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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. Incredible prices and add-ons are 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 17 October 2026 7 nights
Itinerary: Port Everglades - Disney’s Lookout Cay at Lighthouse Point - Castaway Cay - San Juan - Puerto Plata/Dominican Republic - Port Everglades
Cruise Only from
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
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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
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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
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Service we got from Stewart Travel was as per normal. Been using this company for a long time, always the same brilliant service from wonderfull staff in kilmarnock office. Keep up the service you provide to your customers.
Mr McHarrie / September 2026
Always receive excellent service from Stewart Travel each time we book. We usually leave it till last minute to book and this time Catherine dealt with our request promptly and throughly and her knowledge of our destination was excellent and really helpful. Ellie who we have booked with previously is also great. Highly recommend.
Mrs Pratt / September 2026
We always use Stewart Travel for our travel plans. Very informative, lovely staff and we've never been disappointed with the service they provide.
Trusted Customer / September 2026
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