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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Talking Buildings of Old San Juan: A Self-Guided Audio Tour

Created by a dedicated Social Studies educator and her students, this immersive audio tour allows the historic structures of San Juan to speak for themselves. …More

Created by a dedicated Social Studies educator and her students, this immersive audio tour allows the historic structures of San Juan to speak for themselves....

80 to 100 minutes Free Cancellation
3.9 (17)
from
$8
Project Chocolat Tree to Bar Tour at Hotel Chocolat Saint Lucia

Immerse yourself in a unique Tree to Bar chocolate experience from chocolatier and sustainable cacao grower, Hotel Chocolat, at their Rabot Estate in Saint Lucia …More

Immerse yourself in a unique Tree to Bar chocolate experience from chocolatier and sustainable cacao grower, Hotel Chocolat, at their Rabot Estate in Saint Lucia...

2 to 3 hours Free Cancellation
4.7 (583)
from
$130
7 waterfalls+typical food

You should do this tour if you love adventure. Puerto Plata with its charms invites you to experience the 27 waterfalls of Damajagua (27 Charcos), …More

You should do this tour if you love adventure. Puerto Plata with its charms invites you to experience the 27 waterfalls of Damajagua (27 Charcos),...

4 hours Hotel pickup offered Free Cancellation
4.8 (535)
from
$60
Margaritaville Hip-Strip and Great River Rafting Private Tour

Your journey begins with a scenic drive to the Lethe Rafting Village, where you'll board a handcrafted 30-foot bamboo raft. Guided by an experienced raft …More

Likely to Sell Out
Likely to Sell Out

Your journey begins with a scenic drive to the Lethe Rafting Village, where you'll board a handcrafted 30-foot bamboo raft. Guided by an experienced raft...

2 hours 30 minutes Hotel pickup offered Free Cancellation
4.8 (243)
from
$20
Harrison's Cave Tour & Monkey Zipline, Barbados

Discover Barbados Film. Ride an electric tram 1.5 miles underground to view the crystalline cavern - Harrison's Cave. View the various plants as you stroll …More

Discover Barbados Film. Ride an electric tram 1.5 miles underground to view the crystalline cavern - Harrison's Cave. View the various plants as you stroll...

3 hours Hotel pickup offered Free Cancellation
4.9 (503)
from
$135
Wow Tours St. Lucia

Ready to experience Paradise? All our guides are St. Lucian natives with a wealth of exposure to everything tourism. As such, we vow to truly …More

Ready to experience Paradise? All our guides are St. Lucian natives with a wealth of exposure to everything tourism. As such, we vow to truly...

5 to 7 hours Hotel pickup offered Free Cancellation
4.9 (575)
from
$75
Aruba Eats Sip and Savor Local Food Tour

Discover Aruba's flavors on our small-group walking food tours through downtown Oranjestad, with two routes to choose from. AFTERNOON - SIP & SAVOR (1:00 PM …More

Discover Aruba's flavors on our small-group walking food tours through downtown Oranjestad, with two routes to choose from. AFTERNOON - SIP & SAVOR (1:00 PM...

3 hours 30 minutes Free Cancellation
4.8 (42)
from
$99
Old San Juan Walking Tour with a Local Certified Guide

Get ready to go back in time on this walking tour of Old San Juan. Sometimes I will bring a van and we drive a …More

Likely to Sell Out
Likely to Sell Out

Get ready to go back in time on this walking tour of Old San Juan. Sometimes I will bring a van and we drive a...

2 hours Free Cancellation
5.0 (205)
from
$25
Old San Juan Historical Walking Tour

A convenient and straightforward way to learn about and explore Old San Juan is with a local, knowledgeable guide who will lead you on an …More

Likely to Sell Out
Likely to Sell Out

A convenient and straightforward way to learn about and explore Old San Juan is with a local, knowledgeable guide who will lead you on an...

2 hours Free Cancellation
4.9 (406)
from
$50
Old San Juan Bar Crawl: Experience Local Hotspots

Puerto Rico the Rum Capital of the World, Welcomes You to the most unique bar scene in the Old City of San Juan, with a …More

Puerto Rico the Rum Capital of the World, Welcomes You to the most unique bar scene in the Old City of San Juan, with a...

3 hours Free Cancellation
4.6 (663)
from
$65
Ron del Barrilito Rum Tasting Skip-the-Line Tour

The best and most exclusive rum tasting experience in the Caribbean. This is a unique opportunity to sip and enjoy all of our rums, from …More

Likely to Sell Out
Likely to Sell Out

The best and most exclusive rum tasting experience in the Caribbean. This is a unique opportunity to sip and enjoy all of our rums, from...

1 hour Free Cancellation
4.9 (215)
from
$91
Jamaica Bamboo Rafting With Limestone Massage

We pride ourselves on offering an authentic Jamaican Bamboo Rafting Experience. We go above and beyond to ensure our guests are satisfied. Our Bamboo Rafting …More

We pride ourselves on offering an authentic Jamaican Bamboo Rafting Experience. We go above and beyond to ensure our guests are satisfied. Our Bamboo Rafting...

1 hour 30 minutes Hotel pickup offered Free Cancellation
4.7 (685)
from
$20
Guided tour with tasting of the Distillery Bonne Mère

Immerse yourself in the history and authenticity of Guadeloupe’s largest and oldest distillery, a real treasure founded in 1863! On this unique guided tour, discover …More

Likely to Sell Out
Likely to Sell Out

Immerse yourself in the history and authenticity of Guadeloupe’s largest and oldest distillery, a real treasure founded in 1863! On this unique guided tour, discover...

1 hour 30 minutes Free Cancellation
4.9 (145)
from
$10
On the Way to Saint Marie: ''Death in Paradise'' Show Locations

Enjoy a full tour experience of the iconic and secret locations from the BBC series 'Death in Paradise' with our guide who has been close …More

Likely to Sell Out
Likely to Sell Out

Enjoy a full tour experience of the iconic and secret locations from the BBC series 'Death in Paradise' with our guide who has been close...

4 hours Hotel pickup offered Free Cancellation
4.9 (144)
from
$96
Morning Old San Juan Food Tour

Tasting a city’s food is one of the greatest ways to immerse oneself in the local culture. Through this curated experience, we'll show you the …More

Tasting a city’s food is one of the greatest ways to immerse oneself in the local culture. Through this curated experience, we'll show you the...

3 hours Free Cancellation
4.9 (264)
from
$169
Puerto Plata City Private Tour

Discover history, culture, and flavors of Puerto Plata on a city tour lasting approx 3 hours. Begin at Rum factory, where you’ll learn about Dominican …More

Likely to Sell Out
Likely to Sell Out

Discover history, culture, and flavors of Puerto Plata on a city tour lasting approx 3 hours. Begin at Rum factory, where you’ll learn about Dominican...

3 hours 30 minutes Hotel pickup offered Free Cancellation
4.9 (167)
from
$65
Three Eyes National Park Exploration Tour

Enjoy a 2 hours inmersion in nature in the middle of the biggest city of the Dominican Republic. With me you will learn in a …More

Enjoy a 2 hours inmersion in nature in the middle of the biggest city of the Dominican Republic. With me you will learn in a...

2 hours Free Cancellation
4.4 (39)
from
$35
Walking Tour of Historic Bridgetown

Our resident Historian uses the art of storytelling to transport our guests to places and times chosen for our historic journey. Our resident historian has …More

Our resident Historian uses the art of storytelling to transport our guests to places and times chosen for our historic journey. Our resident historian has...

2 hours 30 minutes Free Cancellation
5.0 (168)
from
$38
Historic Walking Tour of Bridgetown Barbados

There’s no better way to explore the beauty and wonders of Barbados than with a walking tour through the City of Bridgetown which is listed …More

There’s no better way to explore the beauty and wonders of Barbados than with a walking tour through the City of Bridgetown which is listed...

2 hours Free Cancellation
4.8 (316)
from
$24
Nassau Historical Walking Tour

When you book Nassau Historical Walking Tour you will discover the best walking tour in downtown Nassau—where history, culture, and local flavor come alive! Led …More

When you book Nassau Historical Walking Tour you will discover the best walking tour in downtown Nassau—where history, culture, and local flavor come alive! Led...

2 hours 30 minutes Free Cancellation
4.9 (129)
from
$54
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