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!

Read More
Private Speed Boat Charter to Anguilla

Board a premium style speed boat for a private day charter around Anguilla! You can fully personalize your day and do exactly what you want. …More

Board a premium style speed boat for a private day charter around Anguilla! You can fully personalize your day and do exactly what you want....

7 hours Free Cancellation
4.9 (54)
from
$119
Puerto Rico Private Catamaran Sail from Fajardo

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star …More

Embark on a carefree Caribbean sailing vacation to enjoy the beautiful views of the east coastline and nearby cays of Puerto Rico. Our 5 star...

6 hours Free Cancellation
5.0 (46)
from
$2,000
Klein Curacao Sunset Cruise with Open Bar and BBQ

Prepare to be whisked away to an uninhabited island as we set sail from the mainland of Curacao to the stunning Klein Curacao. As we …More

Prepare to be whisked away to an uninhabited island as we set sail from the mainland of Curacao to the stunning Klein Curacao. As we...

8 hours Free Cancellation
4.7 (69)
from
$165
Friday Evening Kingston Harbour Cruise, Sunday Beach Cruise or Charter Our Boats

This tour is special as it gives you the opportunity to experience the feeling of visiting the city of Kingston. We depart from Ribbiz Ocean …More

This tour is special as it gives you the opportunity to experience the feeling of visiting the city of Kingston. We depart from Ribbiz Ocean...

3 to 4 hours Free Cancellation
4.8 (244)
from
$75
Private Half-Day Luxury Catamaran Experience

Enjoy a half-day cruise on our luxurious 43ft Leopard Catamaran. See all of the top sights along the western coast of St Lucia. Onboard we …More

Enjoy a half-day cruise on our luxurious 43ft Leopard Catamaran. See all of the top sights along the western coast of St Lucia. Onboard we...

4 hours Free Cancellation
4.9 (22)
from
$1,680
Icacos or Palomino Private Sunset Boat Tour from Fajardo PR

You want to do something different? Enjoy a private boat sunset experience on a private island from the east coast of Puerto Rico. This is …More

You want to do something different? Enjoy a private boat sunset experience on a private island from the east coast of Puerto Rico. This is...

2 hours Free Cancellation
4.8 (18)
from
$399
Day Trip by Boat from Le Robert

Release the moorings and leave all your worries on the dock. The only requirement on board will be to take advantage of this exclusive moment. …More

Release the moorings and leave all your worries on the dock. The only requirement on board will be to take advantage of this exclusive moment....

8 hours Free Cancellation
4.8 (32)
from
$102
Luxury Catamaran Cruise: Sip, Sail, Snorkel, and Swim with Pigs!

Dive into a world of difference with Tropical Breeze as we redefine the classic Bahamian cruise experience. Here's what sets us apart as the ultimate …More

Dive into a world of difference with Tropical Breeze as we redefine the classic Bahamian cruise experience. Here's what sets us apart as the ultimate...

6 hours Free Cancellation
5.0 (88)
from
$179
Tobago Buccoo Reef Glass Bottom Boat Cruise and Island Sightseeing Tour

Experience the highlights of Tobago including the capital city before venturing out to the Caribbean Sea on a glass bottom boat for snorkeling. The panoramic …More

Experience the highlights of Tobago including the capital city before venturing out to the Caribbean Sea on a glass bottom boat for snorkeling. The panoramic...

8 hours Hotel pickup offered Free Cancellation
4.7 (40)
from
$110
Private Full-Day Cruise of St. Martin and Anguilla

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat …More

This private charter will take you around St. Martin or Anguilla for a full day. Departure is from Anse-Marcel Marina on the French side. The boat...

8 hours Free Cancellation
5.0 (49)
from
$1,750
Private Half Day Charter Tour in Turks and Caicos

Explore and enjoy the magnificent waters of Turks and Caicos through a private charter tour away from the hustle and bustle of the city. Get …More

Explore and enjoy the magnificent waters of Turks and Caicos through a private charter tour away from the hustle and bustle of the city. Get...

4 hours Free Cancellation
5.0 (57)
from
$1,548
Sunset Boat Tour into Caroni Wetlands

This nature tour takes you in an open flat-bottomed boat into the famous Caroni Wetlands with open lagoons and waterways and a beautiful scenery of …More

This nature tour takes you in an open flat-bottomed boat into the famous Caroni Wetlands with open lagoons and waterways and a beautiful scenery of...

4 hours Hotel pickup offered Free Cancellation
4.7 (50)
from
$67
Full Day Private Boat Charter at Grace Bay, Providenciales

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8 …More

Cruise around the islands of Turks and Caicos in style! Charter a private boat up to 8 people ($99 for each additional person after 8...

8 hours Hotel pickup offered Free Cancellation
5.0 (26)
from
$3,540
Barbados Sunset and Snorkeling Catamaran Cruise

Spend a relaxing afternoon and early evening on this small-group sunset catamaran cruise from Bridgetown, available on Tuesdays, Thursdays, and Saturdays. Sail along Barbados’ stunning …More

Spend a relaxing afternoon and early evening on this small-group sunset catamaran cruise from Bridgetown, available on Tuesdays, Thursdays, and Saturdays. Sail along Barbados’ stunning...

3 hours Hotel pickup offered Free Cancellation
4.9 (107)
from
$110
Turks and Caicos Full-Day Luxury Private Yacht Charter

Make your dream come through with a day out on the beautiful islands and beaches of the Turks and Caicos. Your luxury boat tour on …More

Make your dream come through with a day out on the beautiful islands and beaches of the Turks and Caicos. Your luxury boat tour on...

7 hours Free Cancellation
5.0 (37)
from
$7,400
All Inclusive 4- Hours Private Charter

What makes this product unique is that you will spend day on the water, your way, and your rules. With the Cocktails N’ Dreams private …More

What makes this product unique is that you will spend day on the water, your way, and your rules. With the Cocktails N’ Dreams private...

4 hours Hotel pickup offered Free Cancellation
4.7 (25)
from
$1,600
Private 6-Hour Island Hopping in US Virgin Islands - 500hp Hydro Sport

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast, …More

This is a "New Extremly Affordable, Private Option" offered by Stormy Pirates!! Be one of the first to experience this affordable option for a fast,...

6 hours
5.0 (80)
from
$1,150
Private Full Day Snorkel Soufriere Charter

Escape your day to day life and discover serenity aboard our vessel,Wild Dreams. Our private snorkeling trip combines an exploration of the stunningly abundant alive …More

Escape your day to day life and discover serenity aboard our vessel,Wild Dreams. Our private snorkeling trip combines an exploration of the stunningly abundant alive...

4 to 6 hours Hotel pickup offered Free Cancellation
5.0 (19)
from
$265
Private Charter 37' Axopar in US Virgin Islands

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your …More

Stormy Pirates Boat Charters is a family owned and operated company serving both St.Thomas and St. John. This private trip is completely customizable for your...

6 hours
5.0 (85)
from
$1,695
Punta Cana Boat Cruise and Snorkeling with Open Bar

Enjoy our 3 hour Shared Boat Tour for adults and families with children and snorkel in the best coral reefs of Punta Cana. After the …More

Enjoy our 3 hour Shared Boat Tour for adults and families with children and snorkel in the best coral reefs of Punta Cana. After the...

4 hours Hotel pickup offered Free Cancellation
4.9 (25)
from
$55
Recent tour reviews
Activity name