Cruises
Island Inspiration - Boston Massachusetts to Miami Florida
From $2,940.00 (USD)
Destination: Caribbean
Ship: Insignia2024 - 15 Day Discover Eastern Caribbean & Grenadines: Marigot to Bridgetown aboard Emerald Sakara (Cruise)
From $11,250.00 (USD)
Destination: Caribbean
Ship: Emerald Sakara
Save $$ Per Couple2027 - 15 Day Discover Eastern Caribbean & Grenadines: Marigot to Bridgetown aboard Emerald Azzurra (Cruise)
From $8,390.00 (USD)
Destination: Caribbean
Ship: Emerald Azzurra
Save $$ Per Couple2026 - 8 Day Eastern Caribbean with St. Barths: Bridgetown to Marigot aboard Emerald Azzurra (Cruise)
From $4,010.00 (USD)
Destination: Caribbean
Ship: Emerald Azzurra
Flight OffersIsland Voyager - New York New York to Miami Florida
From $3,399.00 (USD)
Destination: Caribbean
Ship: Sirena14-Day Exotic Caribbean Isles
Destination: Caribbean
Ship: Seabourn Ovation2026 - 15 Day Discover Eastern Caribbean & Grenadines: Bridgetown to Marigot aboard Emerald Azzurra (Cruise)
From $7,990.00 (USD)
Destination: Caribbean
Ship: Emerald Azzurra
Save $$ Per CoupleShimmering Strands - Miami Florida to Miami Florida
From $2,599.00 (USD)
Destination: Caribbean
Ship: Sirena14-Day Exotic Caribbean In Depth
Destination: Caribbean
Ship: Seabourn OvationHidden Caribbean Coves - Miami Florida to Miami Florida
From $4,299.00 (USD)
Destination: Caribbean
Ship: Vista14-Day Cruise to Caribbean: Antigua, Dominican Republic & St. Thomas from Miami, Florida
Destination: Caribbean
Ship: Norwegian Pearl21 Days - Caribbean - Miami to Miami aboard Queen Elizabeth
From $2,449.00 (USD)
Destination: Caribbean
Ship: Queen Elizabeth21 Days - Caribbean - Miami to Miami aboard Queen Elizabeth
From $2,449.00 (USD)
Destination: Caribbean
Ship: Queen ElizabethIdyllic West Indies - Miami Florida to Miami Florida
From $4,899.00 (USD)
Destination: Caribbean
Ship: VistaIsland Anthology - New York New York to Oranjestad Aruba
From $3,099.00 (USD)
Destination: Caribbean
Ship: Insignia14-Day Gems Of The Caribbean
Destination: Caribbean
Ship: Seabourn OvationWindward Island Escape - Bridgetown Barbados to Bridgetown Barbados
From $3,399.00 (USD)
Destination: Caribbean
Ship: Sirena14-Day Exotic Caribbean Isles
Destination: Caribbean
Ship: Seabourn Ovation7-Day Classic Caribbean Yacht Harbors
Destination: Caribbean
Ship: Seabourn Ovation2025 - 15 Day Discover the Pearls of the Caribbean: Bridgetown to Marigot aboard Emerald Sakara (Cruise)
From $8,155.00 (USD)
Destination: Caribbean
Ship: Emerald Sakara
Save $$ Per Couple2027 - 15 Day Discover the Pearls of the Caribbean: Marigot to Bridgetown aboard Emerald Azzurra (Cruise)
From $8,450.00 (USD)
Destination: Caribbean
Ship: Emerald Azzurra
Save $$ Per Couple2025 - 15 Day Discover Eastern Caribbean & Grenadines: Marigot to Bridgetown aboard Emerald Sakara (Cruise)
From $8,170.00 (USD)
Destination: Caribbean
Ship: Emerald Sakara
Save $$ Per CoupleCaribbean Panorama - Miami Florida to Miami Florida
From $3,999.00 (USD)
Destination: Transoceanic
Ship: Nautica2025 - 22 Day Discover the hidden treasures of the Caribbean: Bridgetown to Marigot aboard Emerald Sakara (Cruise)
From $12,230.00 (USD)
Destination: Caribbean
Ship: Emerald Sakara
Save $$ Per Couple14-Day Caribbean Gems In Depth
Destination: Caribbean
Ship: Seabourn Ovation2025 - 8 Day Eastern Caribbean with St. Barths: Bridgetown to Marigot aboard Emerald Sakara (Cruise)
From $4,095.00 (USD)
Destination: Caribbean
Ship: Emerald Sakara
Flight Offers14-Day Gems Of The Caribbean
Destination: Caribbean
Ship: Seabourn OvationQuebec & Caribbean Melody - Montreal Quebec to Oranjestad Aruba
From $6,299.00 (USD)
Destination: Transoceanic
Ship: Insignia2026 - 14 Day Discover the Grenadines & Windwards islands: Bridgetown to Marigot aboard Emerald Azzurra (Combo)
From $7,800.00 (USD)
Destination: Caribbean
Ship: Emerald Azzurra
Save $$ Per Couple2024 - 22 Day Discover the hidden treasures of the Caribbean: Marigot to Bridgetown aboard Emerald Sakara (Combo)
From $16,850.00 (USD)
Destination: Caribbean
Ship: Emerald Sakara
Save $$ Per Couple