Call free 0800 917 5742 We are open today between 9am and 4:30pm
Call free 0800 917 5742 We are open today between 9am and 4:30pm
See all our fantastic itineraries with Disney Cruises sailing from San Juan 2026, 2027 and 2028. 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 Dream 13 November 2026 7 nights
Itinerary: Port Everglades - Disney’s Lookout Cay at Lighthouse Point - San Juan - Puerto Plata/Dominican Republic - Castaway Cay - Port Everglades
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Disney Destiny 12 December 2026 7 nights
Itinerary: Port Everglades - Disney’s Lookout Cay at Lighthouse Point - San Juan - Philipsburg - Port Everglades
Cruise Only from
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
Cruise Only from
Disney Dream 19 February 2027 7 nights
Itinerary: Port Everglades - Philipsburg - San Juan - Castaway Cay - Port Everglades
Cruise Only from
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
Cruise Only from
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
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From initial enquiry to booking Donna was extremely mindful of all my requirements and managed to find exactly the holiday I require.
James Iain McLean / October 2026
Julie was so helpful with my new booking and went out of her way to accommodate my requests.
Mrs Allsopp / October 2026
The service from Stewart Travel was very good. Calum was very helpful and very efficient. I know that I’ll be able to contact him if I need anything.
Trusted Customer / October 2026
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