islands · St. John's, Antigua · Pointe-à-Pitre, Guadeloupe · Basseterre, St. Kitts · San Juan, Puerto Rico
Fare from
$4,020
per person
Feb
19
2028
A Journey Across Turquoise Seas and Timeless Streets
Philipsburg, St. Maarten · Terre-de-Haut, Guadeloupe · Road Bay, Anguilla · Ocean Cay, Bahamas · Miami, Florida
Fare from
$4,200
per person
Feb
26
2028
A Journey through Iconic Caribbean Islands & Underwater Wonders
Providenciales, Turks and Caicos · Gustavia, St. Barts · St. John's, Antigua · Basseterre, St. Kitts · San Juan, Puerto Rico
Fare from
$4,200
per person
Feb
27
2028
A Journey through Beguiling Tropical Elegance to Vibrant Island Delights
Gustavia, St. Barts · St. John's, Antigua · Basseterre, St. Kitts · Ocean Cay, Bahamas · Miami, Florida
Fare from
$4,020
per person
Mar
4
2028
A journey through the Caribbean's Rich History & Palm-Shaded Paradise
Charlotte Amalie, St. Thomas, US Virgin Islands · Cayo Levantado, Dominican Republic · Puerto Plata, Dominican Republic · Key West, Florida · Ocean Cay, Bahamas · +1 more
Fare from
$4,020
per person
Mar
5
2028
A Journey across Oceanic Gems & the Unresistible Caribbean Charm
Road Bay, Anguilla · Charlotte Amalie, St. Thomas, US Virgin Islands · St. John's, Antigua · Cruz Bay, St. John, US Virgin Islands · San Juan, Puerto Rico
Fare from
$4,020
per person
Mar
11
2028
A Journey through Island Charm & Cultural Treasures
Providenciales, Turks and Caicos · Gustavia, St. Barts · St. John's, Antigua · Road Bay, Anguilla · San Juan, Puerto Rico
Fare from
$4,200
per person
Mar
12
2028
A Journey through Tropical Utopia & Rhythmic Streets
Road Town, Tortola, British Virgin Islands · Gustavia, St. Barts · Frederiksted, St. Croix, US Virgin Islands · Ocean Cay, Bahamas · Miami, Florida
Fare from
$4,020
per person
Mar
18
2028
A journey through Historical Gems & Idyllic Coastlines
Cruz Bay, St. John, US Virgin Islands · Pointe-à-Pitre, Guadeloupe · Marigot, St. Martin · Ocean Cay, Bahamas · Miami, Florida
Fare from
$4,020
per person
Mar
25
2028
A Journey through Iconic Caribbean Islands & Underwater Wonders
Providenciales, Turks and Caicos · Gustavia, St. Barts · St. John's, Antigua · Basseterre, St. Kitts · San Juan, Puerto Rico
Fare from
$4,020
per person
Apr
1
2028
A journey through the Caribbean's Rich History & Palm-Shaded Paradise
Charlotte Amalie, St. Thomas, US Virgin Islands · Cayo Levantado, Dominican Republic · Puerto Plata, Dominican Republic · Key West, Florida · Ocean Cay, Bahamas · +1 more
Fare from
$4,020
per person
Apr
8
2028
A Journey through Island Charm & Cultural Treasures
Providenciales, Turks and Caicos · Gustavia, St. Barts · St. John's, Antigua · Road Bay, Anguilla · San Juan, Puerto Rico
Fare from
$3,755
per person
Apr
15
2028
A journey through Historical Gems & Idyllic Coastlines
Cruz Bay, St. John, US Virgin Islands · Pointe-à-Pitre, Guadeloupe · Marigot, St. Martin · Ocean Cay, Bahamas · Miami, Florida
Fare from
$3,755
per person
Apr
22
2028
A Journey through Island Charm & Cultural Treasures
Providenciales, Turks and Caicos · Gustavia, St. Barts · St. John's, Antigua · Road Bay, Anguilla · San Juan, Puerto Rico
Fare from
$3,920
per person
Apr
29
2028
A Journey Through Caribbean Jewels
Cruz Bay, St. John, US Virgin Islands · Pointe-à-Pitre, Guadeloupe · Basseterre, St. Kitts · Marigot, St. Martin · Miami, Florida
Fare from
$3,755
per person
Per person, double occupancy. Includes taxes, fees and port charges.