Top things to do in Caribbean in Summer (Updated November 2026)

Caribbean
Private 3 Day Tour with Sailing and Snorkeling in Anegada BVI

Sailing wellness retreats is a passion of mine. As an ocean lover, I want to share the beauty of the ocean with you. Get away …More

Sailing wellness retreats is a passion of mine. As an ocean lover, I want to share the beauty of the ocean with you. Get away...

3 days Hotel pickup offered
from
$10,000
Private Half Cultural Safari Tour from Punta Cana

PRIVATE GROUP Adventure for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a …More

PRIVATE GROUP Adventure for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a...

4 hours Hotel pickup offered Free Cancellation
from
$1,200
Private Yacht Tour Montego Bay with DJ Open Bar and Water Sports

Elevate your event with an unforgettable cruise aboard the luxurious Sea Ray 540 Sundancer. Whether you're hosting a lively party or seeking a serene escape, …More

Elevate your event with an unforgettable cruise aboard the luxurious Sea Ray 540 Sundancer. Whether you're hosting a lively party or seeking a serene escape,...

3 hours Free Cancellation
from
$2,600
Private Deep Sea Fishing in Montego Bay

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get …More

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get...

4 hours Hotel pickup offered Free Cancellation
from
$1,800
Full Day Private Tour in Port of Spain

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Trinidad and Tobago as you make your …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Trinidad and Tobago as you make your...

9 hours 15 minutes Hotel pickup offered
from
$572
Private Full Day Cultural Safari Tour from Punta Cana

Venture for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a doubt, but …More

Venture for a half or full day of new experiences - a true Dominican cultural exchange. Resorts are relaxing and wonderful without a doubt, but...

8 hours Hotel pickup offered
from
$1,500
Private Tour Hull Bay Farm & Beach

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of British Virgin Islands as you make your …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of British Virgin Islands as you make your...

7 hours Hotel pickup offered
from
$453
Private Tour Clear Kayak Photoshoot in Turks and Caicos Islands

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

3 hours 30 minutes Hotel pickup offered
from
$543
Private Tour North and Middle Turks and Caicos Islands

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

7 hours Hotel pickup offered
from
$706
Private Tour Catamaran Cruise Turks and Caicos Islands

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

7 hours Hotel pickup offered
from
$605
Private Tour 9-Hr in Turks and Caicos Islands

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

9 hours Hotel pickup offered
from
$882
Private Tour Full Island Tobago

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Trinidad and Tobago as you make your …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Trinidad and Tobago as you make your...

9 hours Hotel pickup offered
from
$444
Private Tour Charter Deep Sea Fishing on Wahooter's

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

7 hours Hotel pickup offered
from
$876
Private Tour Jet Skiing Around La Famille Ship and Pristine Cays

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Turks and Caicos Islands as you make...

5 hours Hotel pickup offered
from
$636
Private Tour ATV Adventure in St Lucia

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St Lucia as you make your way …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St Lucia as you make your way...

6 hours Hotel pickup offered
from
$517
Private Tour Saint Lucia, Piton, Mud bath, Drive-In Volcano

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St Lucia as you make your way …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St Lucia as you make your way...

8 hours Hotel pickup offered
from
$443
Private Tour St. Lucia’s best Views, Mineral Bath’s & Waterfalls

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St Lucia as you make your way …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of St Lucia as you make your way...

7 hours 30 minutes Hotel pickup offered
from
$443
Private Tour The Best of St Maarten Sightseeing

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to...

9 hours Hotel pickup offered
from
$443
Private Tour Jet Ski in Saint Martin

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to …More

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of Saint-Martin as you make your way to...

3 hours 35 minutes Hotel pickup offered
from
$517
Full Day Catamaran Private Tour in Grenada

Experience our Full Day Luxury Catamaran Private Tour in Grenada! Embark on a serene journey through the picturesque landscapes of Grenada as you make your …More

Experience our Full Day Luxury Catamaran Private Tour in Grenada! Embark on a serene journey through the picturesque landscapes of Grenada as you make your...

8 hours Hotel pickup offered
from
$620
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