The Best Caribbean Activities for Seniors and Over 50s – 10% Promo Code (November 2026)

Caribbean

Use promo code: WISDOM (must book on this website) and save 10% on the best tours, tickets, and things to do for seniors in Caribbean. Pick your tour below and use code WISDOM (savings are shown at checkout). The WISDOM Promo Code discount cannot be used with other promotions, is only redeemable on Cool Shore Excursions, and is a limited-time offer, so reserve your spot today while it lasts!

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From San Juan: El Yunque Rainforest Hiking Adventure

If you are looking for an extreme adventure and hike thru less known areas of El Yunque Rainforest, this is the one for you!  You …More

If you are looking for an extreme adventure and hike thru less known areas of El Yunque Rainforest, this is the one for you!  You...

8 hours Hotel pickup offered Free Cancellation
4.8 (176)
from
$103
Triple fun! Monkeyland + Damajagua Waterfalls + Buggies from Puerto Plata

This is an unique experience! Amazing natural scenery in the tropical mountain range! Visit a typical Dominican colmado. Transportation by open air safari truck. Take …More

This is an unique experience! Amazing natural scenery in the tropical mountain range! Visit a typical Dominican colmado. Transportation by open air safari truck. Take...

8 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (108)
from
$199
Old San Juan & Loiza African Town Full-Day Tour: Minimum 8+people

Immerse yourself in our fascinating history and rich culture with this experience. Visit the Historical Site of Old San Juan, and one of oldest towns …More

Likely to Sell Out
Likely to Sell Out

Immerse yourself in our fascinating history and rich culture with this experience. Visit the Historical Site of Old San Juan, and one of oldest towns...

7 to 8 hours Hotel pickup offered Free Cancellation
5.0 (22)
from
$145
Santo Domingo Small Group Walking Tour: Beer and Specialty Coffee

Join us for an unforgettable small group walking tour through the historic heart of Santo Domingo, the first European settlement in the Americas and a …More

Join us for an unforgettable small group walking tour through the historic heart of Santo Domingo, the first European settlement in the Americas and a...

2 hours Free Cancellation
4.9 (82)
from
$50
Guided (St Kitts Highest peak) Mount Liamuiga Volcano hike

A top-rated operator-led hiking excursion in St. Kitts and immerse yourself in nature for at LEAST 3.5 hours. Reconnect with yourself as you listen to …More

A top-rated operator-led hiking excursion in St. Kitts and immerse yourself in nature for at LEAST 3.5 hours. Reconnect with yourself as you listen to...

5 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (186)
from
$110
Sunrise Hike & Swim in Natural Pool: Escape the Crowds and Heat

Avoid the heat of the day by walking during the sunrise. We will begin our walk with our first view of the spectacular rugged northern …More

Avoid the heat of the day by walking during the sunrise. We will begin our walk with our first view of the spectacular rugged northern...

3 hours 30 minutes Free Cancellation
5.0 (120)
from
$59
Aruba Food Fusion Tour: World Flavors to Savor

#NewRestaurants #Updated The Fusion of the World Food Tour takes you on a culinary adventure to discover Aruba’s history melting pot. On this walking & …More

#NewRestaurants #Updated The Fusion of the World Food Tour takes you on a culinary adventure to discover Aruba’s history melting pot. On this walking &...

2 hours 30 minutes Free Cancellation
4.4 (346)
from
$89
Santo Domingo The Authentic Dominican Neighborhood Tour

Immerse yourself in the neighborhoods of Santo Domingo city on this walking tour about 5 minutes away from the colonial zone. During this half-day excursion, …More

Immerse yourself in the neighborhoods of Santo Domingo city on this walking tour about 5 minutes away from the colonial zone. During this half-day excursion,...

4 hours Free Cancellation
5.0 (135)
from
$55
St. Nicholas Abbey Heritage Great House and Rum Distillery Tour

The Great House and Distillery tour captures an authentic insight into life on a 17th century plantation showcasing artifacts from Amerindian settlement through to colonial …More

The Great House and Distillery tour captures an authentic insight into life on a 17th century plantation showcasing artifacts from Amerindian settlement through to colonial...

45 to 90 minutes Free Cancellation
4.5 (290)
from
$49
Dark View Waterfall and Beach Tour

This tour takes you along the north leeward coast of the island to the largest twin waterfall in the country. On your journey you will …More

This tour takes you along the north leeward coast of the island to the largest twin waterfall in the country. On your journey you will...

6 hours Hotel pickup offered Free Cancellation
4.9 (144)
from
$75
Private Fresh Water Lake, Waterfalls And Hot Springs Excursion

This tour takes us to the Morne Trois Piton National Park, which is also an UNESCO World Heritage Site. It's filled with beautiful views and …More

This tour takes us to the Morne Trois Piton National Park, which is also an UNESCO World Heritage Site. It's filled with beautiful views and...

4 to 6 hours Free Cancellation
5.0 (103)
from
$135
Cole's Cave Hike

Cole’s Cave is an underground Cave located in Jack-in-the-Box Gully in St. Thomas. Possessing an underground river, it has many beautiful caverns adorned with stalactites …More

Cole’s Cave is an underground Cave located in Jack-in-the-Box Gully in St. Thomas. Possessing an underground river, it has many beautiful caverns adorned with stalactites...

90 to 120 minutes Free Cancellation
4.9 (86)
from
$111
La Soufriere Volcano Hike /Topdawg Tours

The hiking experience, the amazing views of one of the most spectacular Volcano. It also offer you a chance to surround yourself with nature at …More

Likely to Sell Out
Likely to Sell Out

The hiking experience, the amazing views of one of the most spectacular Volcano. It also offer you a chance to surround yourself with nature at...

6 hours Hotel pickup offered Free Cancellation
5.0 (20)
from
$100
"San Juan: La Parguera Bio Bay Swim & Rum Tasting"

Embark on a magical journey from San Juan to La Parguera and discover one of Puerto Rico's breathtaking bioluminescent bays! This 10-hour all-inclusive adventure begins …More

Likely to Sell Out
Likely to Sell Out

Embark on a magical journey from San Juan to La Parguera and discover one of Puerto Rico's breathtaking bioluminescent bays! This 10-hour all-inclusive adventure begins...

9 hours Hotel pickup offered Free Cancellation
4.8 (144)
from
$250
The Baths, Virgin Gorda, Cooper Island & Norman Island Snorkel

Virgin Gorda - Cooper Island - Norman Island We explore the islands of the Southern British Virgin Islands. We hike, hydrate and snorkel. - Hiking …More

Likely to Sell Out
Likely to Sell Out

Virgin Gorda - Cooper Island - Norman Island We explore the islands of the Southern British Virgin Islands. We hike, hydrate and snorkel. - Hiking...

9 hours 30 minutes
5.0 (122)
from
$400
St. Croix Ghost Tour of Historic Christiansted

Experience the enchanting and eerie side of Christiansted on our hauntingly captivating nighttime walking tour. As dusk descends, we delve into the shadows of the …More

Experience the enchanting and eerie side of Christiansted on our hauntingly captivating nighttime walking tour. As dusk descends, we delve into the shadows of the...

2 hours Free Cancellation
4.9 (72)
from
$45
Grenada Herb & Spice Tour -Fort Frederick, Chocolate & Waterfalls

Our guides are not only knowledgeable but also passionate storytellers. They bring the island’s history and culture to life with engaging narratives and personal anecdotes, …More

Likely to Sell Out
Likely to Sell Out

Our guides are not only knowledgeable but also passionate storytellers. They bring the island’s history and culture to life with engaging narratives and personal anecdotes,...

4 hours Free Cancellation
5.0 (25)
from
$65
Family Heritage Walking Tour in Old San Juan

Explore the historic Old San Juan on this exclusive private family walking tour, designed to delight both kids and adults. Wander through ancient streets, colorful …More

Likely to Sell Out
Likely to Sell Out

Explore the historic Old San Juan on this exclusive private family walking tour, designed to delight both kids and adults. Wander through ancient streets, colorful...

3 hours Free Cancellation
5.0 (18)
from
$139
Pinones Bar Hopping Food Tour & Beach Adventure

Escape San Juan and join us for a trip to the beautiful town of Loiza Pinones. Prepare to experience a new aspect of puerto rico …More

Escape San Juan and join us for a trip to the beautiful town of Loiza Pinones. Prepare to experience a new aspect of puerto rico...

3 hours Free Cancellation
4.5 (79)
from
$85
Bermuda Food Tour: Eat, Drink and Explore

Sample the best of the city of Hamilton...Enjoy this 3 hour, mile-and-a half walking food tour, taking in one site and one delicious bite at …More

Sample the best of the city of Hamilton...Enjoy this 3 hour, mile-and-a half walking food tour, taking in one site and one delicious bite at...

3 hours
4.9 (465)
from
$134
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