Call free 0800 917 5742 We are open today between 9am and 8pm
Call free 0800 917 5742 We are open today between 9am and 8pm
See all our fantastic itineraries with Disney Cruises sailing from San Juan 2027, 2028 and 2029. Disney Cruise holidays to Puerto Rico typically include a stop in San Juan. Known for it's vibrant culture, San Juan is home to Castillo San Felipe del Morro, a 16th-century citadel, and Santurce a nearby arts and culture district filled with murals, food, and music. A trip to San Juan is common on cruises through the Caribbean where you can stop off at Castaway Cay, and Lookout Cay at Lighthouse Point - Both phenomenal private island resorts owned by Disney Cruise Lines. Stewart Travel has incredible prices and add-ons available, so call one of our friendly Cruise Experts on 0800 917 5742 to book your dream Disney Cruise Line cruise from San Juan today!
Disney Destiny 12 December 2026 7 nights
Itinerary: Port Everglades - Disney’s Lookout Cay at Lighthouse Point - San Juan - Philipsburg - Port Everglades
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Disney Dream 27 December 2026 7 nights
Itinerary: Port Everglades - Disney’s Lookout Cay at Lighthouse Point - San Juan - Tortola - Port Everglades
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Disney Dream 22 January 2027 7 nights
Itinerary: Port Everglades - Disney’s Lookout Cay at Lighthouse Point - San Juan - Tortola - Port Everglades
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Disney Destiny 30 January 2027 7 nights
Itinerary: Port Everglades - Disney’s Lookout Cay at Lighthouse Point - San Juan - Philipsburg - Port Everglades
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Disney Dream 19 February 2027 7 nights
Itinerary: Port Everglades - Philipsburg - San Juan - Castaway Cay - Port Everglades
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Disney Dream 16 April 2027 7 nights
Itinerary: San Juan - Willemstad - Oranjestad - Antigua - Philipsburg - San Juan
Cruise Only from
Disney Destiny 26 June 2027 7 nights
Itinerary: Port Everglades - Castaway Cay - Disney’s Lookout Cay at Lighthouse Point - San Juan - Puerto Plata/Dominican Republic - Port Everglades
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Disney Fantasy 11 July 2027 10 nights
Itinerary: Port Canaveral - Philipsburg - St. Lucia - Antigua - San Juan - Disney’s Lookout Cay at Lighthouse Point - Castaway Cay - Port Canaveral
Cruise Only from
Disney Destiny 07 August 2027 7 nights
Itinerary: Port Everglades - Castaway Cay - Disney’s Lookout Cay at Lighthouse Point - San Juan - Puerto Plata/Dominican Republic - Port Everglades
Cruise Only from
Disney Wish 31 October 2027 5 nights
Itinerary: New York - Kings Wharf - San Juan
Cruise Only from
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Excellent service throughout
Trusted Customer / November 2026
Very informative and helpful. Complete understanding of our needs and delivered on recommendation and price.
Mrs Brown / November 2026
Another excellent experience, booking my next holiday, from the ladies at the Helensburgh branch. Always very welcoming when you enter their premises, and every so helpful and friendly at helping you find the right holiday for you. Add to that, when they ask how your previous trip went, and love to hear your stories. They're genuinely interested in their customers, and their needs.
Mr Cornish / November 2026
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