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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Old San Juan Historical Tour with Transportation & Fort Visit

Discover Old San Juan on a guided walking tour with a local guide and convenient one-way transportation from your hotel. Enjoy pickup from select San …More

Discover Old San Juan on a guided walking tour with a local guide and convenient one-way transportation from your hotel. Enjoy pickup from select San...

2 hours 30 minutes Hotel pickup offered Free Cancellation
5.0 (1)
from
$59
Last Vacation Day Discounted Shopping & Ride to the Airport

This is your chance to do all of your last-minute discounted souvenir shopping all in one day. You may arrange to do your shopping same …More

This is your chance to do all of your last-minute discounted souvenir shopping all in one day. You may arrange to do your shopping same...

3 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$35
Exotic Blue Hole and Native Tour

Nothing compares to the beauty of Blue Hole. Blue Hole, also known as Secret Falls is often described as one of Jamaica’s hidden treasures. You’ll …More

Nothing compares to the beauty of Blue Hole. Blue Hole, also known as Secret Falls is often described as one of Jamaica’s hidden treasures. You’ll...

4 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$65
Anamuya Mountains Small Group Walking Tour

Take a walk on the wild side with a tour of the Dominican Republic's rugged Anamuya Mountains. See a snapshot of rural life as shown …More

Take a walk on the wild side with a tour of the Dominican Republic's rugged Anamuya Mountains. See a snapshot of rural life as shown...

4 hours Hotel pickup offered Free Cancellation
4.0 (3)
from
$49
Bermuda Gems and Private Resort Beach Day Experience

Your Journey begins After being picked up in a comfortable air conditioned vehicle from the historic Dockyard site, then we first venture to the old …More

Your Journey begins After being picked up in a comfortable air conditioned vehicle from the historic Dockyard site, then we first venture to the old...

9 hours Hotel pickup offered
4.7 (3)
from
$249
Artisan Puertorrican Winery and Distillery Tour

The visitor of PAPA PEDRO Wine & Distiller learn about the winery process. Also, the visitor learn about the distillery process. During the meeting can …More

The visitor of PAPA PEDRO Wine & Distiller learn about the winery process. Also, the visitor learn about the distillery process. During the meeting can...

1 to 2 hours Free Cancellation
5.0 (1)
from
$50
Bob Marley Mausoleum in Nine Miles St. Ann's Private Tour

Your Bob Marley experience starts with your pickup at your hotel lobby, where you will embark on a musical pilgrimage from Kingston to the birthplace …More

Your Bob Marley experience starts with your pickup at your hotel lobby, where you will embark on a musical pilgrimage from Kingston to the birthplace...

2 to 3 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$214
Full-Day Tour in Samaná Serenity

Our first stop is the Las Cañitas de Miches Pier to take the boat and head to Cayo Levantado where you will have time to …More

Our first stop is the Las Cañitas de Miches Pier to take the boat and head to Cayo Levantado where you will have time to...

12 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$165
Private Family Walking Tour in Santo Domingo Cultural Legacy

This private family walking tour explores Santo Domingo Old Town, a UNESCO Heritage site rich in history older than the United States. You walk through …More

This private family walking tour explores Santo Domingo Old Town, a UNESCO Heritage site rich in history older than the United States. You walk through...

2 hours Free Cancellation
5.0 (1)
from
$79
Monte Plata Waterfalls Private Tour

Enjoy a private, exclusive tour with your own local guide. The Monte Plata Waterfalls tour is a thrilling adventure that takes visitors on an exploration …More

Enjoy a private, exclusive tour with your own local guide. The Monte Plata Waterfalls tour is a thrilling adventure that takes visitors on an exploration...

8 hours Hotel pickup offered
5.0 (1)
from
$425
Private Full-Day at Los Haitises National Park

Enjoy a private, exclusive tour with your own local guide. Explore the largest nature preserve in the Dominican Republic with our Full Day at Los …More

Enjoy a private, exclusive tour with your own local guide. Explore the largest nature preserve in the Dominican Republic with our Full Day at Los...

12 hours Hotel pickup offered
5.0 (1)
from
$420
Santo Domingo Private Tour from Punta Cana

Go with your group , family or friends (minimum 3 people up to 15) to Santo Dominingo City Colonial Day tour with the best. Spend …More

Go with your group , family or friends (minimum 3 people up to 15) to Santo Dominingo City Colonial Day tour with the best. Spend...

8 to 10 hours Hotel pickup offered Free Cancellation
4.1 (9)
from
$99
Sounds of the City Tour in Downtown Kingston

This 3-hour bus tour immerses guests in Jamaican music history, visiting Orange Street ("Beat Street"), the birthplace of Dennis Brown and home to Studio One …More

This 3-hour bus tour immerses guests in Jamaican music history, visiting Orange Street ("Beat Street"), the birthplace of Dennis Brown and home to Studio One...

3 hours Free Cancellation
5.0 (1)
from
$117
Roseau's Best in a 2-Hour Private Walking Tour

Together with the professional guide, you will visit the most charming places in the city. Roseau is the capital city of Dominica, an island known …More

Together with the professional guide, you will visit the most charming places in the city. Roseau is the capital city of Dominica, an island known...

2 hours
5.0 (1)
from
$79
Higuey Cultural Sightseeing

Traveling to another country makes sense when we venture to walk through its streets, interact with its people and above all try its gastronomy. Higüey, …More

Traveling to another country makes sense when we venture to walk through its streets, interact with its people and above all try its gastronomy. Higüey,...

4 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$250
Blue Hole, Secret Falls, and Dunn's River Falls Combo Tour

Combine a visit to the Blue Hole and Secret Falls with a stop at the Dunn's River Falls all in one day on this guided …More

Combine a visit to the Blue Hole and Secret Falls with a stop at the Dunn's River Falls all in one day on this guided...

6 to 8 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$85
Private Professional Photoshoot Session in Curacao

Professional photo shoot in unique Curacao locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered …More

Professional photo shoot in unique Curacao locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered...

4 hours Free Cancellation
5.0 (1)
from
$50
Bob Marley 9 Mile Tour and The Blue Hole Falls from Montego Bay

Purely Majestic Operators sets its Blue Hole Falls and Bob Marley Nine Mile Museum tours apart by combining personalized service, in-depth local knowledge, and a …More

Purely Majestic Operators sets its Blue Hole Falls and Bob Marley Nine Mile Museum tours apart by combining personalized service, in-depth local knowledge, and a...

8 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$150
Montego Bay City Tour with Sightseeing and Shopping

Purely Majestic Operators sets its Montego Bay City Tour apart by focusing on an authentic, immersive experience that highlights the local culture and history in …More

Purely Majestic Operators sets its Montego Bay City Tour apart by focusing on an authentic, immersive experience that highlights the local culture and history in...

3 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$85
Art And Forest Way Half Day Tour

We begin with 4x4 Club cars tour within the paradisiacal Punta Cana Ecological Reserve, a beautiful protected area, home to several endemic species of Dominican …More

We begin with 4x4 Club cars tour within the paradisiacal Punta Cana Ecological Reserve, a beautiful protected area, home to several endemic species of Dominican...

3 hours Hotel pickup offered Free Cancellation
4.5 (2)
from
$65
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