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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Private Yacht in Punta Cana, Unlimited Drinks and HipHop Music

Our 37 foot yacht is the ONLY one in Bavaro, Punta Cana. As you can expect, Picaflor comes equipped with air conditioner, plasma TV, bathroom, …More

Our 37 foot yacht is the ONLY one in Bavaro, Punta Cana. As you can expect, Picaflor comes equipped with air conditioner, plasma TV, bathroom,...

3 hours Free Cancellation
4.9 (21)
from
$1,150
Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla

Discover YES DARLING, a 20m open yacht with a unique Italian style, decorated with a legendary Porsche 917 theme, and experience an exceptional private experience …More

Discover YES DARLING, a 20m open yacht with a unique Italian style, decorated with a legendary Porsche 917 theme, and experience an exceptional private experience...

4 to 8 hours Free Cancellation
4.9 (34)
from
$6,163
Catamaran Charter Puerto Rico Jenica

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of …More

Enjoy a luxurious all inclusive day in our 47 feet Power Catamaran. Our Captain will choose one of the beautiful locations the east cost of...

6 hours Free Cancellation
5.0 (16)
from
$2,600
Key to the Sea Half-Day Private Boat Charter: Sun & Snorkel Tour

Experience the ultimate crowd-free day on the water with our premium half-day private boat charter. Cruising aboard our immaculate 27-foot Sea Ray Sundeck (No-Ah'Genda), your …More

Experience the ultimate crowd-free day on the water with our premium half-day private boat charter. Cruising aboard our immaculate 27-foot Sea Ray Sundeck (No-Ah'Genda), your...

4 hours Free Cancellation
5.0 (38)
from
$1,599
Pizza Pi Shuttle (Official) - Jet Ski Trip St Thomas

This unique trip allows you to visit the world famous Pizza Pi floating pizza boat; only accessible by sea. Hop on one of our jet …More

This unique trip allows you to visit the world famous Pizza Pi floating pizza boat; only accessible by sea. Hop on one of our jet...

90 to 150 minutes Free Cancellation
4.7 (21)
from
$269
Grand Cayman Half-Day Private Charter

Head out with us locals on a private charter that would take you around the Stingrays, Corals, and Starfish. If you wish we can include …More

Head out with us locals on a private charter that would take you around the Stingrays, Corals, and Starfish. If you wish we can include...

4 hours Hotel pickup offered Free Cancellation
4.7 (21)
from
$2,100
Private Sunset and Snorkel Cruise

Seeking a romantic evening for two, a serene escape from the bustling city, or simply a moment of tranquillity amidst nature's splendor, our Private Sunset …More

Seeking a romantic evening for two, a serene escape from the bustling city, or simply a moment of tranquillity amidst nature's splendor, our Private Sunset...

2 hours Hotel pickup offered Free Cancellation
5.0 (16)
from
$150
Be Happy - Half Day Private Catamaran Cruise - St Maarten

Join us aboard Be Happy for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private sailing experience with your group, …More

Likely to Sell Out
Likely to Sell Out

Join us aboard Be Happy for an unforgettable half-day charter on the beautiful waters of St. Maarten! Enjoy a private sailing experience with your group,...

4 hours Free Cancellation
5.0 (10)
from
$195
Private 1/2 Day Yacht Charter in Bonaire - Customizable!

100% Customizable! Our private charter experience on Bonaire is unmatched. As the only American yacht operators on the island, we understand the importance of personalized …More

100% Customizable! Our private charter experience on Bonaire is unmatched. As the only American yacht operators on the island, we understand the importance of personalized...

4 hours 30 minutes
5.0 (46)
from
$2,299
Punta Cana Party Boat Snorkeling with Music DJ and Open Bar

A real party boat Snorkeing cruise with everything included: Transportation, Snorkeling Equipment, Nachos with hot sauce, fresh fruits, coke, sprite, rum, beer, WIFI, and you …More

A real party boat Snorkeing cruise with everything included: Transportation, Snorkeling Equipment, Nachos with hot sauce, fresh fruits, coke, sprite, rum, beer, WIFI, and you...

3 hours Hotel pickup offered Free Cancellation
3.4 (165)
from
$61
Grand Cayman Private Custom Boating Adventure

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and …More

Likely to Sell Out
Likely to Sell Out

We provide a variety of tour options accommodating guests that'd like to make one stop or see it all. Our team are all born and...

2 to 6 hours Free Cancellation
5.0 (10)
from
$599
Be Happy - Full Day Private Catamaran Cruise - St Maarten

Join us on Be Happy, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can …More

Likely to Sell Out
Likely to Sell Out

Join us on Be Happy, one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can...

8 hours Free Cancellation
5.0 (9)
from
$235
Mojito - Full Day Private Catamaran Cruise - St Maarten

Join us on Mojito one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy …More

Join us on Mojito one of our luxury sail catamarans for an amazing day on the water. We offer private charters where you can enjoy...

8 hours Free Cancellation
4.8 (24)
from
$230
Tobago Buccoo Reef Glass Bottom Boat Tour

Explore the underwater world of Buccoo Reef! Sea grass, exotic fish, coral garden – it's all viewable from your large covered glass bottom boat (Dry or …More

Explore the underwater world of Buccoo Reef! Sea grass, exotic fish, coral garden – it's all viewable from your large covered glass bottom boat (Dry or...

3 hours 30 minutes Hotel pickup offered Free Cancellation
4.3 (75)
from
$78
Sail and Snorkel at Cades Reef

Enjoy the majestic views as you travel down the southern coast of the island. A stop will be made at Cades Reef for the opportunity to snorkel …More

Enjoy the majestic views as you travel down the southern coast of the island. A stop will be made at Cades Reef for the opportunity to snorkel...

6 hours Free Cancellation
4.5 (74)
from
$115
Enjoy Punta Cana in Private Yacht

Spend 3 hours on a Private relaxing catamaran cruise with this excursion from Punta Cana. Unwind in comfortable transport as you make your way from …More

Spend 3 hours on a Private relaxing catamaran cruise with this excursion from Punta Cana. Unwind in comfortable transport as you make your way from...

4 hours Hotel pickup offered Free Cancellation
4.3 (18)
from
$560
Boots and Booze in Punta Cana, A COUNTRY Party Boat Cruise

Get ready to throw on your cowboy hats and join the ultimate 3-hour COUNTRY booze cruise! Set sail with us along a breathtaking coastline, where …More

Likely to Sell Out
Likely to Sell Out

Get ready to throw on your cowboy hats and join the ultimate 3-hour COUNTRY booze cruise! Set sail with us along a breathtaking coastline, where...

4 hours Hotel pickup offered Free Cancellation
5.0 (14)
from
$56
Soufriere Adventure Cruise

All aboard our premium catamaran for a tour of the beautiful town of Soufriere by way of the water! Pass by quaint fishing villages as …More

All aboard our premium catamaran for a tour of the beautiful town of Soufriere by way of the water! Pass by quaint fishing villages as...

7 hours Hotel pickup offered
4.6 (67)
from
$153
Private FullDay Stingray City, Snorkeling, Kaibo Bar & Grill and Starfish Beach

Avoid the crowds and join us for 4 1/2 hours on your own private boat and crew to get the experience of a life time …More

Avoid the crowds and join us for 4 1/2 hours on your own private boat and crew to get the experience of a life time...

5 hours Free Cancellation
5.0 (32)
from
$1,200
VIP Yacht Negril Caves Swimming & Ricks Cafe 15 persons

Welcome to SUN Queen, your VIP Luxury Yacht BOOKING COST INCLUDES UP TO 15 PERSONS ... she's a full 58' Azimut Flybridge Yacht, the only …More

Likely to Sell Out
Likely to Sell Out

Welcome to SUN Queen, your VIP Luxury Yacht BOOKING COST INCLUDES UP TO 15 PERSONS ... she's a full 58' Azimut Flybridge Yacht, the only...

3 hours 30 minutes Hotel pickup offered
5.0 (4)
from
$4,450
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