50-Plus Travel Sailing Tours & Trip Packages

50-Plus Travel Sailing Tours & Trips

4,318 50-Plus Travel trips. Tours from 430 tour companies. 14,916 reviews. 4.6/5 avg rating.

30 trips exactly matchall of the the filters you selected.
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Sailing
Paradise Islands
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4.7/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Belize Barrier Reef

Highlights

  • Experience the only guided lodge to lodge paddling and snorkeling journey in Belize.
  • Visit small islands that see fewer visitors: Tobacco Caye, Southwater Caye and Billy Hawk Caye
  • Explore the uninhabited islands, coral reefs, mangroves and abundant marine life by sea kayak, kayak sail, snorkel or Stand Up Paddleboard.
  • Travel inland to the savannah of the Tropical Education Center; forest cabanas and interpretive trails
  • Enjoy an arranged nocturnal tour of the Belize Zoo – a great introduction to local ecology and wildlife.

Themes

50 plus, Eco, Sustainable & Green Travel, Family Friendly, National Parks, Nature & Wildlife, Rafting, Kayaking, Canoeing, Relaxing Retreats, Sailing, Scuba Diving

What travelers are saying

"Our group had such an amazing time at Half Moon Caye Feb 4-10! So thankful to have had a wonderful trip before coronavirus shut things down. The guides were incredible and made the experience fun and educational. Ms Ann's cooking was excellent and she even let me help out in the kitchen one evening. There were a great variety of different activities, but I enjoyed snorkeling the most! Thanks for a great trip!"

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Isles and Inlets of Argyll
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5/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Opportunity to cruise and explores some of the fabulous long, sheltered sea lochs in Argyll
  • Experience the stars as you never have before, with no light pollution at our anchorages at night
  • Climb to see the mysterious "Maids of Bute" painted stones

Themes

50 plus, Birding, Cultural, Family Friendly, National Parks, Nature & Wildlife, Relaxing Retreats, Singles Travel, Small Ship Cruise, Transformative, Sailing

What travelers are saying

"I had a simply marvellous and memorable experience aboard St Hilda with the Mull Odyssey cruise. Christophe and Kerry were fantastic, helpful , lovely people. Everybody was great company! The land and seascapes were quite amazing, the light and shade effects wonderful. I know and love the West Coast of Scotland, and this is a wonderful way of seeing it. Highlights were the peace of Iona, the puffins within a couple of feet on Lunga, the fantastic mountains of Mull reflected in the water.... I could go on for ever! Quite the best holiday of my life!"

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St Kilda: an Outer Hebridean Cruise
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5/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Visit Hirta - a UNESCO world heritage site
  • See the sea cliffs of the St Kilda islands
  • Explore the islands of the Outer Hebrides and the Small Islands

Themes

50 plus, Birding, Family Friendly, National Parks, Nature & Wildlife, Relaxing Retreats, Singles Travel, Small Ship Cruise, Transformative, Sailing

What travelers are saying

"I had a simply marvellous and memorable experience aboard St Hilda with the Mull Odyssey cruise. Christophe and Kerry were fantastic, helpful , lovely people. Everybody was great company! The land and seascapes were quite amazing, the light and shade effects wonderful. I know and love the West Coast of Scotland, and this is a wonderful way of seeing it. Highlights were the peace of Iona, the puffins within a couple of feet on Lunga, the fantastic mountains of Mull reflected in the water.... I could go on for ever! Quite the best holiday of my life!"

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Mull Odyssey: Staffa, Iona and the Ross of Mull Cruise
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5/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Visit Staffa and Fingal's cave
  • Explore Ardtornish castle
  • Watchwhales, seabirds, seals, dolphins and porpoises

Themes

50 plus, Birding, Cultural, Family Friendly, National Parks, Nature & Wildlife, Relaxing Retreats, Singles Travel, Small Ship Cruise, Transformative, Sailing

What travelers are saying

"I had a simply marvellous and memorable experience aboard St Hilda with the Mull Odyssey cruise. Christophe and Kerry were fantastic, helpful , lovely people. Everybody was great company! The land and seascapes were quite amazing, the light and shade effects wonderful. I know and love the West Coast of Scotland, and this is a wonderful way of seeing it. Highlights were the peace of Iona, the puffins within a couple of feet on Lunga, the fantastic mountains of Mull reflected in the water.... I could go on for ever! Quite the best holiday of my life!"

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Malt Whisky and Wildlife
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5/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Visit the Malt Whisky capital of the world – Islay
  • Enjoy the magnificent Munro mountains
  • Visit Lagavulin distillery and other world famous distilleries

Themes

50 plus, Birding, Culinary & Wine, Cultural, Family Friendly, National Parks, Nature & Wildlife, Relaxing Retreats, Singles Travel, Small Ship Cruise, Transformative, Sailing

What travelers are saying

"I had a simply marvellous and memorable experience aboard St Hilda with the Mull Odyssey cruise. Christophe and Kerry were fantastic, helpful , lovely people. Everybody was great company! The land and seascapes were quite amazing, the light and shade effects wonderful. I know and love the West Coast of Scotland, and this is a wonderful way of seeing it. Highlights were the peace of Iona, the puffins within a couple of feet on Lunga, the fantastic mountains of Mull reflected in the water.... I could go on for ever! Quite the best holiday of my life!"

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West Greenland | Hike, Photo & Sail
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4.8/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Ilulissat Icefjord, Nuuk

Highlights

  • Visit Jakobshavn Isfjord is a World Heritage Site
  • An opportunity to observe a population of birds typical to the High Arctic, with species such as Long-tailed Skua, Turnstone and Grey Phalarope
  • Discover fantastic landscapes of the Sermilinguaq Fjord
  • Visit the museum which has a remarkable collection of Inuit mummies

Themes

50 plus, National Parks, Nature & Wildlife, Sailing

What travelers are saying

"I booked an Antarctic Peninsula trip two years ago through Oceanwide Expeditions that I have been looking forward to for a long time. My goal is to scuba dive on every continent, so I added on the dive package and started training. I shelled out a few grand for a drysuit and other cold water diving gear (freeze resistant regulators, etc). I booked trips to bump up my number of drysuit dives so I’d be ready for Antarctica. Probably more important than the training was the financial outlay. I spent nearly $8500 USD on an 11 day Antarctic cruise that was supposed to depart in February. I spent another few thousand dollars on flights to, from and within Argentina and hotels throughout my trip. Mind you, I’m not exactly rolling in money; I’m an Army officer and I had to save up to afford this trip of a lifetime. I had to jump through a lot of hoops to get my international leave approved, but I got that done and was ready to fly to Buenos Aires on February 4th, and then on to Ushuaia to meet my ship my dives were logged, my gear was ready, my arrangements were made and my money was spent. On January 10th, Oceanwide sent an email informing all passengers that they were cancelling all of their itineraries for the season due to Omicron. I’ll admit, I was furious. I don’t want to get into a COVID debate here, but this trip has given me something to look forward to throughout the pandemic. I booked in March of 2020 while I was locked down during my last deployment as the world shut down for COVID. I was concerned about the trip, but Argentina eventually opened their borders as their vaccination numbers skyrocketed. It looked like the last impediment was out of my way, only to have the company pull the rug out from under me because of the mildest strain of this virus we’ve yet seen. The initial email offered to rebook passengers on next year’s cruises, but I had no interest in this for a few reasons- 1. As a service member, I don’t have the luxury of taking a month of leave whenever I want. I don’t know what obligations I will have a year from now. 2. I don’t trust that the world will be any better off in terms of government and corporate reactions to COVID a year from now. This isn’t going away, new variants will continue to emerge, so if the company is cancelling for the season over something as mild as Omicron, I have little confidence that whatever variant we see in February 2023 will be any better. 3. The company cancelled all itineraries in the 2020-2021 season and I’d imagine they did the same in the 2019-2020 season. They ran a couple in November-December 2021, but have cancelled for the rest of the 21-22 season. They have had no significant cash flow for nearly two years. I don’t want this company to hold on to my money for another year because I’m not confident this company will still exist in a year’s time. Here comes the really frustrating part- I replied to the initial email from their home office on January 10th explaining my position and requesting a refund. I received no reply. On 12 January I emailed the American office of the same company explaining the situation and again requesting a refund. I again received no reply. Between 14-16 January, I called both the American and home (Dutch) offices of the company. In both cases, the employees politely apologized and told me they’d look into it and get back to me. I never received any further communication. On 19 January, I emailed both offices reiterating my request for a refund and expressing my concerns at their lack of communication and requesting a response by the end of the week, or else I would pursue other means of recourse. I received no response. Last night, I again emailed both companies with a final good faith attempt to allow them to resolve the situation. I figured I’d give them the morning to respond, but they have not responded. It looks like I will have to dispute this through my credit card and bank and fight to get back my own money. TL;DR Oceanwide Expeditions accepted payment of $8500 for an Antarctica Cruise then cancelled the cruise and will not respond to any requests for refunds. This shady conduct is more than enough reason to avoid this company."

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The Sounds of The Hebrides: Mull, Luing, Shuna and Jura
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5/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Cruise over natural anchorage of Tayvallich, once a famous Viking harbor
  • Explore Tobermory, one of the most picturesque towns in the Western Isles
  • Get an opportunity to see eagles, sharks, whales, porpoises and dolphins, as well as many types of seabirds

Themes

50 plus, Birding, Family Friendly, National Parks, Nature & Wildlife, Relaxing Retreats, Singles Travel, Small Ship Cruise, Sailing

What travelers are saying

"I had a simply marvellous and memorable experience aboard St Hilda with the Mull Odyssey cruise. Christophe and Kerry were fantastic, helpful , lovely people. Everybody was great company! The land and seascapes were quite amazing, the light and shade effects wonderful. I know and love the West Coast of Scotland, and this is a wonderful way of seeing it. Highlights were the peace of Iona, the puffins within a couple of feet on Lunga, the fantastic mountains of Mull reflected in the water.... I could go on for ever! Quite the best holiday of my life!"

Trip dates & details
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Skye and the Small Isles
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5/5 Excellent
100+ reviews
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Flexible schedule

Highlights

  • Visit wild and remote Loch Scavaig on the Isle of Skye
  • Explore Tobermory, one of the most picturesque towns in the Western Isles
  • Visit Skye's famous Talisker malt whisky distillery

Themes

50 plus, Birding, Family Friendly, National Parks, Nature & Wildlife, Relaxing Retreats, Singles Travel, Small Ship Cruise, Sailing

What travelers are saying

"I had a simply marvellous and memorable experience aboard St Hilda with the Mull Odyssey cruise. Christophe and Kerry were fantastic, helpful , lovely people. Everybody was great company! The land and seascapes were quite amazing, the light and shade effects wonderful. I know and love the West Coast of Scotland, and this is a wonderful way of seeing it. Highlights were the peace of Iona, the puffins within a couple of feet on Lunga, the fantastic mountains of Mull reflected in the water.... I could go on for ever! Quite the best holiday of my life!"

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Egypt Group Discovery 9D/8N
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By Bamba
preferred
4.8/5 Excellent
100+ reviews
Self-Guided / Independent Tour
Lodging level
Basic - 2 star
Physical level
Strenuous
Trip pace
Full schedule

Visits

Cairo, Luxor Temple, Madrid

Highlights

  • Dive into the hustle and bustle of Cairo’s city life Cruise along the Nile like a local on a traditional Felucca Visit the magical city of Luxor and learn about Egyptian history Marvel at ancient Egyptian sites including pyramids and temples

Themes

50 plus, Cultural

What travelers are saying

"We had an amazing experience in South Korea thanks to Bamba. The itinerary was well-planned, the transportation was comfortable, and the tours were unforgettable. We would definitely book with them again!"

Trip dates & details
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Generous cancellation

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Premium Nepal & Bhutan
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4.5/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Full schedule

Visits

Bhaktapur, Kathmandu, Mount Everest, Paro, Pokhara, Thimphu, Tibet

Highlights

  • Experience two incredible Feature Stays – a stylish and elegant resort right on the border of Chitwan National Park, and a traditionally beautiful and eco-conscious resort tucked away in the gorgeous valley of Paro.
  • Get an intimate look at local culture with Exclusive Experiences, including a cooking class with the Seven Women social enterprise, lunch with a Tibetan community in Nepal, and a conversation with a senior monk at a monastery in Bhutan.
  • Witness world-class mountain scenery during a picturesque hike through the inspiring landscapes of Pokhara.
  • Come face to face with rare and fascinating wildlife in the breathtaking Phobjika valley, including a visit to a protection and information centre for black-necked cranes, a Premium Exclusive Experience.
  • Climb to the teetering monastery of Taktsang (the Tiger's Nest) 900 metres above Paro’s valley floor and take in once-in-a-lifetime views.

Themes

50 plus, High Adventure

What travelers are saying

"We joined the Intrepid “Real Italy Food Tour” and enjoyed it thoroughly. Our tour guide, Micol, was very knowledgeable and provided us with lots of good information. It seems Micol knew many of the staff of the venues we visited, including the pasta making class we attended. Our group of 11 travelers was extremely compatible, which greatly added to the fun and enjoyment."

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Health Safety +

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Luxury Bali Romance
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5/5 Excellent
63 reviews
Private Guided
Why we love them
Their trips are planned by a team of local specialists who really know Indonesia and can recommend the best places to visit to suit your interests.
Lodging level
Luxury - 5 star
Physical level
Very Easy
Trip pace
Flexible schedule

Visits

Ubud, Uluwatu Temple

Highlights

  • Stay at 5-star luxury resort in Ubud & Uluwatu
  • Personal butler
  • Honeymoon photoshoot with Balinese-theme costume
  • Luxury couples spa with massage & flower bath
  • Private car with English-speaking driver
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Themes

50 plus, Cultural, Education / Learning, Family Friendly, Nature & Wildlife, Relaxing Retreats, Photography

What travelers are saying

"get an extraordinary experience when using their services.. because the waiters are cool.. people are friendly and can get to know new Balinese culture.. So recomended"

Trip dates & details
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Health Safety

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Treasures of Spain and Portugal (Barcelona)
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By Trafalgar
preferred
4.5/5 Excellent
100+ reviews
Group Tour
Why we love them
Their travelers enjoy 24/7 travel expertise and dedicated service throughout the trips - everything is taken care of.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Seville: Enjoy a traditional Andalusian Be My Guest dinner and the charming company of the Morillo family. A welcome drink of sangria in their sun-dappled courtyard before learning how they produce olive oil.
  • Porto: Savour the flavours of Portugal's centuries-old Port heritage and gain insights into its local production at a tasting in a Port cellar.
  • Lisbon: Visit the Hieronymite Monastery, a former monastery of the Order of Saint Jerome and exquisite example of Manueline architecture.
  • Madrid: Drive through central Madrid and see some of the city's famous features during an orientation with your Travel Director.
  • Toledo: Explore this magnificent ancient city with your Local Specialist and visit the Church of Santo Tomé to see an El Greco masterpiece.
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Themes

Cultural, Education / Learning, Small Ship Cruise

What travelers are saying

"What a wonderful trip. We saw so much. George McFall was the best host that we have ever had to date. He was so accommodating and we always felt comfortable, well informed and we truly enjoyed our trip. I’m an insulin dependent diabetic and they kept my insulin cold on the bus had a fridge in the room. Karl our bus driver was such a nice man and well aware of our surrounding and kept us safe and comfortable while we were on the bus. We would love to have these two men on another tour and…We will reschedule our next trip with your tour company. Well done… well done gentleman!!!!"

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Italian Escapade (Summer, Classic)
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5/5 Excellent
100+ reviews
Group Tour
Why we love them
They really care about everyone's individual needs on each tour and they have an incredible attention to detail.
Lodging level
Premium - 4 star
Physical level
Moderate
Trip pace
Balanced schedule

Highlights

  • Rome: Discover ancient treasures of Rome with a passionate local. See Circus Maximus and the Ancient Forum, and stand beside the Colosseum, which bears witness to the limitless courage of the gladiators.
  • Siena: See the Fountain of Joy, striped cathedral and vast Piazza del Campo.
  • Florence: Stand beside Michelangelo's monumental statue, 'David', in the Accademia Gallery, and admire the exquisite technique and absorbing history behind the world's most famous sculpture.
  • Florence: Take a stroll with your Travel Director to Piazza Santa Croce and immerse yourself in the essence of la dolce vita of Florence while you enjoy a typical Italian treat in a local café.
  • Florence: Enjoy a stroll through Renaissance Florence and admire the medieval buildings that gave birth to this new style of architecture.
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Themes

50 plus, Cultural

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30 trips exactly matchall of the the filters you selected.
My selections:
Sailing
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50-Plus Travel Reviews & Ratings

4.6/5  Excellent
14,916  Reviews
See all 50-Plus Travel tour reviews
Excellent
6,134
Great
2,392
Average
455
Disappointing
118
Terrible
54
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Trusted Customer

Apr 2024

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Treasures of Spain and Portugal End Barcelona

It is unbelievable all the beautiful things you see. It’s fast pace and you definitely need very comfortable shoes for sure. I ended up with blood under my toe nai...

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50-Plus Travel Tour Selection Trips

  • If choosing a wildlife safari, you may want to look for one that features shorter distances driving over rough, bumpy roads; staying local or flying between different reserves is worth the time and money in forgone sore bones.
  • Some river cruise lines, cycling tour operators and other travel providers market almost exclusively to ages 50 and up, while others also cater to younger clientele, including families; it’s your choice.
  • “Comfortable” lodging doesn’t necessarily mean “luxurious;” there are many budget tours that offer two- or three-star accommodations -- perhaps in small inns with lots of local atmosphere -- that you may find not only acceptable but adding to the charm.
  • If authenticity is important when you travel, look for guided trips that offer visits to local residents’ homes, schools, or work locations.
  • If you want to assist the local people in destinations you are traveling to, look for tour operators who “give back” to the communities you visit, such as making donations to local schools.
  • The size of a guided tour group can make a huge difference in your enjoyment of a trip; generally speaking, the smaller the group, the better the experience.
  • Be sure to notify the trip organizers and leaders if you have special dietary or medicinal requirements, physical impairments that may affect your ability to participate in all group activities, or other needs -- most will try to accommodate you if possible.
  • Be realistic about your physical abilities and stamina when choosing an adventure-oriented trip. There is more than one way to get to Machu Picchu.
  • If you have grown children and/or grandchildren, consider asking them to join you on a multi-generational trip; some travel providers offer special itineraries geared toward several different age groups.

Additional details

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