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The Caribbean 50 plus Tours & Trips

57 The Caribbean trips. Tours from 58 tour companies. 126 reviews. 4.7/5 avg rating.

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50 plus
Birding the Mayan Ruins of the Yucatan from the Caribbean to Palenque
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Birding the Mayan Ruins of the Yucatan from the Caribbean to Palenque

By Road Scholar
preferred
4.4/5 Great
100+ reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Very Easy
Trip pace
Full schedule

Visits

Caribbean, Palenque

Highlights

  • Bird Maya ruins in Cozumel, Uxmal, and Palenque
  • Enjoy birding in the Usumacinta Marshes
  • Explore the 1
  • 9 million-acre Calakmul Biosphere Reserve

Themes

50 plus, Birding, Education / Learning, National Parks, Nature & Wildlife

What travelers are saying

"Our family of four, including two adult children, took the Bicycling: Day Trips to Paradise in Canada. This trip is entirely outsourced to the owners of the inn, there are no Road Scholar employees involved in the trip. Two of us have taken bicycle trips all over the world and the bicycling component of this trip was disorganized, haphazard and almost unsafe. We all filled out forms giving details regarding our bicycle fitting months before the trip. On the first day, the leader Stephen, went around the room and asked the same questions and said everyone would get fitted in the morning before we began the first ride. The morning brought a rack of bikes, all different types in various levels of readiness. There were road bikes, hybrid bikes, mountain bikes and e-bikes. The rides were all on paved surfaces and the mountain bikes were heavy and the additional suspension added weight. The bike I received had rust on the chain and rear sprocket. When I asked about it, was told they were waiting for another van to show up with tools and equipment. Once it arrived, they gave me the lubricant to spray on the rust. My wife’s bike would not shift into the high gear on the front sprocket. Instead of adjusting the derailleur, they suggested spraying it with lubricant. Our one son is over six feet and needed a larger frame bike, even though he detailed it in the bike form months ago, there was no bike to fit him. One of the guides, then went home and brought a larger bike that was a full suspension mountain bike for him. The bike was very heavy, hard to control on the road and he felt unsafe. After two days, one of the guides convinced Stephen that they could adjust a hybrid bike to fit him. Clearly there was no work done to prepare the bikes for the trip. Many of the bikes needed adjusting and all needed lubricant to function easily. For every day, there was a tray of snacks placed out for us to take along the ride. None of the bikes had any baskets or attached bags, so if you didn’t bring a small day pack, there was no way to carry the snacks. For lunch on the rides, they brought exactly one sandwich for each rider. Since most of us get hungry while doing a day of exercise, it would have been helpful to have a few extras. On one day, they ran out of sandwiches and one of the leaders that were riding with us did not get lunch. Do NOT take this trip if you are expecting it to be a bicycling trip. We have used VBT and Discovery Bicycle Tours many times over the past 25 years and they are excellent bike tour companies. Lastly, after sharing these details with Road Scholar after the trip, their response was weak at best. After doing the full reviews and having to call them, their response was to give us $200 credit after spending $8000 on this trip. Not only was that insulting, they assumed that I would take another trip with their organization."

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13 days From$3,199
Price updated 1 year+ ago
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The Best of Spain & Portugal
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The Best of Spain & Portugal

By Cosmos
none
4/5 Great
100+ reviews
Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

Alentejo, Andalusia, Coimbra, Douro Valley, Granada, Lisbon, Madrid, Oporto, Porto, Salamanca, Segovia, Seville, Sierra Nevada, Toledo

Themes

50 plus, Cultural

What travelers are saying

"We've taken over 10 group tours using Cosmos and Gate1. This trip last month, 9000 was not very good. -During booking, incorrect information was given about airport-hotel transfers -The whispers (listening devices) didn't work from the get-go, so no whispers were used during the 13 day trip. - Porters are no longer hired to bring your luggage to and from your room. (Very elderly had to handle their own luggage. Our friends had to help many of them.) -A few days into the trip one couple left. At the end of the trip we found out they had covid. Cosmos did not let us know; a few people weren't feeling well and two of our friends then tested positive. -One hotel was awful and not even up to "budget" standards -Many of the stops had castles, churches... but were not included, so be sure to count that in when pricing.  don't plan to use Cosmos ever again. Gate1 is the best in my opinion. When my husband's passport was stolen, they assigned someone to go with him to the embassy, translate, etc...It was above and beyond what we expected  "

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13 days From$2,399
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Sailing the Caribbean
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Sailing the Caribbean

By National Geographic Expeditions
preferred
3.5/5 Great
30 reviews
Small Ship Cruise
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Flexible schedule

Visits

Caribbean

Highlights

  • Sail the sparkling Caribbean Sea
  • Aboard the historic square-rigger Sea Cloud.
  • Snorkel in pristine coral reefs
  • Swim in tropical lagoons
  • Explore secluded cays and beaches.
Show more

Themes

50 plus, Small Ship Cruise, Sailing

What travelers are saying

"We booked a National Geographic expedition Holland and Belgium by River. The promotional literature promised a 14-day deposit refund window. The “invoice” was marked “non-refundable” deposit. We completed the National Geographic Traveler Information. About 8 days later we received the “Travel Agreement” to be signed. We both approved and signed the National Geographic documents. A Cruise Line Travel agreement was enclosed but had no signature line. This document contained language which was unacceptable. We submitted the signed NatGeo documents. The following day we canceled the trip due to the unacceptable Cruise Line language. Cancellation was made 12 days after booking and no deposit was returned. We were told on the phone that the refund deadline was triggered by the 14 day window OR signatures on the Travel Agreement which ever came first. This was NEW information. To date, we have received NO refund of our $1000. We cancelled our trip within the advertised 14 day window."

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8 days From$8,390
Price updated 1 year+ ago
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The Best of Spain
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The Best of Spain

By Globus
none
4.7/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Barcelona, Granada, Madrid, Seville, Toledo, Valencia

Highlights

  • Madrid : Welcome dinner; guided sightseeing, visit the Prado Museum
  • Cordoba : Guided walking tour, visit the Mosque of the Caliphs
  • Seville : Visit the Plaza de España; guided sightseeing, visit the Casa de Pilatos, and walk through the Santa Cruz quarter
  • Granada : Guided walking tour, visit the Alhambra complex and the Water Gardens of the Generalife
  • Valencia : Guided walking tour; taste a Horchata drink; paella dinner at a local restaurant
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Themes

50 plus, Cultural

What travelers are saying

"This tour has amazing sites, good hotels in great locations, great pace BUT the tour director that was assigned to be with our small group added nothing to the experience. He did not give us any info, tell us about what we were seeing, give us any info at all. The only time he talked was to tell us when the next bathroom break would be. Apparently this is common for Globus to use retirees starting another chapter. Our guide was 76 and had no energy. Travel with Gate 1 or Intreped.... guides can make or break a tour."

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9 days From$2,599
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Iberian Discovery & Morocco
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Iberian Discovery & Morocco

By Globus
none
4.7/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Andalusia, Granada, Jerez, Lisbon, Madrid, Salamanca, Segovia, Seville, Tangier, Toledo

Highlights

  • Madrid : Welcome and farewell dinners; guided sightseeing, visit the Prado Museum
  • Segovia : Take pictures of the Roman aqueduct
  • Avila : Visit the walled town
  • Salamanca : Orientation walk; wine tasting, dinner, and overnight stay at Hacienda Zorita
  • Fatima : Visit the Sanctuary of Our Lady of the Holy Rosary
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Themes

50 plus, Cultural

What travelers are saying

"This tour has amazing sites, good hotels in great locations, great pace BUT the tour director that was assigned to be with our small group added nothing to the experience. He did not give us any info, tell us about what we were seeing, give us any info at all. The only time he talked was to tell us when the next bathroom break would be. Apparently this is common for Globus to use retirees starting another chapter. Our guide was 76 and had no energy. Travel with Gate 1 or Intreped.... guides can make or break a tour."

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13 days From$3,139
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Spain, Portugal & Morocco
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Spain, Portugal & Morocco

By Globus
none
4.7/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Casablanca, Erfoud, Erg Chebbi, Fez, Granada, Jerez, Lisbon, Madrid, Marrakesh, Middle Atlas Mountains, Ouarzazate, Rabat, Seville, Tangier, Toledo

Highlights

  • Lisbon : Welcome dinner; guided sightseeing, visit the Alfama quarter and Jeronimos Monastery
  • Azeitao : Visit a tile workshop
  • Seville : Guided sightseeing, visit the Casa de Pilatos, and walk through the Santa Cruz quarter
  • Algeciras–tangier : By ferry across the Strait of Gibraltar
  • Rabat : Guided sightseeing, visit Mohammed V Mausoleum and the Roman relics of Chellah
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Themes

50 plus, Cultural

What travelers are saying

"This tour has amazing sites, good hotels in great locations, great pace BUT the tour director that was assigned to be with our small group added nothing to the experience. He did not give us any info, tell us about what we were seeing, give us any info at all. The only time he talked was to tell us when the next bathroom break would be. Apparently this is common for Globus to use retirees starting another chapter. Our guide was 76 and had no energy. Travel with Gate 1 or Intreped.... guides can make or break a tour."

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17 days From$4,299
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Spanish Fiesta
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Spanish Fiesta

By Globus
none
4.7/5 Excellent
100+ reviews
Small Group Tour
Lodging level
Premium - 4 star
Physical level
Very Easy
Trip pace
Balanced schedule

Visits

Andalusia, Barcelona, Bilbao, Granada, Madrid, Malaga, Pamplona, San Sebastian, Segovia, Seville, Toledo, Valencia

Highlights

  • Madrid : Welcome and farewell dinners; guided sightseeing, visit the Prado Museum
  • Segovia : Take pictures of the Roman Aqueduct
  • Ribera del duero : Wine tasting with tapas at Bodega Portia
  • Burgos : Take pictures of the Cathedral of Santa Maria
  • Bilbao : Guided visit of the Guggenheim Museum
Show more

Themes

50 plus, Cultural

What travelers are saying

"This tour has amazing sites, good hotels in great locations, great pace BUT the tour director that was assigned to be with our small group added nothing to the experience. He did not give us any info, tell us about what we were seeing, give us any info at all. The only time he talked was to tell us when the next bathroom break would be. Apparently this is common for Globus to use retirees starting another chapter. Our guide was 76 and had no energy. Travel with Gate 1 or Intreped.... guides can make or break a tour."

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14 days From$3,569
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Walk Spain's Sierra Nevada & Granada
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Walk Spain's Sierra Nevada & Granada

By Exodus Travels
premier
4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
With a huge range of trip styles and themes, they cater to basically every type of traveler out there- even those with super specific interests.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Full schedule

Visits

Granada, Sierra Nevada

Highlights

  • Embark on beautiful walks through the highest mountain range in Spain
  • Discover whitewashed Moorish settlements
  • Visit Trevelez, the highest village in the country
  • Stay at a family-run hotel with stunning views and warm hospitality
  • Enjoy a night in Granada with a free day to explore this beautiful city

Themes

Cultural, Hiking & Walking, Trekking & Expeditions

What travelers are saying

"Discover Costa Rica is a great itinerary, covering varied habitats around the country and staying 2 nights each at 6 centres. Their birdwatching specials are led by local experts who really know their stuff."

Trip dates & details
Save this trip to your favorites or other list
-31%$2,592
8 days From$1,800

Health Safety +

Generous cancellation

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Classic Costa Rica
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Classic Costa Rica

By Intrepid Travel
premier
3.8/5 Great
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
Easy
Trip pace
Balanced schedule

Visits

La Fortuna, Manuel Antonio National Park, Monteverde, Tenorio Volcano National Park, Tortuguero National Park

Highlights

  • Swap the concrete jungle for real jungle on this trip into the rainforests, waterways, hot springs and palm-lined beaches of Costa Rica.
  • Long-nosed tapirs, white-faced capuchin monkeys, elegant ocelots and three-toed sloths – Costa Rica is home to exotic animals, and this trip puts you in the perfect position to spot them all.
  • Go deeper than the average tourist with a homestay in a quiet agricultural community; the perfect opportunity to experience local life and practice your Spanish.
  • Refresh after jungle hikes spotting endemic wildlife in the rejuvenating hot springs of volcanic La Fortuna.
  • Visit the indigenous Maleku community to share a traditional meal and learn about their way of life – this small tribe has big ambitions for regenerating local forests and natural habitats.

Themes

Cultural, High Adventure, Local Immersion & Homestays, National Parks, Nature & Wildlife

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."

Trip dates & details
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-25%$2,714
15 days From$2,032

Health Safety +

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Discover Moorish Spain
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Discover Moorish Spain

By G Adventures
preferred
4.8/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Premium - 4 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Andalusia, Córdoba, Granada, Madrid, Seville, Toledo

Highlights

  • Visit the unesco world heritage site of toledo
  • Explore the alhambra (one of the greatest achievements in moorish architecture)
  • Enjoy a private flamenco lesson

Themes

Cultural

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

Trip dates & details
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-13%$2,711
8 days From$2,349
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Dominican Republic – Heart & Soul of the Caribbean
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Dominican Republic – Heart & Soul of the Caribbean

By Discover Corps
preferred
4.9/5 Excellent
87 reviews
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Balanced schedule

Visits

San Juan Islands, Santiago

Highlights

  • Live surrounded by idyllic beaches, upbeat Caribbean music, and friendly local communities
  • Explore the tropical countryside by hiking to rural villages, snorkeling over the clear Caribbean Sea
  • Uncovering pristine beaches set amongst lush mountain landscapes
  • Visit an ecological park where you can explore cool swimming holes and even zip-line through the rainforest

Themes

Cultural, Family Friendly, National Parks, Nature & Wildlife, Transformative

What travelers are saying

"I recently returned from the Costa Rican wildlife safari. I was a bit concerned with Covid however every place was extremely clean and had places for you to wash your hands before you even walked in. This was a trip I was actually supposed to go on in 2020 however it was postponed, waiting so long the expectations were high. I was definitely not disappointed! Patricia our guide was absolutely wonderful, extremely knowledgeable and cater to our every need. I would highly recommend this vacation. Also everyone that I met in the community was extremely gracious and kind. The majority of these people work on tourism and unfortunately in the last year have not had any. Booking this trip would not only be an amazing adventure for you but it would also be amazing for the people in the community"

Trip dates & details
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-50%$5,190
8 days From$2,595
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Rome to Lisbon: Coasts & Countryside
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Rome to Lisbon: Coasts & Countryside

By G Adventures
preferred
4.9/5 Excellent
100+ reviews
Small Group Tour
Why we love them
They’ve partnered with well-known names like National Geographic and the Jane Goodall Institute to offer unique experiences unavailable elsewhere.
Lodging level
Basic - 2 star
Physical level
Easy
Trip pace
Balanced schedule

Visits

Algarve, Bar, Barcelona, Cinque Terre, Granada, Leaning Tower of Pisa, Lisbon, Madrid, Nice, Pisa, Rome, Seville

Highlights

  • Relax on the beaches of nice
  • Enjoy the nightlife of barcelona
  • Listen to traditional fado music in lisbon
  • Dine on delicious tapas in madrid

Themes

Cultural

What travelers are saying

"We spent two wonderful weeks touring several of the best destinations in Portugal & Spain with a group of 16 people. Our guide (Fredy) was from Spain and intimately familiar with the region, including its rich history, attractions, and food/beverages. The tour was well-paced using a combinations of private vehicles (small buses and cabs), trains, and an airplane ride as well as a fair amount of walking to get around these two beautiful countries. We extended our stay in Lisbon to see more attractions and took a side trip to Fatima, Obidos, and Nazare that was also excellent. Would have liked to have a bit more time in a couple of the cities, but we'll just have to plan another trip!"

Trip dates & details
Save this trip to your favorites or other list
-39%$4,164
16 days From$2,559
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7 trips exactly matchall of the the filters you selected. We are displaying some similar trips.
My selections:
50 plus

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The Caribbean Reviews & Ratings

4.7/5  Excellent
126  Reviews
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Excellent
159
Great
33
Average
6
Disappointing
3
Terrible
1
A

Anonymous

Oct 2018

Provided byExodus Travels

Top Autumn Walking

There is a lot of enjoyable walking to be had on this trip, varied routes and tantalising views of big ridges and high peaks. There is also wildlife a plenty but ...

Tour:  Walk Spain's Sierra Nevada & Granada

A

Anonymous

Oct 2018

Provided byExodus Travels

Spain

This is a wonderful combination of walking in the lovely Sierra Nevada mountains and then staying in Granada, although we extended our trip to give us 3 days in Gr...

Tour:  Walk Spain's Sierra Nevada & Granada

A

Anonymous

Oct 2018

Provided byExodus Travels

Berchules, Sierra Nevada, Spain

Another great holiday thanks to Exodus! This was my 13th walking holiday with Exodus and one of the best, thanks to the varied walks, excellent leader, great scene...

Tour:  Walk Spain's Sierra Nevada & Granada

A

Anonymous

Aug 2018

Provided byExodus Travels

Loved it!

Our first Exodus holiday and it will certainly not be the last. Everything ran smoothly even though we had to have a replacement guide due to illness. Dan, our gui...

Tour:  Walk Spain's Sierra Nevada & Granada

A

Anonymous

Aug 2018

Provided byExodus Travels

Great time

Stars aligned for this trip, Outstanding Lead, Landscape, hosts and crew. Our guide Dan, had a bit of style and swagger. instilled confidence in all the group makin...

Tour:  Walk Spain's Sierra Nevada & Granada

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The Caribbean Tour Selection Trips

  • With dozens of islands and countries in the Caribbean, it’s best to focus on one area at a time and take multiple trips to see more
  • Don’t assume that all Caribbean islands are lush and green; some like Curacao and Barbados are dry and desert-like
  • Americans can travel to Puerto Rico or the U.S. Virgin Islands without a passport, but you’ll need one for most Caribbean destinations
  • A number of cruise ships now visit Cuba, but most big ships only stop for a day or two in Havana; search for small ships that make three or four stops while circling the island
  • The southern Caribbean’s “ABC” islands (Aruba, Bonaire, Curacao) are virtually hurricane free
  • Farther north in the Caribbean, hurricane season runs from June-November
  • Winter is high tourism season in the Caribbean; summers are hot but less crowded and generally less pricey

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Top The Caribbean Travel Companies
G Adventures Reviews
Exodus Travels Reviews
Intrepid Travel Reviews
Discover Corps Reviews
WB Surf Camp Reviews
Panama San Blas Tours Reviews
French Side Travel Reviews
Vibe Adventures Reviews
Road Scholar Reviews
Field Guides Reviews
National Geographic Expeditions Reviews
Wings Birding Tours Reviews

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