Boston skyline, Universal Orlando Resort
Boston skyline, Universal Orlando Resort
USS Constitution, Freedom Trail
USS Constitution, Freedom Trail
Quincy Market, George Washington statue
Quincy Market, George Washington statue
Beacon Hill
Beacon Hill
Orlando Eye at Icon Park, Kennedy Space Center
Orlando Eye at Icon Park, Kennedy Space Center
Volcano Bay at Universal Orlando Resort
Volcano Bay at Universal Orlando Resort
City Walk at Universal Orlando Resort
City Walk at Universal Orlando Resort
Magic Kingdom and Disney Springs, at the Walt Disney World Resort Orlando
Magic Kingdom and Disney Springs, at the Walt Disney World Resort Orlando
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Boston and Orlando

10 nights from €1,389 per person Including Flights

Overview

This twin-centre holiday combining Boston and Orlando offers the perfect balance of culture, history, sunshine and fun. Spend 3 nights in Boston, one of America’s most charming, historic and walkable cities. Stroll along the Freedom Trail to uncover the stories of the nation’s beginnings, explore the lively markets and restaurants around Faneuil Hall, and admire the mix of old-world architecture and modern skyline.

After soaking up Boston’s character and charm, continue your journey south to Orlando, Florida’s vibrant heart of fun and excitement, where you will stay for 7 nights. Here, the atmosphere shifts from city culture to endless sunshine and iconic entertainment. Orlando is home to world-famous theme parks including Walt Disney World Resort and Universal Orlando Resort, offering unforgettable experiences for visitors of all ages. Away from the thrill rides, you can unwind by the pool, explore the lakes and gardens of Winter Park, or visit the Kennedy Space Center for a fascinating glimpse into space exploration.

This twin-centre holiday combines the best of both worlds: the history and sophistication of New England with the warmth and energy of Florida. With convenient flights between the two cities and a range of quality accommodations available, it’s an effortless way to experience two of America’s most captivating destinations in one unforgettable trip. (TM)

What's Included:

  • Return transatlantic flights
  • 3 nights accommodation in Boston
  • Internal flights from Boston to Orlando
  • 7 nights in accommodation in Orlando
Our holidays include
  • Flights & taxes
  • Accommodation
  • Checked baggage
  • CAR licensed & bonded
  • In resort assistance
Why Book with American Sky?
  • Hassle-free - book direct quickly and easily
  • Choice of airlines and the option to switch
  • A friendly, family run business with a wealth of experience.
  • Great deals on offer for multiple destinations
  • Low deposits
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Days 1 - 4

Boston

Begin your journey in Boston, a captivating city seamlessly blending colonial charm with modern sophistication. Tree-lined streets and cobblestone lanes showcase timeless elegance. Following the 2.5-mile Freedom Trail invites you to step back in time, leading past 16 iconic revolutionary landmarks, including the historic Old North Church, Paul Revere’s House, and the verdant Boston Common, America’s oldest public park.

Beyond its rich heritage, Boston radiates vibrant contemporary flair. Browse stylish boutiques along Newbury Street, admire grand Victorian brownstones in Back Bay, or enjoy the lively street performers and artisans at Faneuil Hall Marketplace.

As dusk falls, embark on a scenic sunset harbour cruise to watch the skyline glisten over the Atlantic, or soak up local passion at legendary Fenway Park. Indulge in authentic coastal flavours, from rich New England clam chowder and buttery lobster rolls along the waterfront to world-class fine dining across the city.

Days 4 - 11

Orlando

Swap historic Boston for palm-lined boulevards and year-round sunshine as you fly south to Orlando, Florida, where fun and relaxation blend seamlessly. Known as the theme park capital of the world, Orlando invites imagination to take flight.

At Walt Disney World Resort, explore four spectacular parks offering fairy-tale magic and cinematic thrills. Nearby, Universal Orlando Resort delivers adrenaline-pumping rides and the spellbinding Wizarding World of Harry Potter. Refresh at world-class water parks like Volcano Bay, or unwind at luxury resorts featuring palm-fringed pools, pampering spas, and fine dining.

Boutique shoppers will delight in designer finds at The Mall at Millenia and Orlando International Premium Outlets. For an inspiring day trip, visit the Kennedy Space Center to encounter real spacecraft and celebrate Florida's spirit of innovation. Whether seeking family adventure or a sunny escape, Orlando promises unforgettable memories.

  • Return transatlantic flights
  • 3 nights accommodation in Boston
  • Internal flights from Boston to Orlando
  • 7 nights in accommodation in Orlando

What's not include:

  • Airport transfers
  • Meals and optional excursions

The Godfrey Hotel Boston

Boston

A contemporary hotel nestled within the historic Downtown Crossing district of Boston, offering beautiful floor-to-ceiling windows, calming interiors, and a delicious Japanese restaurant.

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Fairmont Copley Plaza

Boston

Located in historic Back Bay a symbol of Boston’s rich history and elegance recently renovated and restored to shine more brightly than ever before. Rich with heritage, The Fairmont Copley Plaza epitomizes the culture and traditions of Boston.

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Hyatt Regency Boston

Boston

Experience the excitement of the city at Hyatt Regency Boston. Just one block from the Boston Common and within walking distance of attractions, shopping and theatres. Contemporary-style rooms, delicious dining and more await you at this luxurious Hyatt hotel in downtown Boston.

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The Liberty Hotel

Boston

Sitting in one of Boston's most historic and attractive districts, The Liberty offers a lavish and luxurious place to stay that shows off the best of the city.

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Omni Parker House

Boston

Located just steps from the Freedom Trail, the Omni Parker House has welcomed guests since 1855. Historic charm, elegant rooms, and modern comforts combine with legendary dining at Parker’s and the Parker Bar, all just minutes from Faneuil Hall, Quincy Market and Beacon Hill.

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Universal's Endless Summer Resort - Dockside Inn and Suites

Universal Orlando Resort

Inspired by sand and sea, experience a relaxed and welcoming stay at Universal's Endless Summer Resort - Dockside Inn and Suites.

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Universal's Endless Summer Resort - Surfside Inn and Suites

Universal Orlando Resort

Surf's up at Universal's Endless Summer Resort - Surfside Inn and Suites! Enjoy a host of Universal Orlando Resort guest benefits at this fantastic value resort close to all the Universal action.

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Rosen Inn at Pointe Orlando

International Drive

Ideally located in the heart of Orlando on International Drive, this hotel is an excellent value for money choice. Great for families offering a Kids Eat Free programme and three swimming pools, there’s the added bonus of a fridge and microwave in each room.

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Drury Plaza Hotel Orlando - Disney Springs® Area

Lake Buena Vista

The Drury Plaza Hotel Orlando near Disney Springs is a modern, family-friendly hotel located just minutes from Walt Disney World Resort, offering the perfect base for your Orlando getaway. Enjoy exclusive perks such as early theme park entry and complimentary park shuttles.

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Renaissance Orlando Resort & Spa - Disney Springs Area

Lake Buena Vista

The Renaissance Orlando Resort & Spa is home to a glistening pool, chic rooms and plenty of style - a fantastic family resort and an official Walt Disney World Hotel offering complimentary transportation to the parks!

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Please note that hotels within these cities charge mandatory resort fees, payable locally upon check-in. These typically range from $15 to $60 per room, per night.

Please discuss these with our sales specialists who will update you on applicable charges for your personal itinerary. All local taxes and fees are subject to change without notice, and have been included in our advertised prices based on the featured itinerary.

Alan Facer
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