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Orlando & Puerto Rico
From
£1,949
Per Person
Orlando & Puerto Rico: A 10 Night Twin-Centre Family Adventure — gallery image 1
Orlando & Puerto Rico: A 10 Night Twin-Centre Family Adventure — gallery image 2
Orlando & Puerto Rico: A 10 Night Twin-Centre Family Adventure — gallery image 3
Orlando & Puerto Rico: A 10 Night Twin-Centre Family Adventure — gallery image 4
Orlando & Puerto Rico: A 10 Night Twin-Centre Family Adventure — gallery image 5
Orlando & Puerto Rico: A 10 Night Twin-Centre Family Adventure — gallery image 6
Orlando & Puerto Rico: A 10 Night Twin-Centre Family Adventure — gallery image 7
Destinations

Orlando & Puerto Rico

🌙 14 nights ✈ Return Flights Included 🛡 ATOL Protected
From
£1,949
Per Person
📞 0203 727 6363

SuperDestinations Ltd is ATOL protected with license number 10713. Your money is fully protected by the Civil Aviation Authority.
This holiday is a package holiday within the meaning of the Package Travel and Linked Travel Arrangements Regulations 2018.

Overview

Duration
14 nights
Route
Orlando & Puerto Rico
Included
Hotels, Transfers
From
£1,949 per person based on two sharing
Lowest-priced month
Nov 2026
Financial protection
ATOL 10713

Complete Package Details & Travel Protection

Your comfort, safety, and complete satisfaction are our highest priorities throughout your 12-day journey to Orlando and Puerto Rico. This comprehensive vacation package includes everything you need for a completely stress-free and memorable American and Caribbean experience. Complete Package Inclusions: • Return international flights from major UK airports with generous checked baggage allowances • All domestic flights between cities with convenient connection times and baggage transfers • Luxury 4-star and 5-star hotels in prime locations near major attractions • Private airport transfers in comfortable, air-conditioned vehicles with professional drivers • 24/7 emergency assistance and multilingual travel support team • Comprehensive pre-departure travel documentation, city guides, and insider tips • Flexible payment plans with low deposits from £199 per person • Full ATOL financial protection for complete peace of mind Why book with SuperDestinations: We specialize in creating exceptional holiday experiences that combine authentic cultural immersion with luxurious comfort and exceptional value. Moreover, our travel specialists have personally visited and carefully vetted every hotel and key attraction in your itinerary. Furthermore, with over 38 years of experience designing luxury USA & Caribbean holidays, we ensure every detail not only meets but exceeds your expectations. Additionally, our partnerships with premium hotels and leading airlines allow us to offer competitive pricing, exclusive upgrades, and VIP service throughout your journey. Flexible Customization Options: Choose your preferred travel dates from our extensive availability throughout 2026, 2027, and 2028. Furthermore, you can upgrade your accommodations to premium suites or add exclusive experiences. Additionally, consider including VIP theme park passes, private guided tours of Old San Juan, or special celebration touches for birthdays or anniversaries. Moreover, you can extend your stay in either destination. Consequently, our expert travel consultants work closely with you to create a completely personalized itinerary that perfectly matches your interests, preferences, and travel style. Safe, Secure & Protected Travel: Travel with complete confidence knowing your vacation is comprehensively protected. Therefore, we partner exclusively with reputable international airlines, premium hotel brands, and trusted local service providers to guarantee the highest standards of safety and quality throughout your entire journey. Furthermore, our 24/7 UK-based support team is always available for assistance, recommendations, or emergency support whenever needed. Consequently, full ATOL protection provides financial security and peace of mind.

Why You'll Love It

Holiday Highlights

Experience an extraordinary Orlando Puerto Rico Holiday, perfectly blending the fantasy of world-class theme parks with the tropical allure of a Caribbean island. Moreover, this 12-day family adventure is designed to create lasting memories. Furthermore, the itinerary expertly balances thrilling attractions with serene beach relaxation for a varied experience. Therefore, you get the best of both worlds, from magical castles to historic colonial streets. Consequently, this journey offers a unique and unforgettable escape.

This comprehensive package includes return flights from the UK, the connecting flight between Orlando and San Juan, private airport transfers, and 11 nights in 4-star hotels. Additionally, your booking is fully ATOL protected for complete financial security. Moreover, our 24/7 concierge support means assistance is always just a phone call away. Furthermore, all key logistics are managed by our expert team. Therefore, you can simply relax and enjoy every moment of your stress-free vacation.

Stay in two handpicked 4-star luxury hotels, each offering premium amenities, exceptional service, and prime locations for exploration. Furthermore, Orlando’s resort provides a tranquil oasis near the theme parks, while the San Juan hotel boasts stunning ocean views and direct beach access. Meanwhile, spacious family-friendly rooms and resort-style pools ensure comfort for all ages. Consequently, your accommodation serves as a luxurious and convenient base for your daily adventures.

Save 40% on this exceptional Orlando Puerto Rico Holiday with our special promotional offer. Moreover, our flexible payment options, including low deposits from just £199, make booking this dream trip easier than ever. Additionally, securing your dates early often provides the best value and guarantees your spot. Furthermore, our price promise ensures you are receiving a competitive rate. Therefore, reserve your family’s next great adventure today and lock in fantastic savings.

Day by Day

Your Full Itinerary

  1. Day 1 Arrival in Magical Orlando

    Welcome to Orlando! Upon arrival, your private transfer will escort you to your luxurious 4-star resort. Moreover, the rest of the day is yours to settle in, take a dip in the pool, and anticipate the adventures ahead.

  2. Day 2 Orlando Theme Park Thrills

    Today is dedicated to world-class theme park excitement. Whether you choose the magic of Disney or the thrills of Universal, your day will be filled with unforgettable rides and shows. Therefore, prepare for a day of pure family fun and entertainment.

  3. Day 3 More Orlando Adventures

    Continue your theme park exploration with another full day of adventure. Furthermore, you could visit a different park or revisit your favourite rides from the day before. The choice is yours in this entertainment paradise.

  4. Day 4 Journey to the Stars

    Embark on an inspiring journey at the Kennedy Space Center Visitor Complex. Moreover, you can walk among giant rockets and even experience a simulated shuttle launch. Consequently, it’s an educational and awe-inspiring day for all ages.

  5. Day 5 Flight to San Juan, Puerto Rico

    After a final morning in Orlando, you will be transferred to the airport for your flight to San Juan, Puerto Rico. Upon arrival, another private transfer will take you to your beachfront hotel. Therefore, your transition to the Caribbean is seamless.

  6. Day 6 Exploring Historic Old San Juan

    Discover the charm of Old San Juan, a UNESCO World Heritage site. Furthermore, you can wander its cobblestone streets, admire the colourful colonial buildings, and explore historic forts like El Morro. It’s a journey back in time.

  7. Day 7 El Yunque Rainforest Discovery

    Today, you’ll explore the lush landscapes of El Yunque National Forest, the only tropical rainforest in the U.S. National Forest System. Moreover, you can hike to picturesque waterfalls and enjoy stunning panoramic views.

  8. Day 8 Caribbean Beach Bliss

    Relax and rejuvenate on the beautiful beaches of San Juan. Furthermore, you can swim in the warm Caribbean Sea, sunbathe on the golden sand, or try some exciting water sports. This is your day for ultimate relaxation.

  9. Day 9 Bioluminescent Bay Wonder

    Experience one of nature’s most magical phenomena with an evening kayaking tour of a bioluminescent bay. As you paddle, the water around you will light up with a mystical blue-green glow. Therefore, it is a truly unforgettable experience.

  10. Day 10 A Taste of Puerto Rico

    Indulge in the vibrant flavours of Puerto Rican cuisine. Moreover, you can join a guided food tour in Old San Juan or simply explore the local restaurants and street food stalls. It’s a delicious way to experience the local culture.

  11. Day 11 Leisure & Lasting Memories

    Enjoy your final full day at leisure. You could do some last-minute souvenir shopping, relax by the pool, or revisit a favourite spot. Therefore, make the most of your last moments in this Caribbean paradise.

  12. Day 12 Departure from San Juan

    After a final Puerto Rican breakfast, your private transfer will take you to the airport for your flight back to the UK, filled with wonderful memories of your dual-destination holiday.

Where You'll Stay

Your Hotels

Hyatt Regency Grand Cypress

4-star hotel

The 4-star Hyatt Regency Grand Cypress in Orlando is an oasis of tranquility set within a 1,500-acre private resort. Moreover, it is located just one mile from Walt Disney World, offering unparalleled convenience. The resort boasts a half-acre outdoor pool with waterfalls and waterslides, a private lake with water sports, and multiple dining options. Furthermore, the spacious, modern rooms provide a perfect sanctuary after a long day at the theme parks. Consequently, it's an ideal choice for families seeking both adventure and upscale relaxation.

Caribe Hilton

4-star hotel

The iconic 4-star Caribe Hilton is a landmark hotel nestled on a 17-acre peninsula in San Juan. Furthermore, it boasts a secluded beach, multiple oceanfront swimming pools, and lush tropical gardens, offering a true resort experience. The hotel is credited as the birthplace of the Piña Colada. Moreover, its prime location is perfectly situated between historic Old San Juan and the vibrant Condado district. Additionally, guests can enjoy a full-service spa, tennis courts, and several on-site restaurants, ensuring a memorable Caribbean stay.

Live Pricing

Choose Your Travel Month

All prices are per person based on two adults sharing. Includes return flights and accommodation. Click any month to enquire.

2026
Oct
£1,999
pp
Nov
£1,949
pp
Dec
£2,439
pp
2027
Jan
£2,349
pp
Feb
£2,369
pp
Mar
£2,379
pp
Apr
£2,439
pp
May
£2,319
pp
Jun
£2,349
pp
Jul
£2,249
pp
Aug
£2,809
pp
Sep
£2,099
pp
Oct
£2,219
pp
Nov
£2,169
pp
Dec
£2,699
pp
* Prices per person based on two adults sharing. Subject to availability. Enquire or call 0203 727 6363.

Price Breakdown

FROM (per person)
£1,949
per person · Based on 2 adults sharing
✈ FlightsReturn flights from UK included
🧳 Baggage23kg checked baggage
🏛 Hotel14 nights accommodation
🚌 TransfersPrivate airport transfers
✈ Airport TaxesAll airport taxes included
💳 Deposit30% per person to secure booking
☉ ATOL Protected – No. 10713. This is a package holiday under the Package Travel and Linked Travel Arrangements Regulations 2018. Prices are subject to availability. Shown price is based on the lowest available fare at time of publication.
About This Holiday

More Details

An Unforgettable Orlando Puerto Rico Holiday: Parks & Paradise

Your ideal Orlando Puerto Rico Holiday begins here, blending the world's most exhilarating theme parks with the sun-drenched colonial charm of the Caribbean. This meticulously crafted twin-centre itinerary is designed for families seeking both high-octane thrills and serene beachside relaxation. Indeed, you will spend your first week diving into the cinematic magic of Orlando's world-famous attractions, based at a stunning resort with exclusive park benefits. Subsequently, you will trade rollercoasters for radiant coastlines as you fly to San Juan, Puerto Rico. Here, you'll discover a world of historic fortresses, vibrant culture, and idyllic beaches from the comfort of an iconic oceanfront hotel. This journey offers a seamless fusion of two distinct, yet equally captivating, American experiences. Consequently, it promises a wealth of memories for every member of the family, without the stress of complex planning. From the pulse-pounding energy of Universal Studios to the tranquil rhythm of Caribbean life, this holiday delivers the perfect balance of adventure and escape. Moreover, every detail, from internal flights to car hire, is expertly arranged for your convenience.

Experience Orlando: The Ultimate Family Playground

The first chapter of your adventure unfolds in Orlando, the undisputed theme park capital of the world. For six nights, you will be immersed in a universe of entertainment and excitement. Your included car hire provides the freedom to explore at your own pace. From the magical realms of Walt Disney World to the epic adventures waiting at Universal Orlando Resort. Experience the wizardry of The Wizarding World of Harry Potter, come face-to-face with dinosaurs. Brave some of the most innovative rides ever created. However, Orlando is more than just its parks. You can also discover fantastic shopping outlets, diverse dining experiences, and unique attractions like ICON Park. Your base at the Loews Sapphire Falls Resort not only provides a tropical sanctuary to relax in but also offers valuable perks like Early Park Admission to Universal. As a result, you can maximise your time enjoying the attractions and minimise your time in queues. For a truly optimised family experience.

Discover San Juan: Caribbean Charm & History

Following your action-packed stay in Florida, the next stage of your journey transports you to the enchanting island of Puerto Rico. A short and convenient flight brings you to San Juan, a city where centuries of history meet stunning natural beauty. For four nights, you will explore this Caribbean jewel from your base at the legendary Caribe Hilton. Stroll through the blue cobblestone streets of Old San Juan, a UNESCO World Heritage site, and admire the colourful colonial architecture. Furthermore, you can delve into the past by exploring the imposing fortresses of El Morro and Castillo San Cristóbal. Offer breathtaking views over the Atlantic. Beyond the city's historic walls, pristine beaches invite you to unwind and soak up the tropical sun. Indulge in the island's celebrated culinary scene, from street-side kiosks to fine dining restaurants. Perhaps even experience the vibrant rhythms of salsa music. This part of your Orlando Puerto Rico Holiday offers a wonderful cultural contrast. A relaxing yet enriching conclusion to your American adventure.

Why Choose This Orlando Puerto Rico Holiday?

This twin-centre holiday is more than just a trip; it's a perfectly balanced experience designed by experts. We understand that planning a multi-destination family holiday can be daunting. Therefore, we have taken care of all the complex logistics. This includes your international flights from the UK, the essential internal flight between Orlando and San Juan, your vehicle in Florida. All necessary airport transfers in Puerto Rico. You are not just booking two separate trips; you are securing a single, seamless journey. Additionally, the choice of accommodation is critical. Both Loews Sapphire Falls Resort and the Caribe Hilton are renowned for their exceptional quality, family-friendly amenities, and prime locations. They provide the perfect blend of comfort, luxury, and convenience. In addition, this itinerary offers an incredible educational and cultural dimension. Children and adults alike to experience two very different facets of American life. It is an adventure packed with fun, relaxation, and discovery.

Luxury Accommodation on Your American Adventure

Where you stay is just as important as where you go. In Orlando, the 4* Loews Sapphire Falls Resort is your Caribbean-themed haven. This beautiful hotel transports you to a paradise of cascading waterfalls, a huge resort-style pool, and lush grounds. As a guest, you benefit from complimentary water taxi services to the Universal parks and, crucially, Early Park Admission. This allows you to experience popular attractions before the general public. Meanwhile, in Puerto Rico, the 4* Caribe Hilton is a landmark in itself. Famed as the birthplace of the Piña Colada, this resort boasts a secluded beach, multiple oceanfront pools, and a lush bird sanctuary. Its location is ideal, nestled between the historic charm of Old San Juan and the modern Condado district. Both properties ensure that after a day of exploration, you return to a comfortable and luxurious environment to recharge for the next day's adventures. Consequently, your accommodation becomes an integral and enjoyable part of your holiday experience.

Need Answers?

Frequently Asked Questions

Your Orlando & Puerto Rico: A 10 Night Twin-Centre Family Adventure package includes hotel accommodation, airport transfers, all fully ATOL protected under licence 10713. The trip is 11 nights in total. Our consultants handle every booking detail so you arrive completely stress-free.
This USA package starts from £1,699pp per person based on two adults sharing. A 30% deposit confirms your reservation, with the balance due 10 weeks before departure. Every booking is ATOL protected — your money is fully safeguarded under the Package Travel Regulations 2018. Call 0203 727 6363 or WhatsApp for a tailored quote with your preferred dates.
Yes — SuperDestinations holds ATOL licence 10713, issued by the Civil Aviation Authority. Every penny of your USA holiday is fully protected under the Package Travel Regulations 2018. In the unlikely event of any issue, you are guaranteed a full refund or repatriation at no extra cost. We are also IATA registered and independently audited, meeting the highest standards in UK travel.
Not at all. Our team arranges every element of your multi-centre itinerary — flights between destinations, transfers, hotel check-ins, and travel documents. Your specific route is Orlando & Puerto Rico. You receive a comprehensive travel pack covering every detail before you depart. Our consultants are available 7 days a week if you need support while travelling.
Yes — our itineraries are fully customisable. We can add extra nights at any destination, upgrade your accommodation, arrange additional excursions, or tailor the route entirely to your preferences. Simply call us on 0203 727 6363 or WhatsApp us for a bespoke quotation.
Our luxury USA packages feature hand-picked 5-star hotels, premium economy or business class flight options, private transfers rather than shared coaches, and dedicated concierge support throughout. Every detail is arranged to the highest standard — we do not use automated booking systems. Your itinerary is curated by specialists who have visited these destinations firsthand.
Yes — this package is family-friendly. The hotels in this package offer excellent family facilities. We can arrange connecting rooms, family suites, or adjoining rooms depending on your group size. Please share your children's ages when enquiring so we can recommend the best room configuration and dining options.
Destinations
Orlando & Puerto Rico
🌙 14 nights ✈ Return Flights
From
£1,949
Per Person
✈
Return flights from UK included
🏨
Hand-picked accommodation
📞
24/7 expert concierge support
🛡
ATOL Protected – No. 10713. Prices subject to availability; the price shown is the lowest available fare when published.
📞 Call 0203 727 6363
🛡 ATOL ✅ IATA 💰 Price Match
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