Click here to view our itinerary for 5 amazing days in London!
Looking for a hotel? Take a peek at our review. Here’s where we stayed:
Postcard Friday…London
Bermuda Itinerary
Bermuda
Sometimes you’ve got to get away and recharge without your kiddos. You come back refreshed, unstressed, and ready to be the best parent possible. Bermuda was the perfect location for us because it is only a 2-hour flight from Boston. With its pink sand beaches, turquoise waters, and charming colonial towns, is the ideal destination for a mix of relaxation and adventure. This 5-day Bermuda itinerary will guide you through the island’s best activities, attractions, and local cuisine.  My good friend and I spent four fabulous nights there. Here was our Bermuda itinerary:
Where do you fly in?
The best place to fly in is L. F. Wade International Airport
CLICK HERE TO FIND AN AMAZING FLIGHT
DAY 1
Took our flight from Boston to Bermuda. (2-hour flight!)
Checked into our hotel, The Fourways Inn. (Read our full review of the hotel HERE)
We went to the local market to buy cheese and cocktails. We had planned on spending the rest of the afternoon by the pool, but it rained. That was fine since we enjoyed rosé and cheese near the terrace.Â
We had an amazing dinner at the restaurant.
 
Itinerary for a Weekend in Mystic, CT
Weekend in Mystic, CT
Located half way between Boston and New York City, this charming seaside town in Connecticut is the perfect place for a weekend getaway. Mystic has a fierce connection to the sea and you’ll be drawn to it as you explore the town. A weekend visit to this town filled with New England charm, is the perfect way to recharge as a family. Here is one way to spend your weekend. Enjoy!
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FRIDAY AFTERNOON
Check into the Hilton mystic. It has the best location since it right across the street from the aquarium and great shops.
Perfect Itinerary for a Week in Santorini
Santorini Itinerary
Many people think of Santorini as a honeymoon destination filled with starry-eyed newlyweds and wedding proposals around every corner. However, Santorini is actually an amazing destination for a family vacation and is filled with fun activities to do with your kids. There is no need for electronics to keep your kids entertained and never once did they say they were bored. Being in Santorini is like walking into a postcard and this concept is not lost on kids. Here is a Perfect Itinerary for a Week in Santorini.
DAY 1
Today is all about exploring Oia.Â
BYZANTINE CASTLE RUINS
If possible, get up early to beat the crowds and head over to the BYZANTINE CASTLE RUINS.  The actual building is more like a shell but the views from around it is breathtaking. 360 degrees of blue water, white buildings, and amazing cliffs welcome you from the top of the ruins.Â
Spend the rest of your morning getting lost in the maze of streets of Oia. Peek into little shops and small art studios. Have breakfast in a tiny café and enjoy some delicious Greek coffee! There are hundreds of steps in Oia, so be prepared to get a good workout.
London Itinerary
London Itinerary
I have to admit that London was never on my must-travel-to list but since we were heading to Greece we decided to stay here for a few nights as a stopover. I fell in love with this charming city. It is so clean and welcoming that I didn’t want to leave. London is a city where history meets modernity, offering travelers a perfect mix of iconic landmarks, cultural treasures, and vibrant neighborhoods. There are many quaint English pubs where you can stop in for a pint. Many of these pubs welcome families and the loud atmosphere provides good distractions for the kids. I wish I had more time to see the countryside and the next time I go to London I will rent a car and get out of the city for a few days. Here is an itinerary for 5 full days in London, with plenty of time for exploring the city.
Where do you fly in?
The best place to fly in is London Heathrow (LHR) (14.4 miles)
London Gatwick (LGW) (24.5 miles)
London City (LCY) Airport (7.7 miles)
CLICK HERE TO FIND AN AMAZING FLIGHT
DAY 1
Spend your morning walking around London enjoying the quaint feel of the city. Walk through St. James Park and take in the flowers, trees, bridges, and ponds that make this park so lovely and offers endless photo opportunities. This is a great place to let your kids run around, stretch their legs, and maybe climb a tree or two. It is a peaceful oasis right in the heart of the city. Stroll along tree-lined paths, feed the ducks by the picturesque lake, and enjoy stunning views of Buckingham Palace. This is the perfect place to soak in the city’s charm and snap some postcard-worthy photos.
7 adventurous days in Iceland…the Land of Fire and Ice
Hiking in Iceland
Iceland is the new IT place, and for good reasons. Waterfalls, hot springs, glaciers, icebergs, and some of the nicest locals around make it the perfect family destination. If you’re looking for amusement parks, you may as well stop reading this. Iceland will get you up close with nature and push you to find your inner explorer.  Although there are tons of tour companies, I would definitely suggest renting a car. Driving is so easy in Iceland and we stopped so many times to take pictures and go off the beaten path. From thundering waterfalls and volcanic beaches to serene lagoons and puffin-filled coasts. Along the way, you’ll also experience Iceland’s unique culture and cuisine, staying fueled for epic adventures with traditional dishes like lamb stew and fresh seafood. Here is my itinerary for 7 adventurous days in Iceland…the land of fire and ice:
Where do you fly in?
The best place to fly in is Keflavik International Airport
CLICK HERE TO FIND AN AMAZING FLIGHT
DAY 1
Spend the day getting to know Reykjavik, the capital of Iceland.Â
First stop is the Viking Museum. Although it is a little gory, it’s a good way to learn how the Viking culture influenced Iceland throughout the years. Your admission comes with a headset to do a self-guided tour. It’s a great way to immerse yourself in the country’s rich history before heading out into the wild.
Lunch: Head down to the water and have some amazing seafood while enjoying a backdrop of mountains and ocean.
Time to get out on the water. Take a Puffin Tour to see a breeding ground of these adorable little guys. (Read our full review HERE) You can take several tours from Reykjavik to see these adorable seabirds in their natural habitat. From May to August, puffins nest on Iceland’s rugged cliffs, and boat tours offer the best view of their colorful beaks and playful antics. Make sure to book in advance.
Spend the rest of the afternoon wandering the streets of Reykjavik. You might want to buy an iconic Icelandic sweater.
NYC Itinerary
As a born and raised New Yorker, NYC holds my heart! It is the perfect destination for families because there is something fun for everyone and you’ll never run out of things to do. I didn’t put any recommendations for dinners because I usually like to eat near whatever hotel we’re staying at so we can walk there with the kids.
Here is our itinerary for 5 full days in paradise:
Where do you fly in?
The best place to fly in is Newark Liberty International Airport (EWR) 12 miles away, LaGuardia Airport (LGA) 5 minutes away, and John F. Kennedy Intl. Airport (JFK) 13 miles away
CLICK HERE TO FIND AN AMAZING FLIGHT
DAY 1
Today is all about Central Park. In the morning, take a carriage ride to get a feel for the park. On your trip you are likely to pass the zoo, Wollman Rink, the Dairy, the Carousel, the Pond, and the Dakota. The drivers are knowledgeable about the park but also entertaining and my kids always liked hearing all the facts.
Location: Central Park between 5th and 6th street.
Have lunch at Alice’s Tea Cup. As soon as your children walk into the restaurant they are given a pair of fairy wings and are sprinkled with fairy dust. Seriously…what kid wouldn’t love that? Have the Mad Hatter so you get a taste of everything.
There are 3 locations: 102 West 73rd Street at Columbus Ave, 156 East 64th Street, and 220 East 81st Street between 2nd & 3rd Avenue.
Spend the afternoon at the Central Park Zoo.  It is such a quaint zoo that lets you have a fun zoo experience without having to do an entire day of staring at animals. This is a great place to watch adorable animals such as penguins, snow leopards, grizzly bears, polar bears, monkeys, and sea lions. There is a beautiful rain forest section that lets you forget you are in the middle of a busy city. Don’t forget to do a 4-D movie while you’re there.Â
Location: 64th Street and 5th Avenue
Itinerary for a Perfect Week in St. Martin/St. Maarten
St. Martin/ St. Maarten Itinerary
 We rarely go to the same destination twice, so when we return somewhere it speaks highly of that destination. St. Martin/St. Maarten is an island where we felt safe exploring, comfortable driving, and loved the variety of activities. The people are so welcoming and love to share their culture with visitors. Since the island is half Dutch and half French, you feel like you’ve traveled to two islands in one trip. Looking for a perfect week in St. Martin/St. Maarten
Get ready to fall in love with the Caribbean charm, crystal-clear waters, and vibrant culture of St. Martin. From relaxing on breathtaking beaches to savoring mouthwatering local cuisine, this 5-day itinerary has everything you need to make the most of your trip.
Where do you fly in to St. Martin/ St. MaartenÂ
The best place to fly in is Princess Juliana International Airport
CLICK HERE TO FIND AN AMAZING FLIGHT
Itinerary for a perfect week in St. Martin:Â
DAY 1
I always spend the first full day enjoying my hotel/rental and spending time in the sun and sand with my family. Enjoy the pool or the closest beach and soak up all the sunshine!
Lunch: Kali’s Beach Bar. This is a toes-in-the-sand restaurant, located on the serene Friar’s Bay Beach. This laid-back beachfront spot serves fresh, flavorful Caribbean dishes like grilled fish, spicy ribs, and fried plantains.  Kids can play in the sand while you enjoy a cocktail and wait for your food. With its reggae vibes and ocean views, it’s the perfect introduction to the easygoing island lifestyle.Â
Itinerary for a Perfect Week in Sarasota
Why choose Sarasota, Florida?Â
When I think of Florida, I don’t picture Disney. I envision walking across powder white sand collecting shells and shark teeth on the gulf coast. We spend our days doing an excursion for half of the day and enjoying the sunshine at the beach or by the pool for the other half. It really is the perfect vacation scenario and our town of choice in Florida is Sarasota. It has diverse dining, cute boutique shopping, bustling arts and culture, and some of the best beaches in the US.
Where do you fly in?
Sarasota Bradenton International Airport
Tampa International Airport (It is usually cheaper to fly here.) (1 hour drive)
St. Pete-Clearwater International Airport (1 hour 15-minute drive)
CLICK HERE TO FIND SOME GREAT FLIGHTSÂ
 Here is our itinerary for 5 full days in paradise:
DAY 1
Mote Marine Laboratory
Spend the morning at our favorite place in Sarasota! The best thing about this aquarium is the fact that it’s a working research facility. You’ll love meeting our two favorite manatee…Hugh and Buffett. Also, say hello to our pal Hang Tough, a blind green turtle that lives at Mote because he couldn’t survive in the wild. The aquarium is filled with fish, sharks, eels, otters, crocs, ands more. Â
Itinerary for a Perfect Week in Grand Cayman
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When we traveled to Grand Cayman we had one thing in mind…get away from the depressing lovely piles of New Hampshire snow. We wanted to soak in the sunshine and play in the sand. Stunning beaches, crystal-clear waters, and incredible food come together for the ultimate Caribbean getaway. Whether you’re lounging on 7 Mile Beach, swimming with stingrays, or savoring fresh seafood, this island has something for everyone. Follow this 5-day Grand Cayman itinerary to experience the best of the island, including must-visit attractions, top-notch restaurants, and local favorites you won’t want to miss! Here is our Itinerary for a Perfect Week in Grand Cayman:
Where do you fly in?
The best place to fly in is Owen Roberts International AirportÂ
CLICK HERE TO FIND AN AMAZING FLIGHT
Where did we stay?
We rented an amazing condo at the Regal Beach Club. There were 2 pools and right on the stunning Seven Mile Beach. The beaches were never crowded and the sand was powder white.
CLICK HERE TO FIND THE PERFECT RENTAL
DAY 1
We always spend the first full day enjoying our hotel and spending time in the sun and sand with our family. Splash in the pool or head to the closest beach and soak up all the sunshine!
After playing in the sun we had to do a few errands. Since we stayed at a condo, we went to the market to load up on local food to make for breakfasts and lunches. We found a farmer’s market and bought delicious local fruit and vegetables.
After lunch, we rented jet skis on 7 Mile Beach, one of the most beautiful beaches in the Caribbean. With its soft white sand, turquoise water, and calm waves, it’s perfect for sunbathing, swimming, or paddleboarding. Take a leisurely stroll along the shoreline, and don’t forget to snap some photos of the stunning ocean views.
Dinner: Deckers Caribbean Grill  This is a fun beach bar where you can sit with your feet right in the sand. This local favorite known for its relaxed vibe and delicious dishes. Their fresh seafood, jerk chicken, and tender steaks are crowd-pleasers, but the star of the show is their signature all-you-can-eat lobster night. Pair your meal with a tropical cocktail for the perfect end to your first day in paradise.